road trips from boston summer

New England Wanderlust

Connecticut , Maine , Massachusetts , New Hampshire , New York , Rhode Island , Vermont  ·  March 30, 2022

34 Awesome Road Trips From Boston & Best Itineraries (2024)

Boston is an amazing starting point for adventures all over New England and the Northeast. With so many options to visit tons of nearby coastal towns, exciting cities and plenty of quaint, charming villages, there are endless possibilities for road trips from Boston. And since I’ve been road-tripping and traveling all over the Northeast for over 10 years now, I know all the destinations that are worth your time.

This list includes destinations that are all individually under 6 hours from Boston, and if you’re looking for road trip itineraries that combine destinations from this list, be sure to scroll to the end for suggested itineraries to make the most of your road trip!

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Best Road Trips From Boston

For this list, I’ve broken down the destinations into four categories: Coastal, City, Charming Towns and Luxury Getaways. For each destination, I’ve also included the time it takes to get there from Boston, highlights of the best things to do, what to expect once there, and nearby things to do.

Coastal Road Trip Destinations From Boston

1. plymouth, ma.

Distance From Boston: 40-50 minutes

If you’re looking for a quick, easy getaway from city life in Boston, a little road trip to Plymouth is a fun way to do that. While the town is known for its history dating back to the early 1600s, they are also lots of outdoor activities, parks and beaches, and combine that with a small-town feel, Plymouth makes for a lovely little escape from Boston.

Best things to do in Plymouth:

• Plimoth Patuxet Museum is a living replica of the original pilgrim colony settlement. If you’re a history buff, this is a must-see. You can even climb aboard the Mayflower II, an exact replica of the ship that brought the pilgrims to Plymouth.
• Plymouth Long Beach is a 3-mile long stretch of public beach that’s perfect for getting out by the water.
• Plymouth Farmer’s Market is held every Thursday from May through October, and was Yankee Magazine editor’s pick for best Farmer’s Market in 2018.
• Brewster Gardens is a tranquil, waterfront park that’s sure to invite lots of relaxation.
• Walk around the charming downtown to visit the shops and restaurants,
• Pop into Dirty Water Distillery for an artisanal spirits tasting.
• Go on a whale watch tour with Captain John’s Boat Tours .
• Spend the day getting pampered at Mirbeau Resort & Spa , and even stay for lunch or dinner, or the night for the ultimate day of relaxation.

Click here to book your stay at Mirbeau Resort & Spa!

Psst! I have an entire post on visiting Plymouth, MA , if you need more ideas!

2. Cape Cod, MA

Distance From Boston: 1-2.5 hours, depending on where you to choose to go on Cape Cod.

With over 500 miles of shoreline to explore, Cape Cod is the ultimate beach road trip from Boston because you can get there in about 2 hours and feel like you’re in a whole other world. There are 15 towns in Cape Cod to choose from for your visit, and more beaches than anyone can count. Fill your days being ocean-side, exploring beautiful little coastal towns, eating fresh seafood and taking in amazing sunsets.

Best Things To Do on Cape Cod :

• Visit The Cape Cod National Seashore
• Explore Chatham’s downtown
• Visit Provincetown and the Pilgrim Monument
• For more on the best things to do on the Cape, click the link below for my detailed travel guide.

You may also enjoy:

• Can’t Miss Things To Do When Visiting Cape Cod For The First Time
• Best Things To Do On Cape Cod For Adults
• Best Towns To Stay In On Cape Cod
• What To Pack For Cape Cod
• Unique Things To Do On Cape Cod

3. Nantucket, MA

Distance From Boston: 2-3 hours, which includes time to park at the ferry terminal, and ride the ferry.

Nantucket is a gorgeous island off the coast of Cape Cod bursting with charm and natural beauty. A day trip to Nantucket is common while visiting Cape Cod, but staying overnight for a night or two would be the best way to make the most of your road trip from Boston. This is a great island to explore if you’re looking for stunning beaches and a beautiful downtown area.

To get to Nantucket, you’ll need to take the ferry from Hyannis on Cape Cod. From there, you can choose between Hyline Cruises or Steamship Authority to get to Nantucket.

Best Things To Do on Nantucket:

• Explore the shops and restaurants in the main town.
• Visit Brant Point Lighthouse.
• Rent a moped to explore the local beaches and towns.
• For more amazing things to do on Nantucket, click the link below for my detail travel guide on a Nantucket day trip.
• The Best Nantucket Day Trip Travel Guide
• How Many Days Do You Need On Nantucket + Suggested Itineraries
• How To Visit All The Nantucket Lighthouses

4. Martha’s Vineyard, MA

Martha’s Vineyard is the other island off the coast of Cape Cod, and it’s more popular as an overnight destination, versus a day trip because it’s bigger. Comprised of 6 beautiful towns, Martha’s Vineyard is home to beautiful beaches, quaint Main Streets for shopping and dramatic cliff-lined shores.

To get to Martha’s Vineyard, you’ll need to take a ferry from either Woods Hole or Hyannis (both terminals located on Cape Cod). There is no benefit to picking one over the other, and it’s best to just pick whichever location is more convenient for you (usually it’s Hyannis for most people).

Best Things To Do on Martha’s Vineyard:

• Gingerbread Cottages in Oak Bluffs
• Edgartown downtown and lighthouse
• Aquinnah Cliffs and Gay Head Lighthouse
• South/Katama Beach
• For more information on visiting Martha’s Vineyard, click the link below for my guide on deciding between Nantucket or Martha’s Vineyard for a day trip.

You may also find these Martha’s Vineyard posts helpful:

• Is Nantucket or Martha’s Vineyard Better For A Day Trip?
• The Ultimate Martha’s Vineyard Day Trip Guide
• How To See Martha’s Vineyard Without A Car

5. Marblehead, MA

Distance From Boston: 40-50 minutes.

Marblehead is an adorable little coastal town along the North Shore of Massachusetts, and a very quick road trip from Boston. This is the place to come if you’re looking for historical homes, small-town charm, great seafood, dramatic, rocky coastline and options for beaches.

Best Things To Do in Marblehead, MA:

• Marblehead Lighthouse & Chandler Hovey Park
• Self-guided historical home walking tour.
• Take in the views at Castle Hill Rock.
• For more information on the best things to do in Marblehead, click the link before for my detailed travel guide.

Click here to read even more awesome things to do in Marblehead!

6. Salem, MA

Distance From Boston: 30-40 minutes.

Salem is another little coastal town along the North Shore of Massachusetts, and is known for being the premier New England destination for all things spooky. While visiting Salem in October is definitely a bucket list-worthy goal, it’s actually a really wonderful town to visit all year round. It’s very walkable with a variety of things to do, and makes for a great day trip, or a weekend getaway.

Best Things To Do in Salem, MA:

• Winter Harbor Park and Lighthouse
• Salem Witch Trials Memorial
• Salem Maritimes National Historic Site
• Essex Street Pedestrian Mall
• House of Seven Gables
• Peabody Essex Museum

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

7. Rockport, MA

Distance From Boston: 50-60 minutes.

Rockport is one of my favorite coastal towns in all of New England. It has so much character, wonderful shops and restaurants, and really invites you to slow down a bit to take it all in. It’s a small town, and can be done in a day, but a weekend here would be a very relaxing road trip from Boston.

Best Things To Do in Rockport, MA:

• Visit Motif 1, the most painted building in New England, if not the country!
• Go for a scenic walk or hike at Halibut Point State Park.
• Meander through the shops on Bear Skin Neck.
• For more things to do in Rockport and the North Shore region, click the links below for my detailed travel guides.

Click here for more amazing things to do in Rockport!

Click here to read my travel guide on the best things to do on Cape Ann!

8. Newburyport, MA

Newburyport is a delightful little coastal town in Massachusetts that has a very traditional New England feel with beautiful homes at every turn, and an adorable little downtown area and waterfront park. Newburyport is also home to Plum Island, which is a gorgeous part of town with amazing beaches and wildlife sanctuaries.

Best Things To Do in Newburyport, MA:

• Visit Oldies Marketplace to look for antiques and treasures.
• Meander the streets of downtown to explore the beautiful storefronts.
• Take a leisurely stroll along the waterfront park.
• Pack a picnic or take a nature walk at Maudslay State Park , which has over 500 acres to explore.
• Head out on the open waters with Yankee Clipper Tours , and cruise around the Merrimack River and Newburyport Harbor.
• Drive over to Plum Island to visit Plums Island Beach, buy some handmade soaps at Plum Island Soap Co. , and walk the stunning nature trails at the Parker River National Wildlife Refugee .

Click here to read my full guide to visiting Newburyport & Plum Island!

9. Block Island, RI

Distance From Boston: 3-3.5 hours, which includes time to park at the ferry terminal, and ride the ferry.

Block Island is a beautiful island off the coast of Rhode Island with gorgeous beaches, walking trails, water activities, salt marshes, great restaurants and is overall a wonderful place to relax while appreciating the outdoors. This actually might be one of my top underdog suggestions for a weekend getaway from Boston.

It actually reminds me a bit of Prince Edward Island, so if you’re looking to live out your Anne of Green Gables dreams, but can’t make it to Canada, this is a great place to do that. There’s even a lovely hotel on the island called Avonlea.

To get to the island, you’ll need to drive to the Pt. Judith ferry terminal in Rhode Island. For more information on the ferry, click here .

Best Things To Do on Block Island, RI:

• Take in the views at Mohegan Bluffs.
• Rent a moped to explore the entire island.
• Spend some time swimming at Mansion Beach.
• Visit the island’s two lighthouses.
• Have lunch with a water view at The Oar .

Click here to read all my tips for taking a Block Island day trip!

10. Newport, RI

Distance From Boston: 1.5 hours, but always anticipate extra traffic crossing the Newport bridge.

Newport is a stunning coastal city in Rhode Island that’s the perfect destination for sailing, shopping, dining and being by the water. Even though it’s technically a city, I wanted to include it in the coastal destinations group because it definitely feels more like a resort waterfront town than a city.

With so many things to do, you could easily spend a weekend here, but Newport will also work for a day trip.

Best Things To Do in Newport, RI:

• Walk along Cliff Walk for amazing coastal views.
• Visit Bowen’s Wharf for shopping and dining.
• Grab a lobster roll at the Newport Lobster Shack .
• Walk over to Goat Island to see the lighthouse and take in views of the Newport Bridge.
• Sail around Narrangansett Bay with Sightsailing of Newport .
• Visit the unique shops along Thames Street.
• Grab lunch and cocktails at The Lawn at Castle Hill Inn , overlooking the water. Better yet, book an overnight stay for the ultimate Newport experience!

Click here to book your stay at The Castle Hill Inn in Newport .

Click here to read all my tips for taking a Newport, RI day trip!

Click here to read about all the best things to do in Newport, RI in the winter!

11. Mystic, CT

Distance From Boston: 1.5 hours

This adorable little town sits along Mystic River, and has an awesome mix of preserved maritimes history, small-town charm and nature. While Mystic is mostly visited for its quaint, waterfront downtown, it’s also home to parts of two bordering towns, Stonington and Groton, giving you opportunity to explore a few different coastal Connecticut destinations during your visit.

Best Things To Do in Mystic, CT:

• See penguins, beluga whales, sharks and sea lions at the Mystic Aquarium .
• Learn all about maritimes history at the Mystic Seaport Museum and Village , which is regarded as one of the best, if not the best, Maritimes museums in the country.
• Hit the trails at Bluff Point State Park.
• Take a sunset or moonlit cruise with Poet’s Lounge Sailing Charters .
• Grab a warm lobster roll, which originated in CT, at Ford’s Lobster in nearby Noank.

Click here to read about all the best things to do in Mystic, CT!

12. The Hamptons, NY

Distance From Boston: 5.5 hours if driving the whole way, 6 hours if you drive to New London, CT to take the ferry.

The Hamptons needs no introduction, as it’s become a famous summer destination in New York thanks to many celebrities calling it a secondary home. Sitting along the Long Island sound, you can expect gorgeous beaches, amazing shopping and restaurants, specialty food markets and farmer’s markets, wineries and plenty of opportunity for rest and relaxation.

The Best Things To Do in The Hamptons:

• Have a beach day and watch the surfers at Coopers Beach in Southampton.
• Go vineyard hopping, and taste some of the local wines. Channing Daughters Winery and Wölffer Estates are two great options.
• Take in the views at Montauk Lighthouse.
• Enjoy an afternoon of rest and restoration at the Montauk Salt Caves .
• Have some amazing and fresh seafood at Bostwick’s Chowder House in East Hampton.
• Rent a bike and ride along Gin Lane in Southampton for incredible views of the ocean, and to see some amazing houses.

13. Ogunquit, ME

Distance From Boston: 1 hour and 15 minutes

One of my favorite beach towns in all of New England is Ogunquit, which is one of the best places to visit in Maine in the summer , but it’s really fun in spring and fall, too. Offering both dramatic and rocky coastline that Maine is famous for, as well as a long, sandy beach that’s perfect for swimming, you’ll get the best of both worlds here. Ogunquit’s town is entirely walkable, so once you drive in, you’ll be able to leave your car behind and get almost everywhere by foot. There’s an amazing downtown scene with plenty of shops and restaurants, and you’re never that far from Ogunquit Beach.

Best Things To Do in Ogunquit, ME:

• Walk along Marginal Way, where you’ll get the most amazing views of the rocky coastline.
• Visit Perkins Cove to enjoy its charming shops and restaurants.
• Spend plenty of time at Ogunquit Beach, one of the best beaches in Maine.
• For more information on things to do in Ogunquit, click the link below for my detailed travel guide.

Click here to read about more amazing things to do in Ogunquit!

14. Kennebunkport, ME

Distance From Boston: 1 hour and 25 minutes

Just a short distance from Ogunquit is Kennebunkport, so these two destinations could easily be combined, and both are worth your time. Kennebunkport is full of character, and can be visited as either a day trip, or a weekend getaway, from Boston. Offering both beaches and a wonderful downtown scene, this is a great place to relax, unwind and enjoy being by the water.

Best Things To Do in Kennebunkport, ME:

• Visit Gooch’s Beach for a walk along the shore, or go for a swim.
• Have an authentic lobsterman experience with Rugosa Lobster Tours .
• Walk around the downtown and Dock Square shops.
• Grab an artisanal ice cream cone at Rococo Ice Cream .
• Have some craft cocktails and beer at Batson River Brewing and Distillery .
• Walk along Parson’s Way for amazing views of the dramatic coastline.
• Grab fresh seafood takeout from The Clam Shack .

Click here to see why Kennebunkport is one of the best Christmas towns in New England!

15. Bar Harbor/Acadia National Park

Distance From Boston: 4 hours and 45 minutes

One of the absolute best places to visit in all of Maine is Bar Harbor and Acadia National Park, and this will make an epic road trip from Boston. Bar Harbor is the adjacent town to Acadia, and where most people stay when visiting the park. Bar Harbor is a fun destination on its own because it’s full of character, and has great restaurants, and a beautiful harbor-side walking path and park.

Acadia National Park is one of the top destinations in all of New England, providing over 120 miles of hiking trails, and countless opportunities to take in some of the best and most incredible coastline views in the entire Northeast. In my opinion, this is one of the best roads trips from Boston you can take.

Best Things To Do in Bar Harbor & Acadia National Park:

• Walk along the Ocean Path trail inside Acadia, which is a flat, easy path along Shore Road that provides the most payoff for minimal effort when it comes to the most famous views in the park.
• Have lunch and popovers at Jordan Pond House inside Acadia, which offers views of the lawn and Jordan Pond.
• Drive to the summit of Cadillac Mountain inside Acadia for sunrise or sunset.
• Explore Bar Harbor’s downtown.
• Take a leisurely walk along Shore Path in Bar Harbor for the best views of the harbor.
• Visit Bass Harbor Lighthouse inside Acadia.

Tip : You’ll need to purchase a park pass to enter any attractions inside Acadia National Park. Park passes can be purchased online in advance by clicking here .

Psst! I have some posts on Acadia that you may find helpful, including my Acadia National Park Itinerary , and the Best Time To Visit Acadia National Park .

Luxury Road Trip Destinations From Boston

These destinations don’t have to be all about luxury, but since it’s nice to treat yourself every now and then, I wanted to include a few of my favorite luxury resorts that are easy road trips from Boston. If all you’re looking for is a little R&R and some serious pampering without having to leave the resort grounds, these are amazing places to visit.

16. Cliff House in Cape Neddick, ME

If you’re looking for the ultimate coastal Maine getaway to fully relax and recharge, then Cliff House will be the perfect road trip from Boston for you. This oceanfront resort sits atop 70 acres of cliffs, and offers incredible amenities that will allow you fully emerse yourself in Maine’s natural beauty without having to go far. Almost every square foot of this property has an ocean view, so there’s no way you can be stressed during your visit.

What To Expect During Your Stay At Cliff House:

• Beautifully-appointed rooms with a private terrace, and your choice of partial or full ocean views. Some rooms are also ocean-front.
• Complimentary coffee, tea and water stations on each floor.
• A full-service spa.
• Three oceanfront restaurants and a coffee cafe.
• Manicured gardens and pathways for relaxing walks.
• Two outdoor pools, two indoor pools and a hot tub.
• On-site shopping.

Click here to book your stay at Cliff House!

17. Ocean House in Westerly, RI

Distance From Boston: 1 hour and 45 minutes

For one of the very best luxury experiences in all of New England, Ocean House in Westerly, RI is a truly amazing destination. With the entire properly overlooking the Block Island Sound, it’s guaranteed you’ll be able to relax during your stay. Travel + Leisure has even named Ocean House as one of the top 100 hotels in the entire world.

What To Expect During Your Stay At Ocean House:

• Freshly designed and elegant coastal New England rooms and suites.
• Complimentary use of the hotels Mercedes-Benz convertibles for self-guided tours.
• Complimentary activities within the resort, such as daily yoga and cooking classes.
• Valet parking included in your room rate.
• Four on-site restaurants, and lobster dinners on the lawn during the summer.
• An on-site spa.
• Beautifully manicured lawns with yard games.
• Complimentary refreshments throughout the day.

Click here to book your stay at the Ocean House!

18. Mohonk Mountain House in New Paltz, NY

Distance From Boston: 3 hours and 45 minutes

If you’re looking for the ultimate road trip from Boston that combines hiking in the mountains with total relaxation, then Mohonk Mountain House is perfect for you. Located in the small college town of New Paltz, Mohonk Mountain House is right in the heart of the Hudson Valley of New York, and is surrounded by 40,000 acres of forest.

Overviews of the resort have been used in the Amazon Prime series Upload , and has long been rumored to be the inspiration behind Stephen King’s The Shining . But don’t let that scare you away! That only thing that will actually scare you once here is how amazing the views are.

If an overnight stay doesn’t work with your plans, guests can also purchase a day pass to the resort grounds, which allows you access to the hiking trails. This is a great way to enjoy the scenery without committing to an overnight stay.

What To Expect During Your Stay At Mohonk Mountain House:

• Traditionally-decorated rooms and suites that overlook the mountains. Most rooms also come with private balconies and rocking chairs.
• Lake Mohonk on the resort grounds.
• An all-inclusive stay where breakfast, lunch, afternoon tea and dinner, as well as all outdoor activities such as kayaks, row boats and canoes, are all included in the room rate.
• 85 miles of hiking trails right outside your door.
• Farm-to-table dining.
• Benches and chairs situated all over the resort grounds for moments of rest, and to clear your mind.

Click here to book your stay at Mohonk Mountain House!

Click here to read my detailed review of a Mohonk Mountain House Day Pass!

19. Mirbeau Spa in Rhinebeck, NY

Distance From Boston: 3 hours and 10 minutes

Mirbeau has a few locations throughout the Northeast, but my favorite of them all is in Rhinebeck, NY, a beautiful little town in the Hudson Valley. This particular Mirbeau Spa is one of the newer additions to their family, and is decorated in a modern, Parisian style, which makes it feel like a unique destination.

The spas at Mirbeau are really amazing. I’ve personally had massages and treatments at different locations, and they’ve always been consistent in quality (and, of course, relaxation). Guests are invited to walk around in robes, including at lunch, and the on-site hotel allows you to continue your relaxation journey into the evening for the perfect overnight stay.

What To Expect During Your Stay At Mirbeau in Rhinebeck, NY:

• A serene, calm spa atmosphere throughout the entire grounds.
• A relaxation room, aqua terrace and steam facility within the spa.
• Different spa packages to customize your stay that include dining options to make your visit stress-free.
• Luxurious and Parisian-inspired accommodations with options including in-room fireplaces and soaking tubs.

Click here to book your stay at Mirbeau in Rhinbeck!

Charming Small Town Road Trip Destinations From Boston

If you’re looking to visit some of the most charming towns in New England and New York for your road trip, I’ve got your covered! Here are the most adorable little towns to visit that make awesome road trips from Boston.

20. Saratoga Springs, NY

Distance From Boston: 3 hours and 15 minutes

While technically a city, Saratoga Springs’ historic downtown feels very much like a quaint village. Located in Upstate, NY and known for its horse racing track season, this destination has so much more to offer including a wonderful Main Street for shopping and dining, gorgeous parks, beautiful and historic architecture and live entertainment.

Best Things To Do in Saratoga Springs, NY:

• Walk around the grounds of Saratoga Spa State Park, which is a National Historic Landmark. You can enjoy a round of golf at an 18-hole championship course, have a picnic by the reflecting pool and admire the architecture of the Hall of Springs.
• July – Labor Day, visit the Race Track , and even try your hand at placing bets on the winner!
• Stroll through Congress Park, and find the mineral springs to taste the local water.
• Enjoy a healing bath at the Roosevelt Baths & Spa . The spa staff is trained on how to draw the perfect bath at just the right temperature, and the minerals in the waters have been said to have health benefits such as reducing sinus congestion and arthritis symptoms.
• Take in a live show at SPAC , one of the the country’s most renowned outdoor concert venues.
• Walk up and down Broadway, downtown’s main street, to visit the local shops and restaurants.
• Grab delicious cocktails with lunch or dinner at Morrissey’s Lounge & Bistro inside the famed Adelphi Hotel. Better yet, book an overnight stay at this Gilded Age-era boutique hotel, located in the heart of Saratoga’s downtown.

Click here to book your stay at the Adelphi Hotel in Saratoga Springs!

21. Skaneateles, NY

Distance From Boston: 5 hours and 20 minutes

Skaneateles is a lakeside town in the Finger Lakes region of Upstate, NY, and is a wonderful place to visit, especially in the Summer. With Skaneateles Lake right in the heart of downtown, and an adorable Main Street with really nice shops and restaurants, the quaintness of the town is perfect for rest and relaxation, but also offers plenty to do to keep from ever being bored.

Best Things To Do in Skaneateles, NY:

• Walk around Main Street to visit the boutiques.
• Sit and admire the views of the lake from the town’s many waterfront areas.
• Visit Anyela’s Vineyards to enjoy a tasting, or sip on a glass of wine and take in the peaceful views of the vineyards.
• Head out onto the lake for a boat tour.
• Grab dinner and drinks at the Sherwood Inn , located right in the heart of town, and just across the street from the lake.
• Spend the day getting pampered at Mirbeau Inn & Spa , the original Mirbeau location, which is home to a Monet-inspired garden and bridge.

Click here to book your stay at Mirbeau Inn & Spa in Skaneateles!

Click here to read more suggestions on the best things to do in Skaneateles, NY!

22. Lake Placid, NY

Distance From Boston: 5 hours

Known for hosting two Olympic games, Lake Placid in the Adirondack region of Upstate NY has so much more to offer (although, the Olympic sites are definitely worth visiting!). I personally love visiting Lake Placid in the winter because the alpine-inspired town really seems to come alive with apres-ski vibes, but it’s really a great destination all year round. While in Lake Placid, you’ll be surrounded by mountains and fresh air, and feel like you’ve truly escaped from every day life.

Best Things To Do in Lake Placid, NY:

• Walk around Mirror Lake, located in the heart of Lake Placid’s downtown.
• In the winter, enjoy skiing at Whiteface Mountain , and ice skating and a Toboggan Chute on Mirror Lake.
• Enjoy the miles of hiking trails in the nearby mountains.
• Walk around the alpine-inspired downtown village to visit the quaint shops.
• In the summer, go for a swim in Mirror Lake from the public beach area.
• Visit the Olympic sites, including the ski jump, ice arena and the Lake Placid Olympic Museum .
• Walk around High Falls Gorge, a 22-acre nature park with waterfalls.
• Grab drinks and lunch or dinner at The Cottage, a restaurant at Mirror Lake Inn Resort & Spa that sits right on Mirror Lake. Better yet, book an overnight stay, and also enjoy the on-site spa for the ultimate Lake Placid getaway!

Click here to book your stay at the Mirror Lake Inn Resort & Spa in Lake Placid .

Click here to read my post on all the best things to do in Lake Placid in the fall!

23. Hudson, NY

Distance From Boston: 2 hours and 45 minutes

Located in the Hudson Valley of New York, Hudson is known as being incredibly charming, and one of the best destinations for antiquing in the area. This is a great little town to visit if you’re looking to relax, enjoy a small-town atmosphere and see where the day takes you. Hudson is also a great destination if you’re looking to explore the entire Hudson Valley region.

Best Things To Do in Hudson, NY:

• Antiquing! There are countless antique shops in Hudson, and you’ll definitely want to check out The Antique Warehouse , which has over 300,000 sq. feet of treasures.
• Stroll down Warren Street, where most of the storefronts can be found.
• Take a boat cruise along the Hudson River with Hudson Cruises , which offers tours to the Hudson-Athens Lighthouse, and even murder mystery cruises!
• The Hudson Farmer’s Market is regarded as one of the best in the region, and is open every Saturday in-season, and also has a winter location February-April.
• Tour the local art galleries.
• Go for a nature walk in the Greenport Conservation Area, which is home to over 7 miles of trails, and is walkable from downtown Hudson.

Click here to read my post on the best things to do in Upstate New York in the fall!

24. Manchester, VT

This small little town in Southern Vermont is the perfect place to disconnect and relax. As you cross the New York/Vermont border, you’ll begin to see the tall mountains all around you, and instantly feel more at peace. In fact, you’ll be able to see the surrounding mountains from everywhere in downtown Manchester. And with everything to do from shopping and dining to hiking and nature walks, you’re sure to find something that everyone in your group will enjoy.

Best Things To Do in Manchester, VT:

• Hike or drive up Mt. Equinox, the tallest mountain in the Taconic Range, and enjoy the incredible views from above.
• Browse through Northshire Bookstore , an amazing independent bookstore that’s been in business since 1976. Here, you’ll find new and used books, a wonderful children’s section, and unique Vermont-inspired gifts and souvenirs.
• Visit Hildene , the Lincoln family estate, where visitors can tour the gardens, walking trails, farm land and indoor exhibits, and enjoy sweeping views of the Vermont countryside.
• Rent a tube at Vermont River Runners and take a relaxing water tube ride along the Battenkill River, which is perfect for a warm summer day.
• Grab a sandwich as big as your head at Zoey’s Deli . I also love their homemade chips!
• Hike the Lye Brook Falls trails to visit a beautiful waterfall. The trailhead is a short 5-minute drive from town center.
• Go for a dip in the Dorset Marble Quarry for a unique swimming experience!
• After your swim, visit the Dorset Union Store , a quintessential Vermont country store.

Click here for an awesome Vermont covered bridges tour itinerary!

25. Woodstock, VT

Distance From Boston: 2.5 hours

Of all the Vermont towns on this list, I think Woodstock might be my favorite. I love them all, but there’s something about Woodstock that just screams New England charm, and perfectly balances being a town that caters to tourists, while not losing any of the local character. It’s one of those idyllic towns you’ll daydream about moving to.

Best Things To Do in Woodstock, VT:

• Walk through the truly adorable village and enjoy the local shops and coffee cafes.
• Head over to the Woodstock Middle Covered Bridge, located right in the village, for a picture-perfect Vermont moment.
• Get your hands muddy with a pottery workshop at Farmhouse Pottery .
• Drive to nearby Quechee and visit the Simon Pearce Restaurant & Mill , and take in a live glass-blowing demonstration, as well as lunch overlooking the gorge.
• Head over to Quechee Gorge Village after Simon Pearce for some antiquing.
• Visit Billings Farm & Museum to tour a working dairy farm, gardens and orchards, and see live demonstrations. The grounds here are truly spectacular!
• Hike Mount Tom for stunning views of Woodstock from above.
• Best Places To Stay In Vermont In The Fall
• Best Things To Do In Woodstock, VT
• Best Winter Getaways In New England

26. Stowe, VT

Distance From Boston: 3 hours and 20 minutes

Stowe is an adorable little village in Northern Vermont that I love to visit, and it always puts a smile on my face. Even though it’s a well-known ski destination in the winter months, it’s a great little place to visit year-round will lots of outdoor activities and perfect Vermont scenery all over, including some beautiful covered bridges.

Best Things To Do in Stowe, VT:

• Hike Mount Mansfield, the highest mountain in Vermont, or drive the auto road to the summit.
• See if you believe in ghosts at Emily’s Covered Bridge. Legend says it’s haunted by a girl who hung herself on the bridge after her boyfriend never came to meet her.
• Walk the Stowe Recreation Path, a 5.5-mile long paved path that goes through beautiful scenery throughout the village. The path can be accessed from several locations in the village.
• Connect to the Quiet Path along the Rec Path, which is reserved for walkers only (meaning, no bikes wizzing by you). It meanders through parts of Mayo Farm, and is a very relaxing way to spend an afternoon.
• Go hiking at Smuggler’s Notch State Park.
• Visit the nearby Ben & Jerry’s Factory for a tour.
• Explore Sterling Falls Gorge.
• In the winter, hit the slopes at Stowe Mountain Ski Resort.
• Pick up some chocolates from Lake Champlain Chocolates.
• Best Things To Do In Stowe, VT
• Best Stops To Make When Driving From Boston to Stowe, VT
• Best Things To Do In Vermont In The Winter

27. Greenwich, CT

Distance From Boston: 3 hours

Greenwich is an absolutely beautiful town that sits right on the border of New York, and also very accessible to Manhattan. I love coming to this idyllic little town when I want a day of relaxing, shopping, dining, being outside, visiting the beach and enjoying the gorgeous scenery.

Best Things To Do in Greenwich, CT:

• Shop the stores along Greenwich Avenue.
• Enjoy a serene walk through the Donald M. Kendall Sculpture Gardens in nearby Purchase, NY.
• Meander through Montgomery Pinetum, a public park that’s very relaxing, and also has beautiful ponds, nature trails and gardens with an educational center and greenhouse.
• Head to the Lobster Bin for an amazing lobster roll on-the-go.
• Spend some time at the beaches along Greenwich Point Park.
• Admire the architecture of the historic district buildings.

28. Jackson, NH

Let’s head to the White Mountain National Forest in New Hampshire! One of the best towns to stay in is Jackson, where you’ll find a lovely downtown and Main Street, an iconic red covered bridge, and endless opportunities to explore the White Mountains region, including lots of hiking and outdoor activities. While it’s most popular during the winter for skiing, and the fall for foliage season, Jackson can be enjoyed year-round.

Best Things To Do in Jackson, NH:

• Visit Honeymoon Bridge, the town’s famous red covered bridge.
• Drive to the summit of Mount Washington, the highest peak in New England.
• Hike the Glen Ellis Falls Trail.
• Explore the downtown shops and restaurants.
• In the winter, go skiing at Black Mountain. In the summer, the mountain offers horseback riding and lots of hiking trails.

You may also like: The best things to do in New England in the fall!

City Life Road Trip Destinations From Boston

Even though you’re road-tripping from a city already, it’s still exciting to explore a new one. There are quite a few cities that make for amazing road trips from Boston, and many of them can be combined with other destinations from this list to offer the best of city life, and coastal or small-town living.

29. Portsmouth, NH

Distance From Boston: 1 hour

This charming little city is just a short drive from Boston, and definitely feels more like a town than a city. Portsmouth is a port-side city with a gorgeous downtown filled with quaint shops and boutiques, and is known as being a huge foodie destination. This is a great city to visit if you’re looking for a lot of character, and lots of options when it comes to being outside, dining and shopping.

Best Things To Do in Portsmouth, NH:

• Grab some fresh and delicious pastries from Elephantine Bakery , and be sure to enjoy them just outside the cafe in the most adorable little courtyard.
• Shop the boutiques in downtown Portsmouth.
• Walk along Prescott Park, which has over 10 acres of waterfront gardens and paths, and is home to live entertainment in the summer months.
• Take a dip in the water at Great Island Common Park.
• Go brewery hopping, as Portsmouth is home to five breweries.
• Enjoy a drink at the Book & Bar , a combined bookstore, cafe and bar.
• Head out onto the water with Portsmouth Harbor Cruises .
• Visit Portsmouth Harbor Lighthouse.

30. Providence, RI

Providence is the capital of Rhode Island, and also home to famed schools Brown University and the Rhode Island School of Design. It’s also a really fun city to be a tourist! With Providence River running through the city, you still have opportunities to feel like you’re connected to nature, and with tons of restaurants, shops, nightlife and history, this destination makes for an amazing road trip from Boston.

Best Things To Do in Providence, RI:

• Visit The Arcade , the country’s very first shopping mall designed with Greek revival architecture, and now home to some awesome boutiques and art galleries.
• Visit the Roger Williams Park Zoo , which is the third oldest zoo in the country, where guests can feed giraffes and other farm animals, and see over 160 different species while visiting. You can also jump on the Explore and Soar ride, which is a fun zip ride and train excursion through the forests.
• Enjoy a leisurely walk along the Providence Riverwalk.
• During the summer, experience WaterFire, where braziers are set with bonfires in the middle of the river.
• Take in the exhibits at the RISD Museum of Art.
• Take a Venetian gondola ride along the river at Waterplace Park.
• Do a self-guided historical walking tour along Benefit Street to see some of the city’s most historic houses and buildings.
• Take a boat tour along the Providence River.

Click here to read my post on the best day trips from Providence!

31. Portland, ME

Portland is an exciting waterfront city in Maine that sits on a peninsula along Casco Bay, and provides the best of both worlds as far as being a city destination that’s also coastal. With things to do outdoors along the dramatic coastline, to an amazing restaurant and food scene, Portland has a little something for everyone during your road trip from Boston.

Best Things To Do in Portland, ME:

• Portland Head Lighthouse is a must! It’s the most famous lighthouse in Maine, and one of the most iconic in all of New England. Nearby, you can also visit Spring Point Ledge Light and Bug Light, and do a mini lighthouse tour without leaving the city!
• Visit one of my favorite breweries in New England, Bissell Brothers . They also get bonus points for being close to the waterfront at Thompson’s Point.
• Meander around Old Port to see the city’s fishing industry come to life.
• Walk along the lively waterfront scene on Commercial Street for shopping, dining and water views.
• Tour the open waters on a beautiful Schooner tour with Portland Schooner . They also invite you to pack a picnic with beer and wine to enhance your experience.
• Tour the Portland Arts District, which is filled with art galleries, museums and theaters.
• Take a culinary tour of the city and learn the very best places to eat, led by a local. Click the link below to book your tour, or learn more info.

Click here to book your walking culinary tour in Portland!

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32. New York City

Distance From Boston: 3 hours and 45 minutes (but always allow extra time for traffic)

New York City needs no introduction, and if you’ve never been to the city that never sleeps, this is an absolute must if you’re looking into road trips from Boston. Below is a list of my absolute favorite things to do when I visit NYC, which includes the best things to do for first-time visitors.

The Best Things To Do in New York City:

• Walk the Brooklyn Bridge and visit DUMBO for sweeping views of both the Brooklyn and Manhattan bridges.
• Get bagels at Brooklyn Bagel (the best in the city).
• Visit Central park, and be sure to stop at Bow Bridge, Belvedere Castle and The Mall walkway.
• Grab a slice of pizza at Joe’s (150 E 14th St.)
• Explore the MET Museum and Cloisters.
• Take the Staten Island Ferry for views of the Statue of Liberty (this is free and way better than the official tours, which are super crowded!).
• See a broadway show.
• It’s touristy, but I love going to the top of the Empire State Building.
• Walk around the West Village for amazing streets and brownstones.

33. Burlington, VT

Burlington is a small and beautiful city in Northern Vermont that sits along Lake Champlain, and is wonderfully diverse, exuberant and also very relaxing. This is a great destination if you’re looking for a small-town feel set in a bigger city, waterfront and outdoor activities, an art scene and plenty of amazing restaurants.

Best Things To Do in Burlington, VT:

• Walk around Church Street, a pedestrian-only area lined with unique shops and restaurants.
• Stroll around the waterfront to admire the views of Lake Champlain, as well as the Burlington Breakwater Lighthouse.
• Bike the Burlington Bike Path, a beautiful path along the lake that’s over 7 miles long.
• Go kayaking or stand up paddleboarding on the lake.
• Head to nearby Shelburne to tour Shelburne Farms , one of my favorite things to do in all of Vermont! There are tons of hiking and walking trails through the 1400-acre picturesque grounds, and you can stop to sample their homemade cheeses and baked goods along the way.
• Take in the art scene on the South End, which is loaded with galleries and shops.
• Get a taste for the local brews with a Sip of Burlington Beer Tour. Join a small group for dinner, and learn from a local brew expert as you taste all the different beers that are brewed nearby. Click the link below to learn more, or book your tour.

Click here to book your Beer of Burlington experience!

34. Philadelphia, PA

Last but most definitely not least on our round-up of the best road trips from Boston, is the city of Brothery Love, Philadelphia. Philly is Pennsylvania’s largest city, and is deeply rooted in history, but there are all kinds of things to do from exciting nightlife and amazing food to parks and waterfront activities.

Best Things To Do in Philadelphia, PA:

• Run up the Rocky Steps at the Philadelphia Museum of Art, and snap a picture with the Rocky statue. A bit touristy, but if you’re a fan of the movie, you gotta go for it.
• Speaking of the Philadelphia Museum of Art , after your Rocky moment, be sure to visit. They have an amazing American art collection, as well as works by famed impressionists Renoir, Degas and Monet.
• Tour Independence Hall, regarded as the birthplace of the United States, and where the Declaration of Independence was debated by our Founding Fathers.
• Venture just outside the city to visit Longwood Gardens, an expansive garden oasis filled with both indoor and outdoor gardens and, and beautifully designed grounds.
• Grab a Philly cheesesteak at Woodrow’s Sandwich Shop .
• Stroll along the Delaware Riverfront to explore Cherry Street and Race Street Piers, and take in amazing views of the Benjamin Franklin Bridge.
• Hop on a BYOB trolley tour of the city, hosted by hilarious guides that share historic and entertaining information, and take you to some of the top sites in the city. Click the link below to learn more, or book your tour.

Click here to book your Historically Hilarious Trolley Tour in Philadelphia!

Road Trip Itinerary Options

If you’re looking to combine towns from this list into longer roads trips, or are wondering which towns are close enough to combine together to maximize your time and cover the most ground, I’ve got you covered! Below you’ll find suggested itineraries with different routes you can take while planning the best road trips from Boston.

Option 1: Massachusetts North Shore Road Trip From Boston

For this route, you’ll head north from Boston and visit the following destinations:

• Newburyport & Plum Island
• Portsmouth, NH

Days Needed For This Route: 2-4 . If you’re looking for an easy road trip from Boston with lots of options, this is an awesome route to take. You can do it in as little as 2 days for a weekend trip, or add on two additional days to take your time and explore each town.

Option 2: Cape Cod & The Islands Road Trip From Boston

For this route, you’ll head south from Boston and visit the following destinations:

• Martha’s Vineyard

Days Needed For This Route: 7-8 days. Because this route requires ferries from Cape Cod to the islands, and with Cape Cod being a larger region to explore, I recommend a week.

If you have less time, the islands could be done as day trips, and you could attempt this route in about 5 days . If you have 10 days, I would suggest spending one night in Plymouth, 5 days on Cape Cod, two nights on Nantucket and two nights on Martha’s Vineyard for the ultimate Cape Cod road trip.

Option 3: Boston To Bar Harbor Road Trip

This route will take you up the coast of Maine and stop in these destinations:

• Newburyport, MA
• Ogunquit, ME
• Kennebunkport, ME
• Portland, ME
• Bar Harbor, ME

Days Needed For This Route: 7-10 days. I suggest this much time because your final destination, Bar Harbor, is home to Acadia National Park, and there’s so much to see and do just in the park. And each stop along the way is a very worthy destination to spend at least one night in.

If you’re very short on time, you can do this route in 4 nights with this itinerary:

• On your way to Ogunquit, pass through Newburyport and spend 2-3 hours there. Arrive in Ogunquit late afternoon to spend the night.
• The next day, spend the morning in Ogunquit, and then drive to Kennebunkport to spend about 3 hours exploring there. Drive to Portland, and spend the night.
• The next day, spend your morning in Portland, and then drive to Bar Harbor to arrive by mid-afternoon. Spend 2 nights in Bar Harbor.
• Drive back to Boston.

I have a detailed Boston To Bar Harbor, Maine Road Trip Itinerary if you’d like more help with planning!

Option 4: Vermont Road Trip From Boston

For this route, you’ll head northwest of Boston, and drive through the best towns in Vermont from this list. You’ll cover these destinations:

• Manchester, VT
• Woodstock, VT
• Burlington, VT

Note : This route isn’t as direct as the other routes, and will include 6.5 hours of driving time to get from Boston to Burlington, stopping at the other destinations along the way. But then you can drive direct from Burlington to Boston on your way home, which will only take 3.5 hours.

Days Needed For This Route: 3-5 days . This could easily be a long weekend itinerary if you don’t stop in each town overnight, and just visit Manchester and Stowe for a few hours each. You could, of course, take your time, and do up to 5 nights for this itinerary.

Option 5: Rhode Island & Coastal Connecticut Road Trip From Boston

This route will take you southwest from Boston, and you’ll visit these destinations:

• Providence, RI
• Newport, RI
• Block Island, RI
• Westerly, RI

Days Needed For This Route: 3-6 days . This is another itinerary you could also do in a weekend if you only spend a few hours in Mystic, as a day trip from Newport, and skip going to Block Island. To visit all these destinations, you’ll need about 5 days, but 6 would be ideal to not feel rushed.

Tip : If you wanted to extend your road trip further along this route, there is a ferry that leaves from New London, CT, and goes to the Hamptons!

Option 6: Boston To New York City & The Hamptons Road Trip

This route will take you to these destinations:

• Rhinebeck, NY
• New Paltz, NY
• New York City
• The Hamptons
• Optional add-on: Philadelphia, PA

Note : The route from Boston to The Hamptons, while making all the stops in the Hudson Valley in-between, is not direct, and will take about 7.5 hours without stops, so I highly suggest you stop overnight in at least one of the towns to break up your drive. If you wanted to visit Philadelphia, this would be the route you would want to add that destination to, as you will have to drive through NYC to get there.

Days Needed For This Route: 1 week. To do this route in 7 days, I would suggest spending a few hours each in Hudson and Rhinebeck, then spend the night in New Paltz (splurging at Mohonk Mountain House is definitely worth it!). Then drive to NYC the next day, and spend 3 nights there. Then drive to The Hamptons, and spend 3 nights. If you want to add Philadelphia, you’ll want to add an extra night or two.

If you’re short on time and want to do this route in fewer days, I would suggest spending a night in the Hudson Valley (same as above), spend 3 nights in NYC, but include a day trip to The Hamptons. Or, if The Hamptons is of more interest to you, you could spend one night in NYC, and spend a night or two in The Hamptons. And then drive back to Boston.

The other option is to drive direct from Boston to New York City, and leave out the Hudson Valley towns entirely. On that route, your focus would be New York City and The Hamptons.

What Towns Are 1 Hour From Boston?

Plymouth, Salem, Rockport, Newburyport are all within an hour from Boston, and make for wonderful road trips or day trips from Boston.

Towns not mentioned on this list that are also an hour or less from Boston that are perfect for a road trip are Scituate, Gloucester, Manchester-By-The-Sea and Essex, all of which are located in Massachusetts.

What Cities Are 6 Hours From Boston?

New York City, Portsmouth, NH, Philadelphia, PA, Portland, ME, Burlington, VT and Providence, RI are all within 6 hours or less from Boston, and are all included on this list as amazing road trips from Boston.

Is Boston Close To Niagara Falls?

Boston is over 7 hours from Niagara Falls, and for that reason, didn’t make this list of road trips. But if you have extra time, it could be added to a road trip itinerary for Skaneateles, NY and the finger lakes region.

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That’s A Wrap On The Best Road Trips From Boston

As you can see, Boston is really an incredible gateway to all of the Northeast, making it easy to take lots of different road trips. Whether you want to explore the coast of Massachusetts and Maine, go cute-town-hopping through Vermont or visit as many cities as you can, you’re now ready to plan which of these road trips from Boston is perfect for you.

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Best Road Trips From Boston

Top road trip destinations from boston.

Niagara Falls

🚗 470 miles ⏱️ 7 hours

No matter what time of the year you visit Niagara Falls, you will fall in love with its majestic scenery. If you travel during the warmer months, you can take a boat tour to see the raw power of nature up close.

Get ready to explore beautiful cities and landscapes in Upstate New York as you drive past Albany , Syracuse , Finger Lakes and Buffalo en route.

New York City

🚗 215 miles ⏱️ 4 hours

If one city has something unforgettable for every type of traveler, it is the Big Apple. Spend some time at Times Square, explore world-class museums, enjoy Broadway shows and visit the iconic landmarks.

This drive features a great mix or urban and natural, and you can visit places such as Wells State Park , Wadsworth Atheneum Museum of Art in Hartford and New Haven en route.

Portland, Maine

🚗 110 miles ⏱️ 1 hour, 50 minutes

Portland is a coastal gem known for its lighthouse-dotted landscapes. From strolling along the cobblestone streets of the Old Port to treating yourself to fresh seafood and craft beer, Portland is the quintessential New England town.

En route, you will find plenty of amazing new places to discover on the coast, such as Maudslay State Park , Portsmouth Market Square and the cute towns of York and Ogunquit .

Acadia National Park and Bar Harbor

🚗 320 miles ⏱️ 6 hours, 30 minutes

Acadia National Park is one of the most-visited parks in the country and it is easy to understand why. Hike granite peaks, bike historic carriage roads, and witness sunrise at Cadillac Mountain where the mountains meet the sea.

This drive is a feast for the eyes with endless coastal scenery in Portsmouth , York , Ogunquit and Portsmouth as well as a dip inland to visit the beautiful town of Augusta .

Washington DC

🚗 440 miles ⏱️ 7 hours, 40 minutes

A visit to Washington DC, is a must for any history buff. Here, you can tick iconic landmarks off your bucket list, such as the Lincoln Memorial, the Smithsonian Museums, and the White House.

Some of the charming New England towns you can visit en route include Hartford and New Haven as well as iconic cities such as New York and Philadelphia .

Cape Cod and Provincetown, Massachusetts

🚗 120 miles ⏱️ 2 hours, 20 minutes

Cape Cod and Provincetown are amazing summer destinations. Known for its stunning beaches, historic lighthouses, and buzzing arts scene, this picturesque peninsula is also a great place to enjoy whale watching from mid-April to October.

You can expect some inspirational oceanside scenery on this drive, and visit Plymouth , Sagamore Beach , Nickerson State Park and Cape Cod National Seashore .

Philadelphia

🚗 400 miles ⏱️ 7 hours, 10 minutes

If you have spent some time in the US, it is likely that you are familiar with the Liberty Bell and Independence Hall in Philadelphia. Come here for history, and you will end up staying for the eclectic neighborhoods and the famous Philly cheesesteak!

You will drive past a beautiful stretch of New England on this drive, and get to spend time at Providence and New Haven , followed by a quintessential visit to the Big Apple .

🚗 50 miles ⏱️ 1 hour

If you are looking for the perfect blend of historic charm and modern sophistication, Providence is the perfect destination from Boston. Make sure to enjoy a scenic walk around the WaterFire art installation.

Even though this is a relatively short drive, there is plenty to see en route, such as the Quincy Quarries Reservation , Blue Hills Reservation and the beautiful F. Gilbert Hills State Forest .

Quebec City

🚗 390 miles ⏱️ 7 hours, 40 minutes

For a slice of Europe in North America, Quebec City is a UNESCO World Heritage site famous for its fortified colonial core and stunning Château Frontenac. Here, you will enjoy the French heritage of the city and its delicious cuisine.

This cross-border adventure will take you past Portsmouth , Portland and Augusta before you cross into Canada to visit Saint Georges before you reach your destination.

🚗 600 miles ⏱️ 9 hours

Discover Toronto, Canada's largest city! From its easily recognizable CN Tower to its bustling markets, expansive green spaces, and waterfront districts, you will find plenty to do in this charming city.

Before you travel across the border into Canada, you can visit the New York State Capitol in Albany and Saratoga Springs , as well as Kingston and Oshawa once in Canada.

🚗 985 miles ⏱️ 14 hours, 50 minutes

You will immediately recognize the famous Chicago skyline as you approach the Windy City, full of Midwest charm. Dive into the city's jazz and blues scene, savor deep-dish pizza, and visit iconic sites like Millennium Park.

En route you will drive through many iconic cities on this drive to Chicago, such as Albany , Syracuse and Cleveland as well as visit the Finger Lakes .

🚗 300 miles ⏱️ 4 hours, 45 minutes

A relatively manageable drive across the Canadian border and you will find yourself in Montreal, home to the historic streets of Old Montreal and Mount Royal Park, which features stunning views and snowshoeing and tubing in winter.

Driving north to Canada, you will get to visit Montpelier and Burlington in Vermont, which is particularly beautiful in the fall, before crossing the border.

Nova Scotia

🚗 660 miles ⏱️ 14 hours, 30 minutes

Nova Scotia is located where the Atlantic Ocean meets rugged coastlines and jaw-droppingly beautiful landscapes. Another destination where you can admire historic lighthouses and indulge in fresh seafood.

This drive will take you past one coastal view after another such as in Portland , Bar Harbor and stunning Acadia National Park before you reach Canada.

Myrtle Beach

🚗 930 miles ⏱️ 17 hours, 10 minutes

Head to Myrtle Beach for a fun-filled getaway in the heart of the Grand Strand. Enjoy miles of sandy beaches, amusement parks, and live entertainment. This family-friendly destination offers something for everyone.

There are plenty of amazing places to visit on this route, such as New York , Philadelphia and Virginia Beach . You can also see the wild horses of Chincoteague National Wildlife Refuge .

🚗 730 miles ⏱️ 12 hours, 20 minutes

Raleigh is the capital of North Carolina, known for its pretty parks, and historic sites. When in Raleigh, we recommend visiting the North Carolina Museum of Natural Sciences and strolling through the beautiful Pullen Park.

This drive is an urban adventurer's dream with New York , Baltimore and Washington DC directly en route. You can also make a detour to Richmond .

Longer road trips from Boston

🚗 1,400 miles ⏱️ 23 hours, 40 minutes

From the magic of Walt Disney World to the popular rides of Universal Studios, Orlando offers endless fun for families and visitors of all ages.

🚗 1,580 miles ⏱️ 25 hours

Soak up the sun in Miami, famous for its stunning beaches, and glitzy nightlife. During the daytime, you can enjoy a tour to view the Art Deco buildings of South Beach.

Los Angeles

🚗 3,115 miles ⏱️ 48 hours

Famous for its iconic Hollywood Sign, always-busy Venice Beach, and glamorous Rodeo Drive, Los Angeles is one of the best destinations on the Pacific Coast.

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5 charming New England towns you can drive to from Boston

Update: Some offers mentioned below are no longer available. View the current offers here .

While a typical summer weekend in Boston usually means a stroll along the Charles River or a picnic in the Common, we all know this summer won't be anything close to normal.

Travelers who need a change of scenery can find charming New England towns and untouched stretches of wilderness just a few hours from the city.

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From Boston , travelers can reach many exciting and overlooked destinations, such as the vertical granite cliffs of Camden Hills State Park and historic towns filled with lovely Victorian homes. If you're planning on spending more time in the great outdoors than ever before, there are plenty of opportunities for adventure-fueled days spent rock-climbing, hiking and kayaking.

Related: 6 of the best-value points hotels in Boston

Whether you're planning a road trip from Boston this summer or a year from now, remember that small New England towns are filled with intimate B&Bs and historic inns, be sure to book with a credit card that will help you maximize your travel purchases, such as the Chase Sapphire Reserve® (3x) or Chase Sapphire Preferred® Card (5x when booked through Chase Ultimate Rewars,2x on all other).

Related: Going on road trips this summer? Consider using these credit cards

And be sure to keep a great card for earning points on gas purchases in your wallet, too — especially if you're driving three hours or more outside Boston. With the Citi Premier® Card, you'll earn 3x points per dollar when you fill up at gas stations, along with 3x points on air travel, hotels, restaurants, and supermarkets and 1 point per dollar on everything else — ideal for a long weekend exploring New England, staying in charming inns and eating as much clam chowder as you can stomach.

If you're planning a near-term road trip, just remember that many states may still require out-of-state travelers to self-quarantine for two weeks. Maine's executive order , for example, requires a 14-day self-quarantine for visitors through much of the summer. Plus, many inns, restaurants and attractions may remain closed, at least to out-of-towners. So, you might want to bookmark these itineraries for later.

Related: 10 tips for anyone taking a road trip right now

Camden, Maine

Distance from Boston: 3 hours and 20 minutes

Often overshadowed by nearby Bar Harbor , Camden is a haven for outdoorsy travelers. Sure, visitors can spend an afternoon wandering up and down Main Street, stopping to admire the views of Camden Harbor or peruse the boutique shops (be prepared to spend too much on unexpected finds at Josephine on Elm Street). But to make the drive — just over three hours — worthwhile, travelers should take advantage of the destination's ample outdoor activities.

What to do : Explore Camden Hills State Park on the 30-mile trail network. One of our favorites is the moderate trail up to Ocean Lookout for an uninterrupted view of the town and harbor. If you're interested in something more, well, vertical, have Equinox Guiding Service bring you out for an afternoon of rock climbing. For a more relaxed option, head out to Savage Oakes Vineyard and Winery to sample their house blends, made with 10 grape varieties grown on-site.

Where to stay : Camden has a mix of lodging options, mostly small bed and breakfasts and inns. But 16 Bay View is Camden's newest luxury hotel, housed in a 100-year-old industrial brick building that once operated as a car dealership. For a more intimate stay, book a room at the Camden Harbour Inn , with rooms and suites that boast (as its name implies) exceptional views of the water.

What to eat and drink: Located in the Camden Harbour Inn, travelers should reserve a table on the porch of Natalie's Restaurant . If oysters are what you're after, head over to 18 Central Oyster Bar and Grill , in nearby Rockport, for a platter of their local or "away" raw oysters.

Related: Why you should visit Acadia National Park in Maine

Freeport, Maine

Distance from Boston : 2 hours

While Freeport is best known as the birthplace of LL Bean, there are plenty of other reasons to spend a weekend in town. Located just north of Portland on the shores of Casco Bay, brick buildings line Freeport's streets, and shoppers wander unhurried between the outlet stores and seafood-centric restaurants.

What to do : Start your trip to Freeport by stocking up on activewear and outdoor gear at LL Bean's flagship location, which is typically open 24 hours every day. Shoppers should also check the outlets at the Freeport Village Station. Just be sure to keep a great card for everyday spending , such as The Blue Business® Plus Credit Card from American Express or the Chase Freedom Unlimited, in the front of your wallet. Afterward, head over to DeLorme, in nearby Yarmouth, to see the world's largest rotating globe (it's nearly 42 feet across), or take a walk through the hemlock and white pine forests of Wolfe's Neck Woods State Park .

Where to stay : The Brewster House Bed and Breakfast is an upscale inn just three blocks from the center of Freeport. Seven rooms and suites make this a great choice for a romantic getaway, or for families exploring coastal Maine. Another option is the Harbour Towne Inn on the Waterfront — a Victorian-style bed and breakfast with panoramic views of Boothbay Harbor.

What to eat and drink : Start the morning with a cup of the daily roast from Coffee By Design , a sustainable cafe located inside the LL Bean store. Linda Beans is a favorite for seafood (order the classic Maine lobster roll) right on the main strip. Outdoor seating with fire pits makes this a great spot during cool, early summer evenings. Visitors should also sample Maine Distilling 's Blueshine blueberry liquor when the distillery is open for tastings.

Related: The 7 best 'secret' swimming holes to visit this summer

Stockbridge, Massachusetts

Surrounded by the mountainous terrain of the Berkshires , Stockbridge is a small town in rural Massachusetts with the culture and arts scene of a big city — with none of the traffic or crowds. Summers are usually filled with music festivals and theater, and travelers can also explore the area's extensive hiking and biking trails.

What to do: Founded in 1934, the Berkshire Botanical Garden (closed until further notice) is a 15-acre public garden that showcases local flora alongside contemporary sculpture exhibitions. Need a more strenuous activity? The Laurel Hill Association maintains three hiking trails in the Stockbridge area — the Mary Flynn Trail, Laura's Tower Trail and Ice Glen Trail. After a day of hiking or strolling through the gardens, travelers can typically catch an opera or theatrical performance at the historic Mahaiwe Performing Arts Center (closed until further notice). And, if you have the time to dedicate during your weekend trip, head to the Kripalu Center for Yoga and Health (closed for the remainder of 2020), a retreat offering a mix of yoga, writing and Ayurveda courses, among others. Programs typically last for at least two days.

Where to stay: The Stockbridge Country Inn is located within walking distance of multiple area museums. Its location on four acres of manicured lawns and gardens, complete with a patio and heated outdoor pool, make it a great place to relax and enjoy a hot summer afternoon. The Inn at Stockbridge is another option, with 15 rooms spread throughout a renovated barn, a Victorian-style mansion in which many original antiques remain and a cottage house. When Miraval finally welcomes visitors to its third resort in the Berkshires , guests can focus on wellness and mindfulness. After all, it wouldn't be a Miraval resort without a full spa experience. Miraval resorts occupy their own lane in the World of Hyatt award chart, and a free night will cost you 45,000 points, plus an additional 20,000 per night for an additional guest in your room.

What to eat and drink: Providing food and accommodations to visitors for over two centuries, The Red Lion Inn serves traditional New England cuisine (along with an expansive wine list featuring over 400 different selections). For classic European dishes (think: escargot pot pie), try Once Upon a Table , which also dishes up more hearty, regional fare (crab cakes, for example).

Related: 4 incredible fall foliage drives in the Northeast

Woodstock, Vermont

Distance from Boston : 2.5 hours

Located in the heart of the Green Mountains, Woodstock is the quintessential New England town. New openings and upgrades over the past few years have transformed this drive-by town into a popular (and rather upscale) getaway for New Englanders. A pedestrian-friendly downtown is filled with small shops, inns and restaurants, while the surrounding rural landscape invites visitors to explore and unwind.

What to do : As the Northeast's premier skiing destination during the winter months, many of Vermont's ski resorts are overlooked as soon as the snow melts. For this reason, the local ski hill, Suicide Six, has a new mountain bike park, which has miles of machine-built trails that are free to use. If extreme sports are not for you, take a tour of the Billings Farm & Museum when it reopens (you'll get a firsthand look at what farm-to-table actually means). Woodstock and the surrounding hills are also great for cross-country cycling. Travelers will discover rural roads that meander along streams and past historic farmhouses. Before driving back to Boston, drop by the farmer's market to stock up on fresh snacks.

Related: Attractions worthy of a family road trip in Vermont

Where to stay: The Woodstock Inn and Resort has 142 traditional rooms and suites that mix history (like handmade furniture) with modern amenities (think: Wi-Fi, Nespresso machines and flat-screen televisions). Located about nine miles from Woodstock in Barnard, Twin Farms is an exclusive five-star resort spread across 300 acres. The all-inclusive has a renowned culinary program — and a price tag to match.

What to eat and drink: With thousands of farms in the state of Vermont, food in the Green Mountain state is incredibly fresh. Worthy Kitchen , for example, has a rotating menu based on what's in season, as well as a beer list that showcases some of the state's finest craft breweries, including Hill Farmstead and the Alchemist. At Soulfully Good Cafe , visitors can try the signature cream apricot scones for a sweet breakfast on-the-go.

Related: Use your points and book a staycation at one of these 7 kid-friendly resorts

Narragansett, Rhode Island

Distance from Boston: 1.5 hours

This coastal Rhode Island town is a classic New England beach destination, with four of the state's arguably most popular beaches nearby. Visitors will get their fill of local seafood while exploring the oceanfront, or venturing to nearby Block Island or Newport .

What to do : Situated on 60 acres of state parkland, The Scarborough State Beach boasts more than 2,000 feet of sandy ocean frontage and is home to a newly renovated pavilion. Narragansett Beach may be one of the best on the East Coast, and if lighthouses and history are your thing, visit the historic Port Judith Lighthouse, which was first constructed in 1806. The Towers, or Twin Towers, is another landmark structure, and it's the only remnant of the Narragansett Pier Casino, which was the heart of Narragansett during the late 19th century. Today, the restored Towers typically host an assortment of events, including dance lessons and musical performances.

Related: 5 ways to explore Newport this summer

Where to stay : Many of the rooms at the Aqua Blue Hotel have full or partial ocean views (and balconies), and it's centrally located in town. There are also several bed and breakfasts, such as the Ocean Rose Inn , which overlooks Newport Harbor, Narragansett Bay and Jamestown Island. Eighteen new rooms were revealed in 2017 as part of a property renovation.

What to eat and drink : Built in the late 1800s by the U.S. Coast Guard, this granite structure is now home to the Coast Guard House , a seafood restaurant perched on Narragansett Bay. If you overslept, head to Crazy Burger (hear us out). In addition to an eclectic vegetarian-friendly menu with items like the Poco Loco Vegan Burger, the restaurant usually serves breakfast until 4 p.m. daily.

Additional reporting by Melanie Lieberman.

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7 Spectacular Weekend Road Trips from Boston, Massachusetts

Posted by Sarah Lamagna May 25, 2021 Updated May 21, 2024

Tired of the cobblestone streets and “R’s” left out of every word? Luckily for the residents of Boston, there are some epic weekend road trips within a few hours of the city.

Boston might be home to some incredible sights and truly dedicated sports fans, but sometimes a weekend away is just what the doctor ordered.

Whether you’re looking for gorgeous coastal villages, quaint mountain towns, some good ol’ fashioned Ben & Jerry’s ice cream, or views from the top of Mount Washington, we’ve got what you need.

Related Read:   10 Chill Romantic Getaways in Massachusetts

Road Trip Planning

Before you head out, make sure to plan accordingly. Unlike a lot of other places across the country, weather and traffic are fairly predictable in and around Boston. There usually aren’t “surprise” storms and traffic is, well, always there.

Expect typical weather patterns during corresponding seasons: it snows in the winter, rains in the spring and fall, and is hot/humid in the summer. You won’t need any special car enhancements (like four-wheel drive) to get to any of the places on this list. But beware of potholes – they are a’plenty in the northeast. Construction crews never seem to be able to keep up with them.

Speaking of construction; it’s constant in New England and especially in Boston. Construction crews are out in freezing temperatures and rainy days. Expect traffic to be slower and heavier in these areas. It’s also important to note that depending on your destination from Boston, you might pass through several rush hours.

There’s also a reason that Boston drivers are well-known across the country; they are aggressive. Come prepared knowing that if you stall too long when a red light turns green, you will definitely be beeped at – car horns are the state bird call of Massachusetts…just kidding.

Pro tip: do NOT dilly dally in the passing lane. This is a huge pet peeve of most New Englanders. If you aren’t passing someone, get out of that lane.

7 Amazing Weekend Trips from Boston

1. north conway, nh.

This picturesque town has everything you’ll need for outdoor adventure. North Conway is in the heart of White Mountain National Forest which prides itself in a myriad of outdoor activities including hiking, biking, skiing, and fishing (among others).

Mount Washington looms in the distance as if beckoning you to climb it. At 6,288’ above sea level, Mount Washington is the tallest mountain in the northeast. You can climb it anytime of year (although we recommend a guide service like Nemo Mountaineering in the winter) through several routes, with the Tuckerman Ravine route being the most popular. You can also drive up yourself during the late spring/summer months or take the Cog Railway .

The heights around Mount Washington aren’t for everyone, though. Instead, you can take a drive along the Kancamagus Highway (the Kanc to locals). It can get busy on the weekends, especially during peak leaf-peeping season in the autumn.

You can also simply hang around town: visit Zeb’s General Store , grab brunch at Peach’s Restaurant , drink a beer at Moat Mountain Smokehouse and Brewing , or visit the Conway Scenic Railroad .

• Distance from Boston : 137 miles
• Drive time: 2 hours, 30 minutes

2. Westerly, RI

Head on down to this southern Rhode Island beach town to catch some waves and rays (and maybe a glimpse of TSwift ). It’s the shortest trip on our list from Boston which means extra time to soak in the sun and get that tan you’ve been yearning for.

The best place for getting in that vitamin D is at Watch Hill . It’s great for kids and adults alike and includes a Merry-Go-Round where kids can take their chances grabbing brass rings for a shot at a free ride – psst…make sure to grab an outside horse to do this.

Aside from beaches, there’s plenty of other things to do including popping your head into a few boutiques like Anther Living and Rochelle’s . For some good food (or a great place to stay), check out Ocean House’s many culinary journeys including a taco shack, a secret garden creperie, and a raw bar – among so much more.

• Distance from Boston : 92 miles
• Drive time: 1 hour, 30 minutes

3. North Adams, MA

Grab a wand and your spell book to head to the place that inspired writers like J.K. Rowling, Henry David Thoreau, and Herman Melville. Located in northwestern Massachusetts, North Adams is in the heart of the Berkshire Mountains.

You can head up to the top of the state to visit Mount Greylock and the Massachusetts War Memorial Tower. On a clear day, you can see for 70 miles in either direction into five states.

Too bad you didn’t really know magic, though, and get yourself back down to town quickly. Whenever you do, head over to PUBLIC for some great eats and then to Bright Ideas Brewing for the best brewery in town.

• Distance from Boston : 136 miles
• Drive time: 2 hours, 45 minutes

4. Lake George, NY

If you’re in the mood for some lake-living, then Lake George is your answer. It’s full of every type of water-related activity you can think of: boating, kayaking, water skiing, canoeing, fishing, and even hopping on a cruise . But if water isn’t your thing, well, maybe go elsewhere?

Seriously, though, on top of every water sport in the world, Lake George has many land activities. For the most unique experience on land, though, consider taking a rail bike tour through the Adirondacks. Or you could check out the Natural Stone Bridge and Caves , which is home to the largest marble cave entrance in the eastern United States.

• Distance from Boston : 227 miles
• Drive time: 3 hours, 30 minutes

5. Mystic, CT

Move over Leonardo Dicaprio, Mystic is the true home of the hero of the Titanic. That is, Bob Ballard who discovered the famous ship wreckage. He founded the Institute for Exploration which partnered with the Mystic Aquarium – located in, you guessed it, Mystic.

But this quaint, coastal town is more than marine ecosystems. You can travel back in time and visit Mystic Seaport Village and set foot on a veteran training ship . If you need to pick up some trinkets for your family or friends, head to Franklin’s General Store in Olde Mystick Village . Grab a pizza slice from famed Mystic Pizza (yup, it’s the same one in the movie starring Julia Roberts). To wind down for the evening, get a scoop of ice cream from Mystic Drawbridge Ice Cream and watch the boats head down the Mystic River.

• Distance from Boston : 100 miles
• Drive time: 1 hour, 40 minutes

Related Read:   The 6 Best Scenic Byways to Fully Experience Massachusetts

6. Stowe, VT

No matter the time of year you visit this northern Vermont town, Stowe is perfect for any traveler. Into skiing? Head to Stowe Mountain Resort . Rather have a spa day? Then Stoweflake is your destination. Or maybe you just want some ice cream? Then take a tour of the hippie owners’ flagship Ben & Jerry’s store in Waterbury (just south of Stowe).

A trip to Stowe isn’t a trip, though, until you visit the Trapp Family Lodge . You can stay there the entire weekend, grab a beer from the von Trapp Brewery , or experience one of the many activities there including disc golf, biking, hiking, and carriage rides.

Pro tip: don your best dirndl or lederhosen during their Oktoberfest . It’s a heck of a time!

• Distance from Boston : 199 miles
• Drive time: 3 hours

7. Kennebunkport, ME

Kennebunkport is THE quintessential New England coastal town. To get a real feel for its personality, head on out to Dock Square where you can peruse art and buy some fashionable clothing at the boutique shops or sit in one of the many cafes along the main drag.

Get your lobster fix at Port Lobster or Mabel’s (they’re both favorites for the locals) or try the famed Whoopie Pie found at HB Provisions . For adventurous souls, visit the Rachel Carson National Wildlife Refuge or kayak around Cape Porpoise Pier . End your day by resting your head (or simply walking around the 60 acres of lush gardens) at St. Anthony’s Monastery and Franciscan Guest House .

• Distance from Denver : 84 miles

Explore New England

12 Magical Glamping Destinations in New England

15 Best Hiking Trails Near Boston, Massachusetts

12 Best VRBOs in Maine for a Unique Vacationland Getaway

10 Super & Secluded Maine Cabin Rentals

8 Unique Places to Stay Near Boston When You Need to Get Away

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Seen in: Massachusetts , New England , Road Trips

Posted by Sarah Lamagna

Sarah is an ecologist-turned-freelance writer specializing in the ecotourism and slow/sustainable travel industry. Her bylines include The Denver Post, 5280 magazine, VeryWellFamily, Matador Network, and was an expert on NPR’s The Takeaway for her work on the wildfires in Colorado.

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16 Fun Road Trips from Boston Only A Short Drive Away

One of the best things about taking a trip to Boston is that there’s so much to do and it’s all so easy for you to get to. You can even take a day trip to New York and head back for the evening without having to worry about losing too much time!

In fact, arguably, the biggest challenge with planning a trip from Boston is narrowing down potential destinations. Plus, there’s an international airport to consider and the option of taking a cruise from Boston to see some of the world from the sea.

Here are a few of the destinations just a short drive away from Boston that you’ll want to consider, whether you’re a Boston resident or looking to book your next road trip. Pack some snacks for the family and hit the road!

This post is part of our North American Destinations Series – you can also read more great road tripping with kids ideas here

Trips from boston: a short drive away, 1. plymouth.

Plymouth, Massachusetts, shares its name with an old English seaside town, and it’s mostly known as the spot where the Mayflower docked and established a colony 400 years ago. There’s plenty of old architecture and historical monuments around Plymouth to see, and it also has a bunch of awesome museums and restaurants to visit.

Plymouth is particularly magical around Christmas, making it one of our favorite winter destinations in the US .

No, this isn’t a typo, and you’re not going crazy. Plimoth Plantation is a sort of living exhibit where you can walk around at your leisure and experience what life would have been like as one of the pilgrims who first settled there.

This is especially a great option if traveling with kids. Many of the original machines and technologies were around at the time, making it a great way to learn a little more about history and where we all came from.

Check out these incredible Airbnb properties around New England to complete your road trip!

3. Portsmouth

Okay, now we’re just playing with you. Don’t make the mistake of getting these three very different destinations confused with each other. This coastal city is also named after an English counterpart, and it’s a great spot for everything from boat trips and fresh seafood to museums and theatres.

Better still, it’s been growing and growing in recent years and now has the infrastructure to rival anything that any other city can throw at it.

4. Newport

Also named after a British place (this time in Wales), Newport is another stunning little coastal town with plenty to offer the casual visitor. In particular, we’d recommend strolling through Brick Market Place in the city’s downtown area, which is iconic for its delicious Chinese cuisine and the wide range of shops and stores that are on offer.

The Newport Mansion at Christmas is an unforgettable experience. And if you’re a car lover, you’ll want to stop by Portsmouth (also on this list) to visit the Newport Car Museum.

5. Newburyport

Seriously, what is it with these names? This coastal town has a lot in common with some of the others on this list, except that it’s a little less busy and so it’s easier for you to lose yourself in your own thoughts while wandering around the stunning scenery.

If you can get there in the summer, all the better – the street performers will be out in full force and the beaches will be just right for a bit of sunbathing. For a small town, there’s a lot to see and do in Newburyport .

6. Lincoln

Nestled at the base of the White Mountains in New Hampshire , there’s plenty to see and do in Lincoln throughout the year. In the winter, the town really comes alive, with a range of winter sports available as well as some of the most scenic ice skating rinks that we’ve ever come across. It’s a great place to take the kids if you’re looking for something magical in the run-up to Christmas.

7. Cambridge

Are you starting to see a theme here? Also named after our friends across the pond, Cambridge MA is just as intellectual as its British counterpart. As the home of Harvard, it’s also home to a bunch of different art galleries and museums that will satisfy even the most culture-obsessed travelers. And because even the smartest college students know how to party, there’s also plenty going on in the nighttime.

8. Providence

Located in Rhode Island, Providence is about an hour’s drive from Boston and makes for a great day trip if you want to see something a little bit different. It has regular festivals and celebrations throughout the year, so if you’re thinking about swinging by then it can be a good idea to spend some time looking at what’s coming up on the calendar; fall is a busy time with leaf-peeping road trippers in New England!

You’ll find plenty of fantastic places to eat, too. We recommend scoring some Italian food on Federal Hill.

9. Martha’s Vineyard & Nantucket

Martha’s Vineyard is one of only five US place names with apostrophes in the name, something which is technically against the law . In fact, it’s only been allowed to keep it because it has so much history, and that should give you a clue about why you might want to visit Martha’s Vineyard in the first place. And as you might expect from a place named after a vineyard, the food and drink scene is fantastic .

Nearby, Nantucket Island is known for its stunning beaches , picturesque lighthouses and crashing Atlantic waves.

10. Provincetown

Based on Massachusetts’ iconic Cape Cod , Provincetown is reminiscent of San Francisco in many ways because it’s a haven for artists, actors, musicians, and more, as well as a thriving LGBTQ+ community.

There are museums and art galleries almost everywhere you turn, as well as cool specialist stores and boutiques selling handmade goodies. There’s really nowhere else in Massachusetts that’s quite like it, and it’s sure to have something for everyone in the family.

11. New York City

As we mentioned earlier, New York City is just 4 hour’s drive away, and the city that never sleeps has so much going on that you could spend a month there and not run out of things to do.

Still, you can see quite a lot in a day trip or even spend the night there to give you a little more time – there’s plenty to see and do on the drive from Boston to New York City too; we’d strongly recommend extending your trip through Upstate New York .

You can read our family guide to exploring Manhattan here .

12. Castle Hill

You’d be crazy to skip a visit to this stunning 60-room mansion. You’ll feel as though you’ve stepped out of Massachusetts and into the middle of the English countryside. At only an hour’s drive away, it’s perfect for a half-day out. Pack a picnic and a blanket to enjoy lunch on the lawn.

13. Glendale Falls

Glendale Falls offers a great excursion by providing you with some of the most awe-inspiring natural beauty the state has. It’s one of the largest series of waterfalls in the country, and there are many trails to explore.

15. Concord

Concord is a relatively small town with a big history. It’s probably most well-known for being the site of a number of battlefields and as the haunting grounds of several key figures throughout history, including writers and statesmen. Walking through Concord, you know you’re retracing famous footsteps.

16. Lexington

Lexington is known for its battlefields too, including the iconic spot on Lexington Common where soldiers fired the first shot of the Revolutionary War. Many come in droves to learn more about the history of the area and the stunning country that we live in today. 

Want to extend your trip even further to Acadia National Park and the Maine coast? Try this road trip itinerary taking you all the way from Boston to Bar Habour on an epic new England Family road trip.

Planning your Boston day trips

Now that you know a few of the best places to visit while driving from Boston, it’s time for you to start planning your vacation. Remember, you can always combine multiple different destinations into a single trip by renting a car and going from city to city.

Because of that, it’s a good idea for you to go ahead and create a shortlist and an itinerary of your own, planning out where you’re going to visit, how long you’re going to stay, and which route you’re going to take.

By creating an itinerary and sticking to it, you can start to reserve hotels and other amenities to take advantage of early-bird pricing. This will save you money and also help you to avoid stressing too much in the run-up to your vacation. That way, you can just focus on having a fantastic time. Happy travels!

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30 Best Road Trips from Boston: Destinations To Explore

Boston is an incredible place, one that I lived in for several years. But every so often, I needed to get out of the city and make a day trip somewhere nearby. Boston is central to a number of places, and here are my suggestions for the best road trips from Boston. I sort them by distance so you can choose the trips that best fit your schedule.

Ready to head to Boston? Here are some handy resources!

• Book your Flights here
• Book your Hotel here
• Book your Rental Car here
• Book your Activities here
• Get a Cell Phone E-Sim here
• Book your Big Bus Tour here

Where Can I Drive To From Boston?

If you have a vehicle, I would absolutely recommend leaving Boston, but if you’re going to stay in the city, read my article about Driving In Boston or Best Food in Boston . Within 6 hours of Boston, you can hit the Quebec Province of Canada , Maine , New Hampshire , Vermont , Connecticut, Rhode Island, New York, New Jersey, and Pennsylvania.

Is driving in Boston hard? Find out here !

What cities are within driving distance from Boston?

We defined driving distance as within 6 hours. That gives you time to make the drive there, explore and make it back in less than a day. So, here is our list of 30 best road trips within driving distance of Boston.

Where can you drive in 6 hours from Boston?

Lancaster, pennsylvania (6 hours: 2 minutes).

In a world in which malls are becoming less common, Park City Center Mall is the largest mall in South Central Pennsylvania, with over 150 stores. Also in town is the Lancaster Central Market, the oldest continuously operated farmers market in the US. Which sells Amish goods not commonly found anywhere else. Finally, for watch enthusiasts, the National Watch & Clock Museum has the largest collection of closes and watches in North America.

Quebec City, Quebec (5 Hours: 58 Minutes)

Located on the north bank of the St Lawrence River, this Canadian city has lots of European designs to it. Areas such as Vieux-Quebec, Chateau Frontenac, and Notre-Dame de Quebec Cathedral have beautiful architecture. Just note that the primary language is French, you’ll still find some English speakers in the more touristy areas.

Atlantic City, New Jersey (5 Hours: 26 Minutes)

Known for its casinos, boardwalks and beaches, this is a popular tourist destination. Additionally the 9 casinos in one city is one of the ways it resembles a smaller version of Las Vegas. They also have 3 large shopping centers, 2 convention centers, and numerous beaches. Lastly, for fans of Monopoly, all of the spaces are named after locations in and around Atlantic City.

Philadelphia, Pennsylvania (5 Hours: 2 Minutes)

The largest city in Pennsylvania, and one of the leading cities in higher education in our country with 18 universities and colleges. Philadelphia was also our first US Capital which means there is lots of history in it. Additionally, the most famous monument being the Liberty Bell. is found here. The city has the most outdoor sculptures and murals of any US city.

Syracuse, New York (4 Hours: 31 Minutes)

Incorporated in 1825, Syracuse has grown substantially as a major hub and education center of New York with Syracuse University and two SUNY universities. With a huge arts focus, it is home of the Syracuse Jazz Festival and Polish Festival. It also has orchestras, opera companies, several theatres, and 5 museums.

Bar Harbor, Maine (4 Hours: 27 Minutes)

Located on Mount Desert Island and is home to Acadia National Park. Acadia National Park is a beautiful coastal park with hiking trails, boating, and camping. Home of Jackson Laboratory and MDI Biological Laboratories with a focus on marine life research. With over 2 dozen hotels and nearly 200 cruises arriving every year, it’s evident that this is a tourists favorite destination.

Long Island, New York (4 Hours: 12 Minutes)

The longest and largest island in the contiguous United States, Long Island is the most populated island anywhere in the US. With 8 big sports stadiums, golf courses, horse racing, and the national tennis center. It is truly a great place for sports lovers. In addition to theatres, music venues, and other entertainment venues, it’s definitely got the big city feel.

Road Trip Destinations around 3 hours from Boston

New york city, new york (3 hours: 12 minutes).

What’s better than a road trip to the Big Apple? With 5 boroughs, hundreds of diverse neighborhoods, skyscrapers, and Broadway, you could spend weeks in New York without getting bored. It is the city that never sleeps for a reason. Just note, that traffic in and near New York City can be a nightmare.

Pro Tip : if the traffic and parking in NYC is stressful, consider taking a train! It takes about as long as driving but you don’t have to worry about a car.

Danbury, Connecticut (3 Hours)

Nicknamed the “Hat City” due to its ties to the hat industry. Danbury is ranked as the most diverse city in New England by WalletHub. With lots of parks, hiking trails, and a railroad museum, there are some fun things to see and do. If you like old buildings, they have 12 on the National Registry of Historic Places.

Schenectady, New York (2 Hour: 59 Minutes)

Settled in 1661, this small (10.98 square mile) city still has lots to offer. With a golf course ranked as “Best places to play” by Golf Digest. This small city also boasts some beautiful architecture, as well as the first planned residential neighborhood and college campus. The Rivers Casino and Resort is worth visiting as well.

Bridgeport, Connecticut (2 Hours: 54 Minutes)

The largest city in Connecticut, and a major shipping port, this city got its start in 1821. Infamous showman P.T. Barnum was a resident and housed his circus in Bridgeport in the winters. Home of the world’s first Subway restaurant and where the electric plug outlet was invented. Additionally with 1,300 acres of green space in 35 community parks, the city has earned the nickname “Park City.”

North Conway, New Hampshire (2 Hours: 52 Minutes)

A small little town in New Hampshire, North Conway was originally chartered in 1765, nestled in the White Mountains. A perfect place for those who love outdoor activities. The Echo Lake State Park provides boating, swimming, and rock climbing. In the winter, Cranmore Mountian Resort provides 200 acres and 54 trails of skiing.

Trumbull, Connecticut (2 Hours: 52 Minutes)

With 20 local parks and one big state park, Trumbull has lots of green space to enjoy. In addition to the parks, they have four sites on the National Registry of Historical Places. If you happen to be around in October 2097, they buried a time capsule to be opened then.

Martha’s Vineyard, Massachusetts (2 Hours: 50 Minutes)

About a third of the travel to Martha’s Vineyard includes the ferry ride. However you can take your car over, so it’ll still count as a road trip with beautiful on-ocean views. Technically there are 6 towns on the island, but in a lot of ways they work together as one. With a long list of famous individuals having homes or regularly visiting the island, including 3 former presidents, it has been nicknamed “Hollywood East.”

Killington, Vermont (2 Hours: 47 Minutes)

Chartered in 1761, and then renamed in 1999, Killington is home to the Killington Ski Report. The largest ski area in the Eastern US. Nicknamed the “Beast of the East,” the resort has 155 trails, 21 lifts, and just over 1,500 acres to ski. With the town having less than 2,000 permanent residents, skiing is the only reason to trek out to Killington.

Killington, Vermont is also a great place to visit in the fall for all the incredible fall foliage . Enjoy driving around Vermont to see everything the state has to offer.

Albany, New York (2 Hours: 43 Minutes)

The capital of the state of New York since 1797 when the US was formed. It is also the longest continuously charted city in the United States, starting in 1686. As a major city, it has all of the attractions of a city, without all of the people. 70% of their permanent population comes from the 7 colleges and universities within Albany, including the nationally recognized SUNY Albany.

Road Trip Destinations within 2 hours from Boston?

Newport, rhode island (2 hours: 4 minutes).

Known as the Sailing Capital of the world, Newport has several big claims to fame in the sports arena. The first U.S. National Tennis Championships, the second is the home of the National Sailing Hall of Fame and finally, the International Tennis Hall of Fame. They also have a close relationship with the navy, housing the Naval War College and Naval Undersea Warfare Center since 1861.

Berkshire, Massachusetts (2 Hours: 2 Minutes)

In Massachusetts, when you want to get away to somewhere quiet and relaxing, it’s often a day trip to the Berkshires. With lots of history, good food, shopping, and lots of outside activities, it’s a great escape from the city. Additionally it has so many cute hotels and AirBnBs for a relaxing getaway.

Enjoy some more great small towns in Massachusetts here !

Kennebunkport, Maine (1 Hour: 45 Minutes)

Originally settled in 1653 as part of Massachusetts, Kennebunkport is another beautiful coastal town. Along with the numerous beachfront hotels, it is also the summer home of former presidents George H. W. Bush and George W. Bush. With lots of summer activities and miles of beaches, it’s a popular tourist destination.

Portland, Maine (1 Hour: 41 Minutes)

The largest city in Maine, with ocean views and vibrant nightlife. Old Port hosts dozens of restaurants and bars all within walking distance of each other, it’s known as a destination for foodies. Additionally there’s two big universities, a baseball stadium, a basketball court, an observatory, and a large few large performance venues. They have something for everybody.

Providence, Rhode Island (1 Hour: 41 Minutes)

The capital and largest city in Rhode Island was settled in 1636. It was also one of the original thirteen colonies. Now it’s a growing city with eight hospitals, eight institutions of higher learning, several museums, the oldest baptist church in America, and a zoo. Of course, you can’t forget the roadside attraction, Nibbles Woodaway , the world’s largest artificial bug atop the Big Blue Solutions building.

Ogunquit, Maine (1 Hour: 31 Minutes)

Another oceanside town settled in 1641, it served as the first sawmill in the United States and grew into a shipbuilding town. Famous for fishing, it currently has a Museum of American Art, a playhouse, and a couple of beaches. With a population of less than 2,000 year-round residents, it’s one of the least populated towns on our list.

Road Trip Destinations about an hour from Boston?

Cape cod, massachusetts (1 hour: 15 minutes).

A peninsula extending into the Atlantic Ocean, it includes 15 unique towns. It’s broken into Upper Cape, Lower Cape, and Mid-Cape. If you like seafood or lighthouses (there are 19 of them), this is a beautiful drive with friendly locals.

Wachusetts, Massachusetts (1 Hour: 5 Minutes)

Another great ski destination, and one of the ones listed in our Best Skiing in New England article . With 100% snowmaking capacity and night skiing on most trails, it’s a great local mountain. In addition to the ski resort, there is a Great Wolf Lodge located nearby with indoor pools and water parks.

Want more great ideas for ski resorts in New England? See our article about the Best Skiing in New England .

Hampton, New Hampshire (1 Hour: 3 Minutes)

Heading north from Boston, you’ll the little town of Hampton, NH. While over 2,000 of the homes in town are for “seasonal or recreational use,” meaning that they have lots of rental housing if you wanted to spend the night. They are most popular with summer tourists, with a beach, a state park, and a music venue.

Rockport, Massachusetts (55 Minutes)

One of our favorite places to visit and walk around downtown. Founded in 1840, it’s right on the coast and has beautiful views of the ocean. With a very walkable downtown (and even colored routes marked out on the sidewalk), and lots of cute local stores, you could spend hours and not run out of things to see.

Worcester, Massachusetts (51 Minutes)

The second most populated city in New England, Worcester also has the second largest art museum in New England and the oldest pipe band in the US. It’s also home to Worcester Polytechnic Institute, Worcester State University, and College of the Holy Cross, one of the oldest Catholic colleges in America, and 6 other universities. Additionally it has all the activities of a big city without the crowded streets.

Plymouth, Massachusetts (50 Minutes)

Home of Plymouth Rock , where the pilgrims landed in 1620, making it one of the oldest colonies in the United States. Also the home of America’s first thanksgiving feast, this is a town that embraces its history at the start of our country.

Salem, Massachusetts (40 Minutes)

First settled in 1626 by English Colonists, Salem was a major seaport for the North Shore area. Most famously known for the Salem Witch Trials, they take Halloween and all things witches very seriously. They seem to celebrate Halloween all year long , with year-round haunted house tours, psychic conventions, and lots of ghost stories.

Foxborough, Massachusetts (39 Minutes)

Once home to the world’s largest straw hat factory, it’s now known most commonly as the location of the Gillette Stadium. Gillette Stadium is home to the New England Patriots Football team, but is also a FIFA World Cup location in 2026. Outside of the stadium is primarily support businesses, such as the restaurants and shops in The Patriot Place Shopping Plaza.

Enjoy some fun Boston-specific events like Boston First Night or Boston Marathon .

How Far Is It From Boston To The Maine Border?

From downtown Boston to the Maine border is just about an hour, making it a very easy day trip. Maine has some beautiful ocean views and island escapes. If you wanted to continue your drive through Maine, see our Maine Category for some great ideas. If you’re trying to decide between visiting Maine or New Hampshire though, there are definitely pros and cons to both.

How Far Is It From Boston To The New York Border?

From downtown Boston to the New York border is about 3.5 hours, or 183 miles, making it a very easy day trip. New York, Long Island, and New Jersey are all great locations for all of the activities of the big cities.

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A travel and lifestyle blog for female solo travelers who want to learn how to travel with confidence

30 Best Road Trips From Boston

Fall Travel , North America , Spring Travel , Summer Travel , Winter Travel / April 2, 2022 by Jade / 16 Comments

Planning a road trip from Boston and don’t know where to go? Check out this post on the 30 best road trips from Boston.

As someone who doesn’t know how to drive yet, I’ve been dying to do a road trip out of Boston for quite some time now. However, until I’m able to get my license, my dream road trip out of Boston will have to wait. So, instead of pouting about as I wait for my license, I’d rather take this time to tell you some of the best road trips you can take out of Boston.

Table of Contents

New England Bucket List Series

P.s. this is a post in my new england bucket list series. here is the complete series:.

Road Trips: 30 Best Road Trips From Boston

Ice Skating: The Top 7 Places for Free Ice Skating in Boston

Hiking: 20 Best Hikes for Fall Foliage in New England

Fall Foliage: 12 Best Places for Fall Foliage in Boston

Thrift Stores: The 7 Best Thrift Stores in Boston for Vintage

Salem: One Day in Salem Massachusetts: Hocus Pocus Edition

Museums: The Top 8 Free Museums in Boston for College Students

Newport, RI (best road trips from Boston)

A trip to Newport, RI is one of the best road trips you can take out of Boston! The road trip will take about 90 minutes by car and there are a lot of fun things to do ! In fact, according to Pamela, Aquidneck Island is also home to Newport! In the island, you will find a lot of breathtaking sea cliffs around the Cliff Walk. The Cliff Walk is a 3.5 mile walk around the shore that shows off the breathtaking views of the mansions and the area. The Breakers is one of the most famous mansions around the area and it has tours available all year round .

Newport is also most popular during the summer due its wide range of water-based activities. Boats line the water all around Newport, and sailing is a common pastime in the area. However, if you’re visiting during the spring or fall, the nature’s colors will also inspire you!

The Naval War College Museum is also worth checking out if you’re looking to learn more about Newport’s history. Bowen’s Wharf and its neighbor Bannister’s Wharf , are even home to a variety of locally-owned shops and restaurants!

Overall, the elegant blend of history, nature and food is what makes Newport a great road trip to take from Boston.

By: Pamela of Directionally Challenged Traveler

Portland, ME (best road trips from Boston)

A trip to Portland, ME is another great road trip you can take out of Boston! The road trip will take about an hour and 45 minutes to complete and you can do a lot of fun things while you’re there .

In fact, according to Kelly, while the fastest way to get to Portland from Boston is via I-95, this highway can often become inundated with traffic once in a while. Therefore, if you have the time, taking Route 1 along the coast is your best option. Not only will it show you some sweeping views of the Atlantic, but you can also make some stops at some iconic places along the way like Ogunquit , Old Orchard Beach , Kennebunkport , and Cape Elizabeth .

In addition, feel free to make a pit stop at the Holy Donut on your road trip if you need food. You can order a sea salt and chocolate potato doughnut once you’re there as well as some coffee.

By: Kelly of Girl with the Passport

Newburyport, MA (best road trips from Boston)

A trip to Newburyport is another great road trip you can do from Boston! The road trip will take about 45 minutes to complete and you can stop by Salem on the way there too.

In fact, according to Newburyport.com , there’s no shortage of things to do in this city. For example, the Clipper City Rail Trail is a 1.1 mile path that runs from the MBTA all the way to the Merrimack River Shoreline. You can run, walk, or bike on this path as you pass by some popular spots like the Graf Ice Skating Rink or the Cashman Park .

In addition, the Waterfront Park is another popular spot you can go to in Newburyport. It has ample green space that is used for sunbathing, relaxing, and hosting events.

Portsmouth, NH (best road trips from Boston)

Portsmouth, NH is another great road trip you can take out of Boston. The road trip will take about an hour to complete and you can visit the Market Square once you’re there.

In fact, according to Planet Ware, there are a lot of top-rated attractions and things to do in Portsmouth. For example, Prescott Park is a popular attraction that is located along the banks of the Piscataqua River. It has beautiful gardens of perennial flowers as well as a performance space and public docks.

In addition, the Prescott Park Arts Festival is also held at the park. This festival brings in many theater performances each summer as well as music.

Provincetown, MA (best road trips from Boston)

A trip to Provincetown is another great road trip you can take out of Boston! The road trip will take about two hours and a half to complete and you can do a lot of fun things while you’re there.

In fact, according to Vicky, you can take a sand dune tour at Provincetown’s Cape Cod National Seashore Park as well as climb to the top of the Pilgrim Monument for some amazing views.

In addition, there are many different art galleries you can visit in town. The gallery district is located in Provincetown’s East End section and it has Friday night art openings every week .

By: Vicky of Buddy The Traveling Monkey

Westerly, RI (best road trips from Boston)

A trip to Westerly, RI is another great road trip you can take out of Boston! The road trip will take about two hours to complete and you can check out Taylor Swift’s house once you’re there.

In fact, according to Business Insider , Taylor Swift bought the Rhode Island mansion for 17.75 million in 2013. She even paid for the entire mansion in CASH ! Imagine that. Taylor Swift is not only wealthy but she’s also not afraid to make a grand gesture.

Since then, the musician is continuing to put her home to good use by hosting A-list parties and events.

Lake Champlain, VT (best road trips from Boston)

A trip to Lake Champlain is another great road trip you can take out of Boston. The road trip will take about five hours to complete and you can visit the Waterfront Park once you’re there.

In fact, according to Inspirock, Lake Champlain also offers a range of different activities for outdoorsy fans as well as an exciting food scene. For example, the Burlington Bike Path is a great path near Lake Champlain where people can ride their bikes along the lake.

Lake Champlain also has a shop called Lake Champlain Chocolates where people can buy chocolate bars, truffles and caramels.

Plymouth, MA (best road trips from Boston)

A trip to Plymouth, MA is another great road trip you can take from Boston! The road trip will take about 40 minutes to complete and you can visit Plymouth Rock once you’re there.

In fact, according to Planet Ware, there are a lot of top-rated attractions and things to do in Plymouth. For example, the National Monument to the Forefathers is a popular tourist attraction that is located along Allerton St in Plymouth. The monument commemorates the founders of the Plymouth colony and it was dedicated in 1889.

In addition, try to see if you can do a Native Plymouth Tour once you’re there. This tour will help you see all that Plymouth has to offer with a Native American perspective.

Rockport, MA (best road trips from Boston)

Rockport, MA is another great road trip you can take from Boston! The road trip will take about an hour to complete and you can snap pictures at Motif #1 once you’re there.

In fact, according to Addison Choate, Rockport has plenty of things to do that are under the radar. For example, just off the coast of Rockport you can visit Thatcher Island , an island known for its shipwrecks and for serving as a home for the mafia hitman turned informant, Joe Barboza .

He was a hitman for the Patriarca crime family during the 1960s and was a resident of the island back in 1967.

York, ME (best road trips from Boston)

A trip to York, ME is another great road trip you can take out of Boston! The road trip will take about an hour to complete and you can visit some other beautiful towns in Maine once you’re there.

In fact, according to Amanda, York has that classic coastal New England charm with its clapboard houses and stark white lighthouse. That stark white lighthouse in particular is called the Nubble Lighthouse .

Built in 1879, it is known to be haunted in York, ME by the ghost ship Isadore that wrecked nearby. If you’re interested in entering the lighthouse on your trip, go at your own risk. The lighthouse is not currently open to the public so it will be difficult.

By Amanda of Hey! East Coast USA

Block Island, RI (best road trips from Boston)

A trip to Block Island is another great road trip you can take out of Boston. The road trip will take about three hours to complete and you can go bike riding, kayaking and parasailing once you’re there.

In fact, according to New England With Love, there are a lot of other things you can do on the island as well. For example, you can check out the views at the Mohegan Bluffs .

The Mohegan Bluffs are large clay cliffs that are located on the south shore of the island. They have views that are undoubtedly the best on the island, as you take in the scenery from the water and the beach.

Acadia National Park, ME (best road trips from Boston)

A trip to Acadia National Park is another great road trip you can take out of Boston! The road trip will take about five hours to complete and you can visit the Park Loop Road once you’re there.

In fact, according to James Ian, when you get to Bar Harbor, the gateway town to Acadia National Park, you can easily spend another few days there or even a week.

The area is known for its prime lobster fishing hub in Maine where you can order fresh seafood right from the water’s edge.

In addition, Acadia National Park is a hiker’s paradise. It has dozens of trails available through the woods that offer incredible views of the surrounding oceans and islands. These trails include but are not limited to the Beehive and the Precipice .

By: James Ian of Parks Collecting 

Charleston, RI (best road trips from Boston)

Charleston, RI is another great road trip you can take out of Boston. The road trip will take about two hours to complete and you can visit the East Beach while you’re there.

In fact, according to Vacation Idea , there are a lot of other things you can do in Charleston as well. For example, Charleston has a top rated tourist attraction called the Fantastic Umbrella Factory .

It is known as a 19th century farmyard shoppers paradise in Charleston where visitors can shop at stores and admire local artwork. These stores include but are not limited to the General Store and the Frills. Local artwork can also be admired in the factory at the Henna Body Art.

Gilford, NH (best road trips from Boston)

Gilford, NH is another great road trip you can take from Boston! The road trip will take about an hour and a half to complete and you can visit the Gunstock Mountain Resort once you’re there.

In fact, according to Vacation Idea , there are a lot of other things you can do in Gilford as well. For example, Gilford has a top rated tourist attraction called the Pepi Herrmann Crystal Gallery and Museum that features a wide range of crystal objects’d art like jewelry, Christmas ornaments, barware, home decor pieces, and stemware.

So, if this is of interest to you, feel free to stop by this attraction on your trip. Once you’re there you can also purchase and take home a small, inexpensive gift.

The Berkshires, MA *in general* (best road trips from Boston)

In the winter, a trip to the Berkshires is another great road trip you can take out of Boston! The trip should take about two hours to complete and you can go cross country skiing and snowshoeing once you’re there.

In fact, according to Karen, numerous hikes are also available through the Berkshire Hills. These hikes include but are not limited to Race Brook Falls, October Mountain Loop and the Bash Bish Falls.

The Bash Bish Falls in particular is where you can go to admire the highest waterfall in the state.

By: Karen of Outdoor Adventure Sampler

Gloucester, MA (best road trips from Boston)

A trip to Gloucester, MA is another great road trip you can take out of Boston. The road trip will take about 50 minutes to complete and you can visit the Good Harbor Beach once you’re there.

In fact, according to Addison Choate, Gloucester has plenty of things to do that are completely under the radar. For example, in Gloucester, you can visit the Hammond Castle Museum that’s located in the Magnolia area on the Atlantic coast.

The castle, which was constructed between 1926 and 1929, was also the home and laboratory of John Hays Hammond, Jr ., who was an inventor and pioneer in the study of remote control.

Lexington, MA (best road trips from Boston)

A trip to Lexington, MA is another great road trip you can take out of Boston. The road trip will take about 30 mins to complete and you can visit the Wilson Farm once you’re there.

In fact, according to Trip Savvy , there are a lot of other things you can do in Lexington as well. For example, in Lexington, you can visit the Lexington Battle Green where the American Revolution began. This spot also showcases the Revolutionary Monument which dates all the way back to 1799.

In addition, the Lexington Venue is also a great place to catch a movie. It’s a small town movie theater with two screens that shows a variety of feature and independent films.

Plum Island, MA (best road trips from Boston)

A trip to Plum Island is another great road trip you can take out of Boston. The road trip will take about an hour to complete and you can visit Bob Lobster once you’re there.

In fact, according to New England, there are a lot of other things you can do in Plum Island as well. For example, on the island, you can visit Plum Island Beach which is 42 miles away from Downtown Boston.

Therefore, if you’re planning on checking out this spot for the first time, I highly recommend going before sunset. This will give you the chance to see the beach as the sun sets so that you can take great pictures.

Kennebunkport, ME (best road trips from Boston)

A trip to Kennebunkport, Maine is another great road trip you can take out of Boston. The road trip will take about two hours to complete and you can visit the Seashore Trolley Museum once you’re there.

In fact, according to Vacation Idea , there are a lot of other things you can do in Kennebunkport as well. For example, Kennebunkport has a top rated tourist attraction called the First Families Kennebunkport Museum.

It is operated by The Kennebunkport Historical Society and you can find it in an 1853 Greek Revival home on Main Street in a village.

Lenox, MA (best road trips from Boston)

A trip to Lenox, MA is another great road trip you can take out of Boston! The road trip will take about three hours to complete and you can visit The Mount, Edith Wharton’s Home once you’re there.

In fact, according to New England With Love, there are a lot of other things you can do in Lenox as well. For example, Lenox has a top rated tourist attraction called the Berkshire Scenic Railway Museum .

It is an all-volunteer, non-profit organization dedicated to preserving the history of railroading and trolley lines in the Berkshire Hills of Western Massachusetts.

Ipswich, MA (best road trips from Boston)

A trip to Ipswich, MA, is another great road trip you can take out of Boston. The road trip will take about 40 minutes to complete and you can visit the Castle Hill on the Crane Estate once you’re there.

In fact, according to Travel Lens, there are a lot of other things you can do in Ipswich as well. For example, in Ipswich, you can meet some wolves at a top rated tourist attraction called the Wolf Hollow .

It is a non-profit wolf sanctuary and educational hub that’s dedicated to preserving the wolves in the wild with education and exposure.

Ogunquit, ME (best road trips from Boston)

A trip to Ogunquit, ME is another great road trip you can take out of Boston! The road trip will take about an hour and 20 minutes to complete and you can visit Ogunquit Beach once you’re there.

In fact, according to Visit Maine, there are a lot of other things you can do in Ogunquit as well. For example, in Ogunquit, you can visit a top rated tourist attraction called Perkins Cove.

It is a small turn of the century fishing village that draws in great crowds every summer due to the boutique shops and fresh seafood.

Kittery, ME (best road trips from Boston)

A trip to Kittery, ME is another great road trip you can take out of Boston. The road trip will take about an hour to complete and you can visit the Kittery Historical and Naval Museum once you’re there.

In fact, according to The Crazy Tourist , there are a lot of other things you can do in Kittery as well. For example, in Kittery, you can visit a top rated tourist attraction called Badger’s Island.

Badger’s Island is an island that sits right in the middle of the Piscataqua River where several important boats were built many years ago. These boats include but are not limited to the Ranger, America, and Raleigh.

Westford, MA (best road trips from Boston)

A trip to Westford, MA is another great road trip you can take out of Boston. The road trip will take about 45 minutes to complete and you can visit The Butterfly Place once you’re there.

In fact, according to Boston Central , there are a lot of other things you can do in Westford as well. For example, in Westford, you can visit a top rated tourist attraction called Kimball Farm Mini Golf .

This attraction has two 18 hole adventure style miniature golf courses as well as a 6000 square foot bumper boat pond.

Fall River, MA (best road trips from Boston)

Fall River, MA is another great road trip you can do out of Boston! The road trip will take about an hour to complete and you can visit Battleship Cove once you’re there.

In fact, according to Kathyrn, this small city has many unique stops to offer to your average road tripper. For example, just down Water Street, you’ll find the City Gates Plaza, which is a tribute to the city’s sister city of Ponta Delgata.

In addition, this city also has the home of the famous axe murderer, Lizzie Borden . However, since the home is vacant, it is now being used as a Bed & Breakfast for tourists. So, if you like dark tourism and psychopathy, this spot is for you!

By: Kathryn of Staying Afloat Blog

Middlefield, MA (best road trips from Boston)

A trip to Middlefield, MA , is another great road trip you can take out of Boston! The road trip will take about three hours to complete and you can visit the Glendale Falls once you’re there.

In fact, according to Tripadvisor , there are a lot of other things you can do in Middlefield as well. For example, in Middlefield, you can check out Andrew’s gallery, DeVries Fine Art International Inc. , at the River Studio in the city.

The studio also has different series of Andrew’s sculptures that include but are not limited to dance, figurative, and abstract.

Sutton, MA (best road trips from Boston)

A trip to Sutton, MA is another great road trip you can do from Boston! The road trip will take about an hour to complete and you can hike the Purgatory Chasm once you’re there.

In fact, according to Sutton Mass, there are a lot of other things you can do in Sutton as well. For example, in Sutton, you can visit a top rated tourist attraction called Waters Farm .

In Waters Farm , you can enjoy horse drawn carriages in the summer, sleigh rides in the winter, and a wealth of other fun activities in between.

In fact, in my opinion, summer is the best time to visit since you’ll have the opportunity to participate in one of their festivals.

New Bedford, MA (best road trips from Boston)

A trip to New Bedford is another great road trip you can take from Boston! The road trip will take about an hour to complete and you can follow the Self-Guided New Bedford Art Walk once you’re there.

In fact, according to Kathyrn, this small city has many unique stops to offer to your average road tripper. For example, in New Bedford, you can explore a beautiful collection of murals scattered across the city.

In addition, you can also immerse yourself in New Bedford’s beautiful architecture by walking along the city’s cobblestone streets.

Cape Cod, MA *in general* (best road trips from Boston)

A trip to Cape Cod is another great road trip you can take out of Boston! The road trip will take about an hour to complete and you can stop by the Cape Cod National Seashore once you’re there.

In fact, according to the U.S. News and World Report , there are a lot of other things you can do in Cape Cod as well. For example, in Cape Cod, you can visit a top rated tourist attraction called Cape Cod Rail Trail.

Previously known as the Old Colony Railroad corridor, the Cape Cod Rail Trail is considered to be one of the best biking trails in New England.

Agawam, MA (best road trips from Boston)

A trip to Agawam, MA is another great road trip you can take out of Boston! The road trip will take about two hours to complete and you can visit Six Flags New England once you’re there.

In fact, according to Theme Parks and Entertainment , Six Flags New England is known for having some of the best roller coasters in the world. These roller coasters include but are not limited to The Great Chase, Catwoman’s Whip, and Goliath.

Superman The Ride is also the best ranked roller coaster in the park while The Great Chase is the worst.

Overall, I really hope you enjoyed this post on the 30 best road trips you can take from Boston! Please let me know in the comments down below which road trip destination you would like to visit the most! I would love to hear from you. 🙂 P.S. If you’re looking for some things to do in NYC, check out this post on the 101 things you can do alone while you’re there.

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Reader interactions.

April 7, 2022 at 16:36

Great road trips, I would love to be able to get across to take one or two soon…..

April 7, 2022 at 14:29

Acadia National Park would be my top weekend trip, hiking plus eating the best lobsters is hard to beat!

April 7, 2022 at 15:10

April 6, 2022 at 17:50

So many great ideas here, and such beautiful scenery. I would definitely look at basing myself in Boston and doing day trips

April 6, 2022 at 20:07

Thank you so much Elyse!

April 6, 2022 at 17:02

this native Bostonian approves of this list! Great recommendations and some of my favs spots (Gloucester, Newport)

April 6, 2022 at 17:04

Thank you Jennifer!!! 💓

April 6, 2022 at 16:37

OMG, I pretty much want to do ALL of these! I’m going to need a little time in Boston!

I KNOW RIGHT

April 6, 2022 at 16:28

This is such a great post with so many awesome recommendations! We traveled to Newport, Portland, Portsmouth, and Plymouth during our time in Boston this summer and are dying to go back to explore some more of these. Thanks for sharing!

April 6, 2022 at 16:31

You’re so welcome Brittany! I’m glad you enjoyed it.

April 4, 2022 at 14:07

So many fantastic places to go. How fun. Thanks for sharing.

April 4, 2022 at 17:46

You’re so welcome!

April 3, 2022 at 07:56

Oh so many beautiful places that you can visit from Boston! great inspiration for future!

April 3, 2022 at 10:01

Thanks Lasma!!

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Home | Travel guides | Road trips | Road trips USA | Top places to go on a road trip from Boston

• White Mountain National Forest
• Martha's Vineyard
• Berkshire County

Top places to go on a road trip from Boston

If you’re looking to get away from Boston for a bit, you won’t have to go far to find unforgettable experiences. Planning a road trip from Boston is easy given the variety of options available no matter what your interests are. You’ll find other cities, beaches, nature areas, and so much more. Here are the top 10 destinations for a road trip from Boston to consider.

1. Find fun in the sun at  Cape Cod

Driving time from Boston: 1 hour Distance from Boston: 70 miles

One of the best parts about taking a road trip from Boston to  Cape Cod  is how easy it is. This beachfront getaway is relatively close and offers numerous experiences you can’t find in Boston proper. You can hit the beaches and their rolling dunes, or you can relax with a round of golf on scenic courses.

2. Enjoy summer adventure in  Ocean City

Driving time from Boston: 7 hours Distance from Boston: 450 miles

Ocean City  on the Maryland coast is one of the best places to experience the Atlantic shore. Its 10 miles of beaches are remarkably well-maintained and suitable for the whole family. The waves are relatively mild, so the little ones can swim around safely. Be sure to stop by the boardwalk as well where you’ll find delicious seafood treats.

3. Trek through the trails at  White Mountain National Forest

Driving time from Boston: 2 hours Distance from Boston: 120 miles

At  White Mountain National Forest , you’ll find the answer to all your outdoor adventure needs. Just a short road trip from Boston, this area offers time away from the hustle and bustle of the city with hiking trails, stunning sights, and skiing opportunities across its 1,225 square miles. Be sure to keep an eye out for its diverse wildlife species as well.

4. Take the ferry to the island of  Nantucket

Driving time from Boston: 3.5 hours Distance from Boston: 100 miles

While  Nantucket  is technically an island off the coast of Massachusetts, you can still get there with a Boston road trip. All you have to do is hitch a ride on the ferry. Then, you can enjoy all Nantucket has to offer, with its humble stores with handmade crafts and extensive boating and fishing opportunities for the whole family.

5. Enjoy the weather at  Martha’s Vineyard

Driving time from Boston: 2 hours Distance from Boston: 90 miles

When your road trip from Boston takes you to  Martha’s Vineyard , you can enjoy one of the oldest summer travel destinations in the country. You’ll need to put your car on a ferry to make it all the way to the island, but in just 2 short hours or so, you can enjoy its warm weather and alluring beaches. Vineyards are especially popular in the area, so consider a tasting and a tour as well.

6. Explore the natural beauty of  Charleston

Driving time from Boston: 1.5 hours Distance from Boston: 90 miles

The small town of  Charleston , Rhode Island, offers a nice break from the vast metropolis that is Boston. Instead of towering skyscrapers, you’ll find a small town center with numerous salt ponds throughout. Because of the bodies of water around, you can enjoy all sorts of outdoor boating and fishing activities in addition to sandy beaches.

7. Visit the sailing capital of the world in  Newport

Rhode Island is home to numerous other islands including Aquidneck. That’s where you’ll find the city of  Newport . Its alluring coast has made it the sailing capital of the world where you can charter a boat and venture out into the water yourself. Of course, hiking through the green hills and playing the golf courses are available as well here.

8. Find lakeside fun in  Gilford

The main attraction in  Gilford , New Hampshire, is Lake Winnipesaukee. The town is settled along this lake and offers islands and beaches to explore. With a short road trip from Boston, you can see everything this town has to offer including a state forest, a ski resort, and an outdoor concert venue where you can watch live performances.

9. Explore outdoor fun in  Plymouth

Driving time from Boston: 1.5 hours Distance from Boston: 100 miles

The town of  Plymouth  in New Hampshire is known for bridging the Lakes Region and the White Mountains. With this kind of location, you can enjoy a wide variety of outdoor activities, whether you’re looking to scale a mountain or relax in a lake. Regardless of your interests, the whole family can find something to enjoy here, including beaches

10. Immerse yourself in culture in  Berkshire County

In western Massachusetts, you’ll find  Berkshire County . Easy enough to get to with a road trip from Boston, Berkshire is home to numerous cultural attractions that the whole family can enjoy, whether you’re interested in art, nature, or shopping. You’ll find refined art galleries and exciting, kid-friendly museums here like the Museum of Animation and Special Effects.

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Road Trips from Boston – 42 Best & fun getaway ideas for your Massachusetts scenic drive

Road Trips from Boston – Best & fun getaway ideas for your Massachusetts scenic drive

Looking to spice up your Boston adventure with an escape from the city? Lucky for you, there are plenty of thrilling road trips from Boston that you and your family and friends can hop on to and enjoy!

So, if you find yourself looking for ‘Boston getaway’, ‘best road trips from Boston’, or ‘ fun road trips near me’, then buckle up!

Drive through majestic mountains, breathtaking National Parks, and picturesque skiing destinations, or hit the coast for a seaside adventure through charming towns and villages as you take on your next Boston road trip with the help of your list of road trips from Boston ideas!

With endless options for exploration, your Boston road trip can take you on a journey of a few days or more. So sit back, relax, and let us guide you to the most unforgettable road trip experiences departing from Boston!

Editor’s Note:  Our staff works hard to bring you the latest information. However, all information mentioned in this article is subject to change. As always, please confirm before heading out.

Also check our posts on  Best Parks In Boston ,  Things To Do In Boston This Weekend ,  Outdoor Activities Boston , and  Free Museum Days In Boston !

Get the lowest price on the very popular Boston Hop On Hop Off Trolley Tour 

Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour.

Board one of the orange-and-green trolleys at any of the stops and enjoy the view with live commentary from an expert guide who knows the city inside and out. Learn about the history and happenings of Boston, a city known as the Cradle of Liberty, as the trolley rolls along from one location to the next. For one, or two consecutive days, hop off at any of the attractions for a closer look, then hop back on when it’s convenient.

14 stops and 33 points of interest!

Get all the details and book your Boston Hop On Hop Off Trolley Tour  TODAY!!!

Road Trips from Boston – Scenic drives 2023

Mohawk trail, ma.

If you’re looking for scenic drives from Boston, the Mohawk Trail is the way to go. This 69-mile scenic route passes through deep forests and historic towns. You’ll be passing world-class art museums, early 20th-century tourist destinations, scenic hikes, and dramatic vistas. All the while, you’ll also be crisscrossing and paralleling five major rivers—the Millers, Connecticut, Green, Deerfield, and Hoosic. It’s quite the scene alright.

Driving time:  2 hours

Martha’s Vineyard, MA

Road Trips from Boston | Image credit: Visit Martha’s Vineyard

Getting to Martha’s Vineyard might not take the whole day, however, for you and your companions to fully enjoy your road trip there, an overnight stay might be better. There, you can take a scenic drive through any of the island’s six beautiful towns. Enjoy the sights of dramatic cliff-lined shores or shop in their quaint Main Street.

Driving time:  2 – 3 hours

Provincetown, MA

For a Boston scenic drive, head on over to Provincetown. This quirky town at the tip of Cape Cod boasts art galleries, beaches, and a vibrant LGBTQ+ culture. It’s also the kind of town where you can indulge in a bottomless brunch right before you head out to see the Pilgrim Monument on the spot where the Mayflower Pilgrims first set foot in the New World.

Driving time: 2 hours and 14 minutes

Lake Winnipesaukee, NH

Lake Winnipesaukee is the biggest lake in New Hampshire. And it’s a picture-perfect summer destination for locals and tourists alike. It’s a great Boston getaway destination if you and the family are into boating, fishing, and water sports.

Driving time: 2 hours

Kancamagus Highway, NH

Road Trips from Boston | Image credit: White Mountains New Hampshire

One of the best scenic drives from Boston you can take is through the Kancamagus Highway. It’s known as one of the best Fall Foliage viewing areas in the country. In addition to that, it takes you through the White Mountains which is a great place for hiking trails, mountain views, and spectacular waterfalls.

Driving time: 2 hours and 8 minutes

Franconia North State Park, NH

Enjoy the beautiful outdoors at the Franconia North State Park for your Boston road trip. This scenic park is perfect if you’re looking to enjoy a bit of everything to do with the outdoors including hiking, biking, fishing, and swimming. 

Acadia National Park, ME

Road Trips from Boston | Image credit: Acadia National Park

If you’re looking for a little more thrill and adrenaline rush for your outdoor activities, check out the Acadia National Park for your Boston to Maine road trip. This park has a huge focus on adrenaline-pumping activities like biking, hiking, rock climbing, and horseback riding. 

Driving time: 4 hours and 33 minutes

Road Trips from Boston – Places to go within 3 hours

Image credit: Destination Salem, Massachusetts

Just by its name, you might have had a hint that this coastal town is the premiere destination for all things spooky. Visiting it in October for its vibrant Halloween season is definitely a great to-do for your Boston road trips. But it’s also a great place to visit all year round with plenty of museums and trial sites to check out.

Driving time: 30 – 40 minutes

Plymouth, MA

If you’re looking for a quick and easy Massachusetts road trip, Plymouth would be a fun way to go. It’s known as America’s Hometown and is filled with a rich history. With that, you’ll see plenty of historical markers and historic buildings. Aside from that, there is also plenty of outdoor activities, parks, and beaches worth seeing.

Driving time: 40 – 50 minutes

Gloucester, MA

Gloucester might be the most authentic and picturesque fishing centers you’ll ever have the privilege of seeing. “America’s Oldest Seaport” also doubles as a center for painting and printmaking and an haven for the arts. A little outside the main stretch, check out Dogtown Commons for some of the most unique walking trails in the country.

Driving time: 42 minutes

Rockport, MA

Road Trips from Boston | Image credit: Rockport USA

Rockport is a picturesque seaside town with art galleries, beaches, and seafood restaurants. Despite being a small town, it has plenty of character and would really invite you to slow down from the bustling Boston lifestyle. A day or two here would truly relax and refresh you.

Driving time: 50 – 60 minutes

Cape Ann, MA

Cape Ann might not be as glamorous as Cape Cod but it’s still a place worth visiting. You can check out quaint little villages straight out of a movie set and fill up on delicious lobster served in so many ways. It’s also a great place to relax away from the fast life of the city.

Driving time:  52 minutes

Take a trip to Lowell and explore the historic mills which once powered this country’s textile industry. Check out The Boott Cotton Mills Museum, National Streetcar Museum, and The New England Quilt Museum. And get lost in the booming arts scene at the local favorite Mill No. 5 converted mill.

Driving time:  34 minutes

Providence, RI

Image credit: GoProvidence

Providence is home to famed schools Brown University and the Rhode Island School of Design. But if you’re not there for the education, that’s okay too because Providence is actually a fun place to be a tourist in. With tons of restaurants, shops, nightlife, and history to check out, this city makes for an amazing road trip from Boston.

Driving time:  1 hour

Portsmouth Harbor Lighthouse

Road Trips from Boston | Image credit: Friends of Portsmouth Harbor Lighthouses

Portsmouth Harbor Lighthouse is a great place to go if you’re looking for great ocean views. The historic lighthouse offers tours and spectacular views of the Atlantic Ocean. You’ll also get a bird’s eye view of Fort Constitution, which is situated adjacent to the lighthouse, as well as the opportunity to admire the lighthouse’s working fourth-order Fresnel lens up close.

Driving time:  1 hour and 9 minutes

Ogunquit, ME

One of the best Boston to Maine road trips you can take is to Ogunquit, a beach town that will surely delight beach lovers. It has both sandy beaches perfect for swimming and dramatic and rocky coastlines great for sightseeing. And once you get there, you can get almost everywhere on foot making it a perfect short but sweet getaway.

Driving time:  1 hour and 15 minutes

Nubble Lighthouse, ME

Cape Neddick Lighthouse, also known as Nubble Lighthouse, is one of Maine’s most popular attractions. And it’s definitely worth visiting on your road trip from Boston. Here, you’ll get to see the beautiful local scenery, get amazing views from the park, and explore the lighthouse’s rich history.

New Port, RI

Road Trips from Boston | Image credit: Discover Newport

New Port is also called the Sailing Capital of the World and the Queen of Summer Resorts. So there you have it in a nutshell. The best part is that it’s technically a city so you can have fun at the beach and enjoy all it has to offer while still getting the convenience a city has to offer. 

Driving time:  1 hour 30 minutes

Road Trips from Boston | Image credit: Mystic Aquarium

This adorable little town has a great mix of nature, small-town charm, and maritime history. Go on sunset or moonlit cruises or grab a warm delicious lobster roll. You can also check out the Mystic Aquarium where you’ll see beluga whales, penguins, sharks, and sea lions. This is a great Boston getaway if you simply want to chill.

Portland, ME

Road Trips from Boston | Image credit: Visit Portland Maine

Portland is a vibrant coastal city that provides the best of both worlds for being a city and coastal destination. Enjoy everything here from a dramatic coastline to their amazing food scene on your road trip from Boston with friends or family.

Driving time:  1 hour 45 minutes

Cape Cod, MA

Cape Cod is the ultimate beach getaway Boston road trip. With over 15 towns for you to choose from to visit and over 500 miles of shoreline to explore, you’ll feel like you’re in a whole other world. Fill your time checking out beautiful little coastal towns, eating fresh seafood, enjoying the cool waters, and gazing at beautiful sunsets. 

Ipswich, MA

Ipswich is the perfect place for nature lovers out there. It boasts beautiful vast open spaces and beautiful waters where you can go canoeing or boating. The town also has fantastic trails and state parks where you can bike, hike, and walk.

Driving time:  46 minutes

Newport Vineyards, RI

Road Trips from Boston | Image credit: Newport Vineyards

If you are fond of wines and great food, the Newport Vineyards is a destination you must pass by on your road trip from Boston. This winery provides tastings and tours. They also have a farm-to-table restaurant where you can enjoy the very best of the produce of the area. It’s a perfect getaway for couples or friends looking to spend intimate time together.

Driving time:  1 hour and 16 minutes

Burlington, MA

From incredible shopping and famous local restaurants to history, art, and exciting sports, you’ll find local New England culture surrounding you in Burlington. Here, you’ll be able to find a bit of rest and a slower pace from the big city. 

Marblehead, MA

Marblehead would just be a quick Boston scenic drive. Situated along the North Shore of Massachusetts, this place is filled with small-town charm, dramatic, rocky coastlines, options for beaches, great seafood, and historical homes. It’s the perfect place to lay back with the family.

Portsmouth, NH

If you’re looking for a place with character to go to for your Boston road trips, you should definitely check out Portsmouth. It’s a city but it feels more like a cozy little town. Here, you’ll find plenty to check out with their quaint shops and boutiques. It’s also known as a huge foodie destination. 

Brattleboro, VT

Boston already has a thriving arts scene but another place where you can enjoy a blooming arts community is the town of Brattleboro in Vermont. This town has a great arts and culture scene and a big part of that is the Brattleboro Museum & Arts Center. Aside from checking out their museums, you can also grab some fresh produce at their farmer’s markets and go on a shopping spree at their shopping alleys.

Woodstock, VT

Woodstock has that perfect New England charm and while it’s a favorite place for tourists because of that, it also doesn’t lose its local character. It’s also the kind of idyllic town that writers write about. Here, you can lay back, relax, and simply enjoy small-town life. Walk through the quaint neighborhoods, check out the orchards and farms, or simply check out the local cafes and shops. 

Driving time: 2.5 hours

North Conway, NH

North Conway is a great Boston getaway to step back from the busy life of the big city. You can shop tax-free at the North Conway Settlers Green Outlet Village, see a play at one of the area playhouses, take a scenic ride and a dip in the cool mountain waters, or grab a souvenir from one of the local hand-craft, antique and gift shops.

Driving time: 2 hours and 33 minutes

Enjoy the lowest price on 40+ attractions and tours in Boston with Go City Boston All Inclusive Pass

Seeing the best of Boston doesn’t get any easier, or more economical, than with Go City’s Boston All-Inclusive Pass. This flexible sightseeing pass allows visitors to pick and choose from a wide variety of Boston’s top attractions, over 40 in all, at any pace desired over the course of one, two, three, five, or seven consecutive days. Enjoy immediate entry to attractions.

Simply save the pass (available as your ‘ticket’ after purchase) on your mobile device and go. No voucher redemption is required. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two years from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for the remaining number of days purchased.

Get all the details and book your  Go City Boston All Inclusive Pass TODAY!!!

Road Trips from Boston – Destinations between 3 to 10 hours

Manchester, vt.

Road Trips from Boston | Image credit: Visit Manchester

If you’re looking to disconnect and relax for a moment, head on over to Manchester, Vermont for your road trip from Boston. From everywhere here, you’ll be able to see tall mountain peaks. And there are various outdoor activities waiting for you. These include hiking the Lye Brook Falls trails, hiking or driving up Mt. Equinox, the tallest mountain in the Taconic Range, or going for a dip in the Dorset Marble Quarry.

Driving time:  3 hours and 10 minutes

Niagara Falls, NY

Road Trips from Boston | Image credit: Niagara Falls Tourism

If you’re going to New York for your Boston road trip, then you might as well pass through these world-famous waterfalls. Go on a boat tour and feel the splash of the waterfalls or stay on the observation deck to take in the views. You can also check out Niagara-on-the-Lake, a quaint Canadian town known for its wineries, theaters, and historic sites. 

Driving time:  7 hours 

Green Mountains, VT

For those up for a little more adventure, take your Boston road trip to the Green Mountains of Vermont. In the winter, there are three ski resorts you can visit to enjoy plenty of skiing and other wintertime activities. In the summer, you can enjoy hiking along some of the most famous trails in the country. Both the Appalachian Trail and the Long Trail pass through the area and share the route over a stretch of 100 miles

Driving time: 3 hours and 47 minutes

Bennington, VT

Bennington is a historic town and a great place to pass by on your Boston road trip. Check out historic sites, museums, and art galleries, and take a quick tour of the past while appreciating your history. You can also visit the Bennington Battle Monument and take a few snaps along the way.

Driving time: 3 hours and 7 minutes

Montreal Botanical Garden, QC

The Montreal Botanical Garden is for the avid plant lover. The garden has a rich collection of 22,000 plant species and cultivars. And they’re distributed throughout 10 exhibition greenhouses and some 30 thematic gardens which make the destination all the more spectacular. It’s a great place to stop by for families who’re looking to stretch their legs and enjoy wonderful sights.

Hudson Valley, NY 

Hudson Valley has a reputation for being incredibly charming. And it’s an amazing place to relax and simply see where the day goes. For suggestions, you can go antiquing, take a boat cruise, explore the local galleries, check out the wineries, tour the historic mansions, and do plenty of other outdoor activities.

Driving time: 3 hours and 18 minutes

Road Trips from Boston | Image credit: Go Stowe

Head on over to this picturesque mountain town for your road trip from Boston for tons of outdoor fun. In the winter, it’s a well-known ski destination. And in the warmer months, you can switch out skiing for hiking and sightseeing for some of the town’s fantastic covered bridges.

Driving time: 3 hours and 20 minutes

New York City, NY

Image credit: Times Square, New York City

New York City is known for many things and much like Boston, it’s a place to be for many young people right now. However, it’s most known for its artistic prowess and the talents it holds. Unlike any other place in the world, stepping into the entertainment scene here would feel completely different. Aside from that, you can enjoy the history of the city, its museums, the food scene, and the stunning galleries.

Driving time: 4 hours and 16 minutes

Philadelphia, PA

If you’re interested in taking a city break while appreciating American history right where a lot of it happened, taking your road trip from Boston to Philly is the way. The City of Brotherly Love is deeply rooted in history and has plenty of places where you can soak it all up. Aside from that, there are all kinds of things to check out from exciting nightlife and amazing food to parks and waterfront activities.

Driving time: 5 hours

Montreal, QC

Being the second largest city in Canada, Montreal boasts plenty of attractions for everyone to enjoy. For one, you should check out the historic architecture. Then, you should check out the festivals. Here, there is a festival for almost every main music genre out there. And, of course, don’t forget to explore the food scene. The cuisine in Montreal is extremely diverse and dishes here will be like nothing you’ve ever tasted before.

Driving time: 5 hours 

Montauk, NY

Image credit: Visit Montauk

For scenic drives from Boston, heading to Montauk is a great one. On the way, you’ll be able to pass beautiful sights. And when you get to the coastal town, you’ll be greeted with beaches, lighthouses, and a cozy summer vibe. You can also find hiking trails, music and art festivals, seafood restaurants and more to enjoy. For the kids, there are plenty of fishing, surfing, and padding activities to enjoy.

Driving time: 5 hours and 12 minutes

Toronto, ON

From one city to another. Get a feel of what city life is like in another corner of the world in Toronto. This city has something for everyone. For those that love nature and outdoor activities, you’ve got Toronto Islands and the parks. For those that love sports, you have Scotiabank Arena, Rogers Center, and more. There are also beaches and plenty of museums for families. Make sure to give the city time though so you’ll be able to make the most of your time there.

Driving time: 8 hours and 40 minutes 

Quebec City, QC

Image credit: Québec cité

The historic heart of Quebec City is a UNESCO World Heritage site and here, you can soak up its storied past and European charm. More than that, the fun never stops in Quebec. With a steady string of events all year round including historical festivals, theatrical happenings, and sports events, there are always tons of things to do and see. It’s also a foodie destination known for its wide range of styles with French, British, North American, and Indigenous influences. The road trip from Boston may be long but it’s one worth taking.

Driving time: 6 hours and 13 minutes

Do you have any other fun road trips from Boston ideas? Share them with us in the comments!

Stay up to date on all fun things going on in Boston with our weekly updates to  Things To Do In Boston This Week  &  Things To Do In Boston This Weekend  and  Things To Do In Boston This Weekend With Family! 

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7 Day New England Road Trip Itinerary for Summer or Fall (With 5 & 10 Day Options)

Trying to plan a 7 day New England road trip itinerary that takes you across the best of the Northeast?

Our New England itinerary starts in Rhode Island and finishes off in the heart of Vermont, and includes a mix of city life, nature, active pursuits, and delicious food!

Throughout, you will find tips so you can customize it to a shorter 5-day trip or a longer 10-day trip.

Whether you are traveling with kids over the summer or doing a romantic New England fall foliage trip , this is filled to the brim with fun things to do on the East Coast.

Table of Contents

New England Itineray Summary

• Duration: 7 days
• Distance: Approximately 1,300 miles
• States Visited: Rhode Island, Massachusetts, New Hampshire, Maine, and Vermont, plus Quebec and Montreal.

How We Set Up This New England Road Trip itinerary

New England is home to some of the most beautiful drives in the US. You could do multiple variations of a 7 day New England itinerary.

On this trip, we started and ended in Providence, Rhode Island.

We have also done New England Road trips from Boston to Cape Cod and Newport Rhode, Island, and a New England fall foliage road trip around Western Massachusetts.

On the 7 day New England Road Trip below, we have included two options for day one so you can start in Providence or Boston. Both are great choices.

If you only have 5 days in New England , you can drop the portion in Canada to save time.

If you are doing a New England Fall Road Trip , you will want to swap out Block Island and add more time in New Hampshire.

Finally, if you can do a 10-Day New England Road Trip Itinerary , you’ll be able to do it all!

We’ve tried to make it easy for you to pick and choose so that you can plan for the duration you want and the New England states you want to visit. Each day has hotel options and the best activities too.

7 Day New England Road Trip Itinerary For Summer or Fall

This New England itinerary was designed to see the diverse landscapes, cities, and towns that this region has to offer. So, expect a mix of urban, countryside, coastal, and mountain experiences.

While this northeast road trip is done in a true road-tripping style where you spend one night in every place, you can cover less distance and spend more time getting to know each place.

Day 1: Arrive in Providence and Do a Block Island Day Trip (Drive time 1.5 hours plus ferry)

Starting from Providence Airport, head straight to the Block Island Ferry in Point Judith, a 45-minute drive. The fast Block Island ferry is an easy, 1-hour trip and it’s nice to get out on the water.

With gorgeous beaches, historic lighthouses, nature walks, and a cute downtown, Block Island, also known as New Shoreham, is one of the most charming places to visit during summer in Rhode Island.

It also happens to be the smallest town in the smallest state!

The best way to explore Block Island is by renting bikes. Island Moped and Bike Rental is right across from the ferry port. Then you can cycle around to see everything that Block Island has to offer.

Head to the Block Island National Wildlife Refuge for one of the most unique and beautiful places on the island or go sailing or kayaking on the Great Salt Pond for more adventure.

In reality, we spent one night and two days on Block Island. Here are the best 12 things to do on Block Island including where to eat and stay.

For the purposes of a 7-Day New England itinerary, you can do a Block Island day trip and spend the night back in Providence. If you have enough time, stay overnight and add an extra day to your trip.

• Hotel: Block Island Beach House  (8.3) or Atlantic Inn (9)
• Activities : Self-guided Island Bike Tour

READ NEXT: BEST THINGS TO DO FOR A DAY TRIP TO BLOCK ISLAND

Alternate Day 1: Boston, Massachusetts (Drive time 1 hour)

Another great place to start and end a one week New England itinerary is Boston. We’ve had a few great East Coast trips with the kids and highly recommend Boston as a great family destination.

Boston is a rather compact city packed full of history and things to do for families or couples. One of the best things to do in Boston is follow the Freedom Trail on your own or by booking a tour guide (highly recommended).

This trail goes to the most historic places in Boston, from the Old State House, where the Declaration of Independence was first read, to Paul Revere’s medieval-style house.

Have fun shopping on Newberry Street and at Faneuil Hall. Then visit Boston Public Garden where you can ride the historic swan boats. A Duck Boat City Tour was a huge hit with our kids and they loved the New England Aquarium .

• Hotel: The Verb Hotel  (9.3) or The Newbury Boston  (9)
• Activities : Freedom Trail: Small Group Tour or Boston Duck Boat City Tour with Charles River Cruise

Day 2: Portland, Maine (Drive time 1.75 hours)

Stop 1: Portsmouth, New Hampshire

Leave Boston early and stop in Portsmouth, New Hampshire for breakfast at The Friendly Toast . Then walk around the cute downtown and Portsmouth Clock Tower square.

Stop 2: Kennebunkport, Maine

Another way to break up the drive is to stop in Kennebunkport . The highlight in Kennebunkport is the beach, and you can also catch a sneak peek of the Bush Compound .

Portland, Maine

When you arrive in Portland, take a Guided Portland City and Lighthouse Tour or visit Downton Portland on your own (don’t miss the Portland Museum of Art ), and drive out to see the Portland Head Light – one of the best lighthouses in Maine.

We opted to experience an extraordinarily beautiful day on the Casco Bay on the Lucky Catch Cruise , a highlight of our New England road trip.

In addition to learning everything there is to know about lobstering, we saw four lighthouses, including the Portland Head Light, the Casco Bay islands, and the historic Old Port district.

We had a seafood lunch at DiMillo’s On the Water. Since Portland has a great food scene, you might prefer to try one of the hot spots like Hot Suppa , Twelve , or Bar Futo .

• Hotel: The Press Hotel (9.1) or Hilton Garden Inn Freeport Downtown (8.6)
• Activities : Portland City and Lighthouse Tour or Lucky Catch Cruise

Which reminds us, you have to try a lobster roll in Maine! We actually stayed in Freeport for the night, 20 minutes outside of Portland and had lobster Rolls for dinner at the Harraseeket Lunch and Lobster Company .

If you are driving with kids, stop at the LL Bean Store in Freeport. They have fun interactive displays, and the store is massive if you need any gear.

Day 3: Bar Harbor & Acadia National Park

The drive from Portland to Bar Harbor takes 3 hours. Break it up with a stop for lunch in Camden. It takes 1.75 hours to get there and then 1.75 from Camden to Bar Harbor. If you stay in Freeport, knock 20 minutes off these times.

Stop 1: Camden, Maine

Camden is one of the loveliest seaside towns in New England. It has a laid-back feel and a super charming downtown with delectable restaurants and boutiques.

We had the famous blueberry pancakes at Marriner’s Restaurant for breakfast. For a delicious seafood lunch overlooking the bay, try The Waterfront . Then walk around and check out a few shops before heading to Bar Harbor.

If you want to stay overnight in Camden, there are fantastic restaurants for dinner like Franny’s Bistro or 40 Paper and you’ll have time for a Windjammer Classic Sail on Penobscot Bay or the Mount Battie hike in Camden Hills State Park .

Bar Harbor and Acadia National Park

Bar Harbor is the gateway to the mountains and cliffs of Acadia National Park, one of the most beautiful places in New England and a must-see on a Boston to Maine road trip.

Sunrise at Cadillac Mountain is the top thing to do in Acadia National Park , when the weather cooperates. For us, it was rainy for sunrise but cleared up before noon, so we were able to enjoy the spectacular vistas.

This area is great for kids because the mountain is very gently sloping and they can run all over.

Make sure to stop at Jordan Pond House on the Park Loop Road. They have delicious popovers and a beautiful setting outside on the lawn overlooking a very scenic lake with small Maine wild blueberries growing everywhere.

Our final adventure of the day was rock climbing with Atlantic Climbing School at the Otter Cliffs . It was our first time and our guide helped all four of us successfully get to the top. It was a blast!

For dinner, Side Street Cafe has Burgers, sandwiches, salads, and of course lobster rolls. Then head to CJ’s Big Dipper for a blueberry and vanilla swirl soft serve ice cream. They have vegan options too.

• Hotel: Sand Bar Cottage Inn (9.3) or Holiday Inn Bar Harbor Regency Hotel  (7.7) for the big pool.
• Activities : Cadillac Mountain, Jordan Pond, or Rock Climbing

Day 4: Kennebec River, Maine River Rafting (Drive time 2.75 hours)

As you leave the quaint streets of Bar Harbor, the next part of the journey takes you through the heart of small-town USA, where main streets are lined with historic buildings and mom-and-pop shops exude local charm.

We wanted to go to Quebec City, but the drive from Bar Harbor is 5.5 hours. With a little research, we found a hidden gem in the heart of Maine where the Kennebec River and Dead River meet. The area is called The Forks.

To get there, you will traverse the scenic route of Highway 201 through Maine’s countryside to reach The Forks, where adventure awaits, and you can experience the thrill of whitewater rafting on the Kennebec River.

Kennebec River Rafting

We chose Crab Apple Whitewater for our rafting excursion. They were very professional. The Class III and IV rapids were much more vigorous than our other experiences, but super fun and fine with the kids.

The guides take you to the bottom of the Harris Station Dam where the daily water release provides a consistently thrilling ride on the Kennebec River. We all had smiles plastered on our faces for a full hour of non-stop action.

The second half of the trip was floating down a calmer part of the river and enjoying our magnificent surroundings on a perfect sun-filled day.

At the end of the rafting, the Crab Apple team made a delicious barbecue lunch followed by a highlight reel of the trip.

Since rafting is only a half-day excursion, the staff told us about a terrific hike to Moxie Falls , one of Maine’s tallest waterfalls. It’s an easy and beautiful hike.

What started as a way to break up a 5.5-hour drive turned out to be a highlight of our New England Road Trip! If you do this trip and don’t want to go to Canada, we still recommend Maine river rafting on the Kennebec.

• Hotel: Crab Apple Whitewater Lodge (you can book lodging when you book your rafting trip)
• Activities : Kennebec River Rafting, Hiking to Moxie Falls

Day 5: Quebec City, Canada (Drive time 2.5 hours)

With a very European feel, Quebec City has a charm to it that makes you feel like you could amble around the streets and sit in sidewalk cafes for hours.

We were only here for one day but ended up walking around for hours checking out the city. The highlights included Château Frontenac , Dufferin Terrace , Place Royale with the mural of Quebecers, and the Funiculaire du Vieux-Québec.

From an adult point of view, we also loved the stunning interior of the Basilica Cathedral Notre-Dame de Québec and the view of Rue du Petit Champlain from the Breakneck Steps.

The Old Port has a vibrant atmosphere with unique boutiques and lots of delectable restaurants. The delicious farm-to-table restaurant Chez Muffy is a must.

We also enjoyed Paillard’s coffee and pastries and the Beef and bacon poutine from La Souche Microbrasserie. Our kids were mesmerized by the display of candy at Bec et Bonbon.

• Hotel: Our Full Guide to the Best Quebec City Hotels
• Activities : Quebec City Walking Tour and a Half-Day Trip to Montmorency Falls if time allows

Day 6: Montreal to Burlington, Vermont (Drive time 4.5 hours)

We had to work one long drive day into our East Coast road trip route. It’s a 4-hour drive from Quebec City to Burlington, Vermont, so we broke up the drive with a pit stop for lunch in Montreal.

In Montreal, we only stayed long enough for a walk down the cobbled streets of  Old Montreal  and lunch at Jardin Nelson. If you have enough time, check out the trendy  Mile End  neighborhood and stay overnight at Hôtel William Gray .

From there, head for Burlington to begin the final stretch of your 7-day New England road trip itinerary. 

In Downtown Burlington, the big draws are  Lake Champlain  with Waterfront Park and the  Burlington Bike Path , and the  Church Street Marketplace , a pedestrian street with restaurants, shops, entertainment, and plenty of people watching.

We wanted to do the  Ben & Jerry’s Factory Tour . Honestly, who wouldn’t want to drive hours out of your way for ice cream? We thoroughly enjoyed the tour, the flavor graveyard, and our free sample of Late Night Snack.

• Hotel: Hilton Burlington Lake Champlain (7.5)
• Activities : Old Montreal Walking Tour and Ben & Jerry’s Factory Tour

Day 7: Vermont (Drive time 2.5 hours)

Vermont is one of the most scenic destinations for a New England road trip in fall, but it’s also stunning in summer and has so many options if you

We kicked the day off early at Shelburne Farms , an educational working farm in Vermont. We chased around chickens, milked a cow, saw the cheese-making process in action, and bought maple syrup.

Surprisingly, it was a hit for the whole family and I was worried because it seemed more like a little kid activity than something good for teens.

Then, we hit Dorset Marble Quarry , the oldes in the US from 1785, where my husband and the boys dared each other from one cliff jump to the next. There are cliffs at various heights that are great for all ages.

Hildene was next, where even history-averse kids are intrigued by the old Lincoln family artifacts and the sprawling gardens. Then the cool Chiselville Covered Bridge was Vermont picture perfect.

We wrapped up the day staying at Hill Farm Inn where they have animals you can feed, a swimming pool, big grassy lawns for a picnic or sitting by the fire, and a lounge area with a pool table.

• Hotel: Kimpton Taconic Hotel (8.8) or Hill Farm Inn – Manchester (9.2)
• Activities : Shelburne Farms, Dorset Marble Quarry, and Hildene

Day 8: Vermont to Providence or Boston (Drive time 2.5 hours)

The last day had a 3 hour drive back to the airport. It’s almost the same drive time whether you go to Boston or Providence. Since we knew we had a lot of car time, we had a last hurrah at Bromley Mountain Adventure Park .

We had a blast ziplining and riding the alpine slide. The kids also hit the waterslide, a bungee trampoline, and played a round of mini golf. It was the perfect way to let loose before a long drive..

You’d think all of this adventure would be enough, but the one thing we didn’t have time for was kayaking and tubing on the Battenkill River . We could have easily used an extra day in Vermont.

• Activities : Bromley Mountain Resort

How many Days do You Need for a New England Road Trip?

You will see that this New England tour can be tweaked to fit either a 5 day (more of a Boston to Maine road trip) or 10 day New England trip that adds more adventure and scenery – especially if you’re visiting in fall.

This entirely depends on how much time you have. Easily, you could spend a month driving around this region. But, this New England road trip for 7 days will take you to the best places and things to do in the region in just a week.

How to Make This a 10 Day New England Road Trip Itinerary

If you have more time for your trip, a 10-day New England itinerary will allow you to go at a slower pace or add on some amazing destinations like White Mountain National Forest in New Hampshire – especially if it’s a fall road trip.

We did two separate one week New England road trips.

Our trip was in summer so we visited Newport, RI to do the famous Cliff Walks that combine ocean vistas and historic mansions into a 3.5 mile recreational walk. Then we spent 2 days on Block Island .

It’s really easy to scale up this exact itinerary by starting with an overnight in Block Island and adding Boston instead of doing one or the other. Then just add one more day wherever you want.

I personally would add an overnight in Montreal. An extra day in Vermont or the White Mountains of New Hampshire, where you can go hiking or ballooning, would be amazing too, especially for fall foliage.

How to Make This a 5 Day New England Road Trip Itinerary

If you don’t have time for a 7 day New England tour, a 5 day trip will still allow you to see plenty of nature sites, cities, and charming towns.

To do this as a 5-day New England road trip, skip Quebec and Montreal. You might also want to skip Acadia National Park because it’s a long drive, albeit worth the trip.

Here are two 5-Day New England Road Trip Itinerary Ideas:

Boston, Cape Cod, & Newport

• Day 1: Boston
• Day 2: Boston
• Day 3: Cape Cod
• Day 4: Newport, Rhode Island
• Day 5: Block Island

Boston, Maine, New Hampshire, & Vermont

• Day 2: Portland, Maine
• Day 3: New Hampshire’s White Mountains and Kancamagus Highway
• Day 4: Burlington
• Day 5: Green Mountains, Vermont

Best Time to Visit New England

May through October are the best months to visit New England. The warm days of summer, although humid, invite you to hike, swim along the coastline, take boat rides, and enjoy the outdoors.

Late spring is a great time to see wildflowers and the region bursting with a lively atmosphere while the weather isn’t too hot.

Fall road trips in New England are highly recommended to see stunning foliage. The northeast is home to some of the best fall views in the world.

Tips for a New England Road Trip with Kids

When we decided to take a trip to the East Coast, we thought a New England road trip would be a great way to sample all that the area has to offer.

The only issue was how to keep the kids to be happy in a car. That’s a tall order for children who say, “Are we there yet?” after only 30 minutes across town.

1. How to Get The Best Deal

When road-tripping with a full family, flying into a city that has good flights and rental car deals , AND good hotel prices , can save you a lot of money. Look at all three variables for the perfect starting point.

For this trip, we had a choice of multiple airports. Skyscanner is great for finding flight deals.

I wanted a small SUV since we would be in the car for so many days. Check prices on Discover Cars . We’ve gotten the best deals recently through them.

Providence had great hotel deals by the airport, which we needed because the flight we chose landed at 11:30 pm. So, we decided our New England tour would begin and end there.

2. Plan a manageable driving route.

Since we had time for a 10-day New England road trip and wanted to include Canada, we needed to change locations every day. My goal was to keep drives between 1-3 hours.

Knowing those were my parameters, I looked for things to do or places to stop that fit within those guidelines.

3. Know Your Audience

Fun New England activities were the key to keeping our travelers happy. Rock climbing, river rafting, and lobstering were great outlets for all their energy.

If you have kids that have a hard time sitting still, make stops where they can move their bodies. With kids who like a slower pace, a day at the beach might be more fun. For kids that love animals, stop at a farm.

4. Include Your Kids in the Planning Process

With group road trips, you’ve got to make compromises. Plan to see and do things that keep everyone interested, including YOU, instead of just focusing on the kids.

Our New England tour was 2 parents and two boys, 11 and 15 years old. Traveling with an 11-year old is easy as long as you don’t make them sit in the car too long and you do kid-oriented stuff.

15-year-olds can be hard to please and moody. It’s good to include them in the planning process because they are very capable of picking things that they would like to see or do.

5. Download audiobooks

I have never enjoyed being in a car so much! We took one of our son’s required summer reading books and killed two birds with one stone. You can download your first digital book for free on audible.com with a trial membership.

If not audiobooks, look for podcasts that fit a theme your family loves, whether it be science, history, pop culture, or travel. Or just make sure everyone has headphones and can do their own thing.

Final Thoughts About a 5, 7, or 10-Day New England Road Trip Itinerary

A combination of scenic beauty, tons of history, and lovely towns and cities – a 7-day New England itinerary takes you to all the top destinations and tucked-away gems that a northeast road trip can offer.

A 10-day itinerary allows you to cover a larger area or spend a few nights in each place. Finally, a 5-day New England Fall Road Trip is an ideal amount of time to see the beautiful landscapes and foliage.

Whether cruising the coast of Rhode Island, checking out lighthouses in Maine, or seeing the foliage of Vermont, eating tons of fresh seafood, cozy accommodations, and meeting friendly locals, a New England road trip is filled with fun.

Get ready for nature, history, and soaking in the laid-back vibes with this New England road trip itinerary, the ultimate getaway to unwind and explore.

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17 Fun Weekend Getaways from Boston

Boston is truly one of the best cities in the United States –and that’s even before you consider just how many incredible weekend getaways from Boston there are!

As the largest city in historic New England, Boston is filled with some of the most amazing restaurants and photo spots east of the Mississippi River.

However, everyone needs a getaway sometimes, and no matter what your travel style, there are enough short trips from Boston to add to your bucket list, that you can stay busy in the northeast for years!

Some places on this list can be visited utilizing public transportation, such as the Peter Pan bus, Greyhound bus, or Amtrak.

For the most part, though, you will need to either have your own car or rent a car for these weekend trips from Boston.

Here are the best weekend getaways from Boston–plus some tips on how to plan your trip!

Note : This blog post was written for Our Escape Clause by former Boston resident Krystianna of Volumes & Voyages . Thanks for joining us, Krystianna!

Table of Contents

Boston Weekend Getaway Travel Tips

The best cities for weekend getaways from boston, best small-town weekend trips from boston, nature-focused boston weekend getaways.

Some links in this post may be affiliate links. If you make a purchase through one of these links, we may earn a small commission at no extra cost to you. Please see our disclosure policy for more detail.

Before hitting the open road, here are some tips to keep in mind when planning a short getaway from Boston!

Pack for all types of weather.

New England is notorious for having strange and unpredictable weather.

Sometimes, there is a random snow day in May, and sometimes it will randomly be really warm in the middle of November.

For the most part, you’ll want to pack for the season, but don’t be afraid to also pack layers because you genuinely don’t know what you’re going to get !

Be prepared to make stops along the way!

There are so many great places to visit in the northeast, and you will most likely pass by some of these spots along your drive.

Try to plan on pulling off at least a few times during your ride to or from your destination if you’re driving a car.

Especially if you’re heading up to Vermont or Maine, you’re going to pass by some epic viewpoints driving from Boston.

Rental car prices can vary dramatically depending on pickup location.

Don’t just rent from the first rental car place that you find.

Instead, be sure to check out other rental car options in the area , including Boston’s suburbs.

You might be surprised at the deals you’ll be able to find by heading outside the historic center!

For browsing, we recommend shopping with Discover Cars !

They’ll compare prices and inclusions from multiple brands to ensure you’re getting the best deal for your trip.

Compare rental car prices and inclusions with Discover Cars today!

Portland, Maine

Nestled on the coast of southern Maine, Portland is one of the easiest weekend getaways from Boston and is a classic New England getaway.

While you’re there, be sure to stroll around the Old Port, admire Portland from above at the Portland Observatory, snap photos at the Portland Bug Light, tour the beautiful Victoria Mansion, and visit a few of Portland’s famous breweries.

And, of course, you can’t visit Portland without heading out to John Williams Park and admiring the famous Portland Head Light for yourself!

Distance from Boston

1 hour, 45 minutes by car or 2 hours, 30 minutes by train.

How to Get to Portland from Boston

While driving is the easiest way to visit Portland (you’ll have more options for exploring and day trips while you’re there), there are also direct trains between Portland and Boston, making this one of the best Boston weekend trips for travelers who don’t want to drive.

Where to Stay in Portland

• The Francis: This hotel is a historic landmark in the Bramhall neighborhood, near the Art District, and has a fabulous on-site spa. Perfect for a weekend relaxing.
• Best Bower: Simple, clean, and classic with all the cozy luxuries you could wish for from your weekend trip.

New York, New York

New York City is America’s most popular city for a good reason: it’s loaded with great things to do!

Absolute must-sees during a weekend in New York City include Central Park, the Statue of Liberty, Times Square, and the Empire State Building.

Fans of museums and history should also opt to visit the Metropolitan Museum of Art or the Modern Museum of Art.

If you’re lucky enough to be visiting during the wintertime, you absolutely must head to Rockefeller Center to see the giant Christmas tree!

The Rockettes also perform in the winter months. More local attractions like Brooklyn’s Dyker Heights Christmas lights are also worth going out of your way for!

There are lots of great neighborhoods to stay in during your weekend.

Just remember that New York City is vast, and the closer to the city center you are, the less you’ll have to spend on transportation, and New York City traffic can be horrendous .

Opt to try to stay near SoHo for its charming architecture, Greenwich Village to be in the trendy part of the city, or Brooklyn, which is known for being hipster and upbeat.

How to Get to NYC from Boston

The easiest way to get to New York City is to drive, but having a car in NYC can be a hassle!

We recommend taking the Amtrak or the Megabus from Boston’s South Station–the train is a bit more comfortable, and less likely to experience delays due to traffic (a big risk with bus travel between the two cities) but also much more expensive than taking the bus!

Where to Stay in New York City

• Omni Berkshire Place: Just 805 meters from Central Park this Manhattan hotel is a great choice for your weekend trip. Soak in the huge bathtubs and wake up to views of the NYC skyline.
• Sixty Soho: In the heart of the stylish Soho district this is a great spot for your trip. Sip cocktails on the rooftop bar and have your own New York minute.

Burlington, Vermont

Burlington is drastically different from Boston, but that’s what makes it the perfect weekend getaway spot.

This quaint, lakeside city in Vermont is the most populated part of the whole state.

However, it only has a population of 43,000 people, with the majority of citizens being college students at Champlain College and the University of Vermont.

One of the best things to do in Burlington is to go to Church Street, which is a marketplace quite like Newbury Street and Quincy Market in Boston.

It’s a beautiful cobblestone street lined with areas to shop.

Other popular spots include the Ethan Allen Homestead Museum, Waterfront Park, and the Fleming Museum of Art.

The Ben & Jerry’s Factory is only a short ride away from Burlington, so plan on taking a detour there on your way to Burlington or on your way back to Boston.

There are free tours here offered daily, and you honestly won’t want to miss it.

3 hours, 15 minutes.

How to Get to Burlington from Boston

It’s most simple to drive to Burlington using I-93 N and I-89 N.

It is possible to take an Amtrak if you have the time, but you have to make a significant detour to New York City since there isn’t a direct route to Burlington, which can take almost a day.

Where to Stay in Burlington, Vermont

• Green Mountain Suites: The perfect spot for a classic cozy Vermont trip with open fireplaces, fluffy blankets, and an onsite hot tub.
• Blind Tiger: Another gorgeous luxury option is this hotel with a stunning private garden and comfortable rooms.

Newport, Rhode Island

Just south of Boston is the gorgeous city of Newport, Rhode Island , one of the most romantic places in the USA , and a fun getaway from Boston!

It’s most famous for its large mansions that are home to many of America’s celebrities, and in many cases, date back to the Gilded Age.

One of the best activities to do here is to go on a trolley tour, which will bring you around to many of the area’s best mansions.

Other fun things to do in Newport include swimming and shopping.

There’s also the Newport Art Museum, Castle Hill Lighthouse, the Redwood Library and Athenaeum, and Brenton Point State Park.

This area is unlike many of New England’s other cities because it really doesn’t feel like a city at all!

1 hour, 20 minutes.

How to Get to Newport from Boston

It’s easiest to travel to Newport by car, but you could also hop on two buses (one from Boston to Providence and then Providence to Newport) in under 2 hours.

Where to Stay in Newport

• Ivy Lodge: Stay in a classic mansion house complete with a turret and gothic woodwork. In the heart of Newport Mansion District and less than a mile from Newport Harbor, all rooms also have fireplaces for the ultimate romantic weekend evenings.
• America’s Cup Inn: Set along a cobblestone street with gaslights, and decorated with colonial period furnishings, this is a classic New England B&B. Rooms have 4-poster mahogany beds or antique wicker furnishings.

Mystic, Connecticut

Mystic, Connecticut, is a quintessential New England town.

It’s located right on the water and is breathtaking–there are great views almost everywhere you look !

Fun places to explore include the Seaport Museum, Misquamicut State Beach, Ocean Beach Park, and the Napatree Point Conservation Area.

Honestly, if you’re looking for a small town right on the coast, then Mystic is the place for you!

1 hour, 40 minutes.

How to Get to Mystic from Boston

Driving is the simplest way to get straight to Mystic, but you could also take the Amtrak straight from South Station in Boston.

This will only take 1.5 hours!

Where to Stay in Mystic

• The Whaler’s Inn: The Mystic River Bascule is around the corner from this historic hotel in Mystic. Wake up with designer bed sheets and mattresses and enjoy an amazing breakfast before exploring Mystic.
• House of 1833: Step back in time with this charming B&B in Mystic. Packed with historical details, antiques, and quirky collectibles, this is a great choice for a weekend in Mystic.

Bennington, Vermont

The small town of Bennington, Vermont is located in the southwest corner of the small state, not far from either Vermont’s border with New York or Massachusetts.

It serves as the perfect weekend getaway because it’s so vastly different from Boston!

While there, be sure to check out some local restaurants, including Blue Benn Diner, Jensen’s, and Papa Pete’s.

There’s also a lovely brewpub called The Tap House, which is fantastic.

If you’re a fan of the outdoors, be sure to do one of the many hikes in the area, like the hike to the White Rocks.

2 hours, 50 minutes.

How to Get to Bennington from Boston

It’s easiest to drive here from Boston. It’s possible to take multiple buses, but this can turn into a whole day ordeal.

Where to Stay in Bennington

• South Shire: This lovely hotel offers a homestay environment with added hotel touches such as a hot tub and a fabulous breakfast each morning.
• Four Chimneys Inn: Housed in a mansion on an 11-acre estate with an extensive garden, this stunning property is perfect for your weekend getaway. With four-poster beds and classic furnishings throughout you will feel truly spoiled.

Manchester, Vermont

Manchester is located only 30 minutes north of Bennington, Vermont, but if possible, it is even more charming!

This town is historic and is filled with some of the most beautiful buildings in all of Vermont, and is also a popular place to go shopping.

Be sure to check out the Manchester luxury outlet shops and also the Northshire Bookstore.

Similar to Bennington, there are a few hikes in the area that are worth doing, and these ones are a lot less strenuous than other hikes in southern Vermont. 

How to Get to Manchester from Boston

Driving is the only realistic way to get to Manchester from Boston.

Where to Stay in Manchester

• Kimpton Taconic Hotel: This mountain view hotel is a great weekend choice in Manchester. Take a leisurely soak in the huge bathtubs, relax by the pool or just enjoy the comfortable surroundings.
• Reluctant Panther Inn: This quirky named Inn also has an excellent onsite restaurant, as well as spacious rooms, beautiful wood furnishings, and fireplaces.

Saratoga Springs, New York

Saratoga is a quaint town in New York that is most famous for hosting the Saratoga Races!

These occur every summer, so if you’re lucky enough to be visiting during the summer months, then you’ll want to try to go and spend at least one day at the horse races.

It’s truly an unforgettable experience.

Other popular places in Saratoga to explore include Saratoga Spa State Park, Saratoga National Historical Park, and the National Museum of Dance & Hall of Fame.

There’s also a really gorgeous shopping area in downtown Saratoga, which is home to the Northshire Bookstore’s New York branch.

This bookstore is beautiful and it’s great to support local sellers.

How to Get to Saratoga from Boston

You’ll want to drive to Saratoga from Boston. You could also utilize the bus, but it will take a lot longer.

Where to Stay in Saratoga

• Batcheller Mansion Inn: As one of America’s great Victorian houses, built in 1873 and the site of many historical moments in Saratoga history, this is a stunning place to step back in time for your weekend trip. Beautifully preserved and steeped in history, well worth the trip!
• Saratoga Casino Hotel: For a more resort-style weekend trip this hotel is a perfect choice. Rooms are peaceful and huge, and there is a free shuttle service to take you into town to explore.

Portsmouth, New Hampshire

For a classic, small-town New England getaway complete with historic homes, a beautiful harbor, plenty of seafood restaurants, and a relaxed vibe, you can’t beat exploring the best things to do in Portsmouth, New Hampshire !

This gorgeous New Hampshire Seacoast is a New Englander favorite for good reason.

While you’re there, visit the popular Strawbery Banke Museum, shop the charming boutiques, explore downtown and the harbor on foot, and enjoy a seafood dinner on the water.

1 hour, 15 minutes.

How to Get to Portsmouth from Boston

You can reach Portsmouth from Boston by either bus or car.

Where to Stay in Portsmouth

• Ale House Inn: Located in a historic building that once housed a brewery, and with a complimentary bike hire this is a great choice for your weekend in Portsmouth.
• The Hotel Portsmouth: Located in Downtown Portsmouth this charming Victorian manor house has spacious rooms and is a short walk to all the amenities.

Acadia National Park, Maine

The first national park east of the Mississippi is absolutely one of the best weekend trips from Boston for those looking for some hikes, some stunning coastal views, and some of the best sunrises and sunsets in New England!

Some of the best things to do in Acadia National Park include watching the sunrise on Cadillac Mountain (during part of the year, this is the first place the sun rises on the continental USA!), strolling around Jordan Pond, hiking the Beehive Trail, checking out the Bass Harbor Headlight, and exploring the Carriage Roads.

Don’t forget to enjoy the charming things to do in Bar Harbor while you’re there, which is home to great restaurants, a cozy New England vibe, and plenty of beautiful places to stay!

4 hours, 30 minutes.

How to Get to Acadia NP from Boston

The best way to reach Acadia National Park from Boston is to drive. 

While there is a shuttle bus at the park in the summer, it’s vastly easier to visit Acadia with a vehicle.

Where to Stay in Acadia National Park

• Acadia Inn: Within 1 mile of the park and with its own nature trail that extends into the park this is the perfect spot to base yourself in Bay Harbor near the park.
• Bar Harbor Grand Hotel: Another great option in Bay Harbor is this palatial manor hotel with a swimming pool and hot tub.

North Adams/Berkshires, Massachusetts

The Berkshires is a beautiful region of western Massachusetts that is always highly overlooked and underrated.

This area is very rural land and is filled with lots of great outdoor activities.

This is also the perfect place to go if you are interested in seeing fall foliage near Boston that is (maybe) slightly less crowded than the White Mountains of New Hampshire.

North Adams serves as the perfect home base for exploring the Berkshires.

In North Adams, be sure to check out the Natural Bridge State Park, Windsor Lake, and Cascade Trail.

If it ends up raining a bit while you’re there, don’t worry, there are also lovely art museums and history museums worth exploring.

2 hours, 40 minutes

How to Get to North Adams from Boston

You can only get to North Adams from Boston by car, but you’ll pass some magnificent scenery along the way!

Where to Stay in North Adams

• Tourists: This incredible hotel is the perfect place to stay for your weekend trip. Designed like something out of an architecture magazine but still comfortable, warm, and welcoming.
• The Lodge: Another fabulous option set as private cabins with stunning decks to sit and enjoy the sunset.

Lake Champlain, Vermont

Lake Champlain is a gorgeous lake in Northern Vermont and Northeastern New York.

It’s absolutely beautiful and is filled with lots of great outdoor activities, like biking trails, hiking trails, kayaking, canoeing, swimming, and more.

The lake covers a lot of ground, so there are many great towns to set yourself in for exploring the area.

Of course, you could opt to stay in Burlington, but other popular areas to stay include St. Albans and Shelburne.

You could also choose to stay on the New York side, such as in Plattsburgh or Champlain.

Just know that the prices can drastically change depending on where you opt to stay !

4 hours, 35 minutes.

How to Get to Lake Champlain from Boston

Like most of the outdoorsy places, you do have to drive to get to Lake Champlain from Boston.

Where to Stay in Lake Champlain

• Green Mountain Suites: The perfect spot in Burlington for a classic cozy trip with open fireplaces, fluffy blankets, and an onsite hot tub.
• Back Inn Time: This aptly named hotel is perfect for a stay in St. Albans . Surrounded by pretty flower gardens, four covered porches, and two decks, relax in these comfortable surroundings during your weekend trip.

Kennebunkport, Maine

Kennebunkport is a beautiful town and coastal area in southern Maine.

The scenery here is absolutely breathtaking, from the Goat Island Lighthouse to Ocean Avenue.

Some popular places to explore here include Gooch’s Beach, Walkers Point, and the Rachel Carson National Wildlife Refuge.

There are lots of more secluded areas around Kennebunkport that you could easily stay in.

This makes it perfect for a quiet escape from the city, and ranks it among the best weekend getaways from Boston!

1 hour, 30 minutes.

How to Get to Kennebunkport from Boston

The only way to get to Kennebunkport from Boston is to drive, but you’ll drive right along the coast the entire time!

Where to Stay in Kennebunkport

• AWOL Kennebunkport: With cabin and suite options this is a perfect zen getaway in Kennebunkport. Enjoy the garden or the sun terrace between exploring the surrounding area.
• Waldo Emerson Inn: This classic New England inn is a great choice for your weekend trip. Relax by the fire or take advantage of the free bikes to explore the area.

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About Kate Storm

In May 2016, I left my suburban life in the USA and became a full-time traveler. Since then, I have visited 50+ countries on 5 continents and lived in Portugal, developing a special love of traveling in Europe (especially Italy) along the way. Today, along with my husband Jeremy and dog Ranger, I’m working toward my eventual goal of splitting my life between Europe and the USA.

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18 Wonderful Weekend Getaways from Boston

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Sometimes you just need a little mini-vacation to reset, and weekend getaways from Boston are perfect for that! If you’re looking to plan the perfect adventure away from Boston , then check out this list of easy weekend trips from Boston that will have you returning to the city recharged and ready to jump back into the grind! 

Best of all, with the driveability of New England , you can take a quick New England roadtrip and head to destinations all around the region for your weekend escape.

Table of Contents

Weekend Getaways from Boston

Make a beeline for the berkshires.

This one is a no-brainer, right? If you’re looking to get away from The City on a Hill for a little weekend reset, you don’t even need to leave the state because the Berkshires can offer both fun and relaxation! If you’re looking for a weekend getaway in the fall, there are multiple choices for prime leaf-peeping and apple-picking , and if you’re looking for a little more adventure, there are several options for that too, including some of the coolest hikes in New England!

If it’s more of a romantic getaway you’re after, consider renting a cozy Berkshires cabin during your weekend trip from Boston. Whether you’re into action, respite, or romance, the Berkshires is an ideal weekend getaway from Boston.

If you’re looking for a modern, romantic place to stay, book a room at 33 Main!

Click Here to Check Prices & Book!

Check in and check out for the weekend in Old Saybrook

Saybrook Point Resort and Marina in Old Saybrook, CT means a weekend getaway of rest and relaxation on the lovely Long Island Sound with amenities and accommodations to die for. Room options include stellar views over the Long Island Sound, fireplaces, and private balconies.

If you are planning a romantic weekend getaway from Boston, the Lighthouse Suite was voted the “Most Romantic Place to Stay” by Connecticut Magazine and features 360-degree views of the coastal oasis of Old Saybrook, CT, so hint, hint on that…

No matter where you stay, Old Saybrook is definitely one of the best beach towns in New England to visit.

Spend the weekend sampling all Portland has to offer

Portland, ME is well-known as a foodie destination, and is an interesting and eclectic mix of trendy hipster vibes and historical sophistication; you can find breweries , museums, lighthouses , shopping, coffee shops, bakeries , sailing, and cruises in Casco Bay, nearby hiking trails , and so much more . In fact, you can find a ready-made itinerary of all the must-do, must-see, must-eat & drink spots to visit for a perfect weekend getaway in Portland here , including recommendations for the best hotels and Airbnbs in Portland.

Portland Harbor Hotel has a very cool vibe.

Stay in stunning Stowe

A must-add to any weekend getaway list , the gorgeous ski town of Stowe, VT is perfect for a weekend trip from Boston! Travel + Leisure named Stowe as one of America’s Best Ski Towns , and Stowe has a lot more to offer beyond just their spectacular ski slopes.

There are many things to do in Stowe, including hiking and checking out the top restaurants , breweries, and breakfast places and if you’re looking for a spot to rev up the romance, well, Stowe also made it on this list of romantic getaways in Vermont, too!

This is one of my favorite New England day trips , period.

There are lots of cool Stowe hotel and Airbnb options to pick from, but a stay at the Trapp Family Lodge is quintessential Stowe!

Venture into North Conway

If you are looking for a weekend getaway from Boston to enjoy a variety of adventurous outdoor activities, then North Conway might just be the perfect destination for you! In the winter, you can hop on a snowmobile as the snow falls softly all around you, and in the summer, you can kayak or tube down the river as the sun glistens off the water with highly-rated Northern Extremes .

There are plenty of fun things to do here, but don’t forget to check out one of the region’s favorite outlet malls, Settlers Green , where you can shop at all 60+ retailers TAX-FREE! There are lots of solid options for where to stay and where to eat in North Conway, too, and North Conway Grand Hotel is a cool place to stay.

Indulge in some Gilded Age glory in Newport

Newport, RI is one of the most beautiful cities on the New England coast, and one of the top weekend getaways from Bostson sure to make anyone feel like they have stepped into another world far, far away from the hustle and bustle of the city.

Newport is well-known for its beautifully preserved Gilded Age era mansions, gorgeous beaches, delicious restaurants, and the scenic Cliff Walk , and it’s hard not to get swept away in the romance of this enchanting city, so if you are looking for a romantic getaway , check out these cool hotels and Airbnbs in Newport , too. If you’re looking to splurge, check out Castle Hill Inn!

Retreat to Rockport

Just about an hour up the road, lovely Rockport, MA makes for a great quick weekend getaway from Boston! You’ll love the stunning natural scenery of Cape Ann and the man-made charm that includes the row of rainbow houses and Motif #1, the bright red fishing shack that attracts artists from all around the world to capture its essence.

Whether you spend your weekend in Rockport checking out the local art on Bearskin Neck or lounging on the beach, this picturesque seaside village offers plenty of options for anything a person might need to relax and unwind for the weekend, including interesting inns, amazing restaurants, and some of the best breakfast options on Cape Ann! Plus, with Rockport being such a short trip from Boston, it can be the perfect overnight trip spot.

Check out our review of Emerson Inn ; definitely a cool place to stay in Rockport!

Go for a wild weekend in Acadia National Park

Okay, so spending the weekend visiting Acadia National Park doesn’t necessarily mean you will be going “wild,” but it’s the perfect place to enjoy the wild beauty of coastal Maine. It is just under 5 hours drive to get to Acadia from Boston, so this one is probably best reserved for a long weekend from Boston trip.

Whether you stay in one of these beautiful Airbnb s, charming inns , cute cabins , or you decide to rough it by camping on your own, there are so many ways to enjoy the stunning scenery of Acadia National Park. Hiking is a given, but leave the plan loose with plenty of time to explore other activities too (like whale watching!) and you can even use this thoughtfully planned 3 Day Itinerary to guide you.

Consider booking a room at Bar Harbor Manor for its convenient downtown location!

Lose your stress in Litchfield Hills

When you are looking for a laid-back weekend getaway from Boston to escape the stress and pressure of big city life, look no further than the region of Litchfield Hills, CT. known for its scenic backdrop that includes picturesque covered bridges and rushing waterfalls.

In fact, this area is such a perfect example of New England charm that the village of Kent was included in our list of Charming New England Towns to Visit in the Fall . When it is laid-back and restful vibes you are after on your weekend getaway from Boston, consider booking  a room at lovely Litchfield Inn for lovely scenery and fantastic service.

Pop in to Providence for a weekend well-spent

Providence is its own unique brand of hip, and because it takes less than an hour to travel to, it make the perfect weekend trip from Boston spot. There are museums, funky outdoor flea markets, cool, historical landmarks, and Water f ire , an internationally known annual art installation event that draws people in from all around the world.

There are so many great things to do in Providence , including breweries, coffee shops, restaurants, breakfast spots , hotels, and more; consider a stay at historic Hotel Providence in downtown PVD!

Pack your bags for Portsmouth

Portsmouth is just a quick drive up from Boston, but this weekend getaway destination will still take you worlds away from all the hustle and bustle of the city! This cute coastal New Hampshire town offers a ton of museums and historical monuments , incredible food options , cool breweries , breakfast places , and more. There are plenty of options for where to stay in Portsmouth including some pretty awesome Airbnb stays, too.

Any time of year, Portsmouth is the perfect Seacoast weekend getaway from Boston; consider booking a room at The Hotel Portsmouth for its excellent amenities and location.

Have the best time in Burlington

Burlington is the perfect spot for a Vermont weekend getaway from Boston! This hip and artsy college town has a lot to offer visitors, like some extra cozy coffee shops , unique breweries and bars , excellent restaurants , great breakfast spots , and some fantastic hiking. There are plenty of cool options for where to stay in Burlington , including awesome Airbnbs , and if you are traveling with your pup, Burlington is extra pup-friendly with lots of restaurants, hotels, and activities that welcome you and your pooch, too!

Consider a stay at Hilton Garden Inn Burlington Downtown to be just 2 blocks from Burlington’s famous Church Street!

Lap up luxury in Nantucket

For the ultimate luxury weekend getaway from Boston, look no further than The Wauwinet in Nantucket, MA! Adults only, this stunning seaside resort is the only Relais & Chateaux hotel on the island and when you are there, you will feel like royalty.

There are so many great things to do in Nantucket, from the beaches to the restaurants and beyond, but if it’s a romantic trip from Boston you’re planning, The Wauwinet is one of the most romantic hotels in the US and you will see why from the moment you check in.

Explore the magic of Mystic

The waterfront village of Mystic is less than a 2 hour drive from Boston, making it an ideal weekend vacation near Boston, and not just because you can visit the actual Mystic Pizza that the Julia Roberts movie was based on!

Located on the Mystic River, Mystic offers all kinds of fun ; visit the Mystic Aquarium, sample some local flavors , and consider a stay at one of the top Mystic hotels, like The Whaler’s Inn.

Visit the history, mystery, and intrigue of Salem

Salem remains a hotspot for all intrigued by its infamous past, but there’s more to explore here than just historical drama on its hallowed streets. Of course, there are a lot of activities around Halloween , including ghost tours and checking out all the locations that Hocus Pocus filmed in town , but all year round you can find interesting museums, novelty shops, reputedly haunted places , and psychic encounters that will let you get a bit of a taste of the occult yourself. Salem’s motto is “Still making history,” and when you spend your weekend getaway sampling the tastiest restaurants and staying in the coolest Airbnbs and inns , you’ll see how that’s true!

Want to stay at one of the most haunted hotels in New England ? Consider booking a room at Hawthorne Hotel!

Make memories in Manchester, VT

Nestled in the Green Mountains, Manchester is one of those picturesque towns in Vermont and offers something for every kind of visitor .

There’s great hiking, a cute downtown, historical Hildene, the Lincoln Family Home , and more to keep you busy, and w ith fabulous restaurants and lodging options , Manchester is a great choice for a weekend getaway from Boston that will leave you feeling refreshed and ready to go on Monday.

Check out Kimpton Taconic Hotel for rustic charm within easy walking distance of all kinds of fun downtown Manchester things to do.

Be cool in Cape Cod

A Cape Cod vacation from Boston is nothing short of paradise any time of the year, and just a quick hour drive to get there. P lanning your weekend getaway from Boston for warmer weather means you can enjoy the beaches a little more, but Cape Cod in the fall is its own lovely experience, too.

Cape Cod has great dining, hotels , and Airbnb options , wineries to visit, lobster rolls to sample, hikes to take , and more, and the biggest issue you will find on your weekend getaway from Boston will be narrowing down your choices; which Cape Cod towns will you visit? Provincetown ? Wellfleet ? Chatham ? Be sure to scope out some of the best things to do in Cape Cod with kids if you’re planning a family trip from Boston!

We recently stayed at Captain’s House Inn in Chatham and loved it! Check out our experience here .

Click Here to Check Prices & Book !

Slow down on Block Island

Block Island has just about every ingredient to make the perfect summer weekend getaway: beaches, bluffs, lighthouses, and all the amenities you could possibly want. Beautiful Block Island has plenty of options for where to stay , fun things to do , and great restaurants to eat at. Block Island is the perfect spot for a summer weekend trip from Boston!

Consider a stay at Old Town Inn while on Block Island for excellent service, coastal modern rooms, a phenomenal breakfast, and fantastic location for beaches, a lighthouse, and more.

Weekend getaways are always an excellent option for decompressing and letting off a little steam. You work hard all week, hope this list helps you choose the best weekend getaway from Boston for you!

You might also like:

• 50 Things to Do in Massachusetts: Your MA Travel Guide
• 15 Great Places to Babymoon in New England
• 7 Fantastic Weekend Getaways in Connecticut
• 7 Weekend Getaways in Massachusetts for Bay State Fun!
• 18 New England Weekend Getaways from NYC

13+ Unforgettable Road Trips from Boston to Take This Year

Boston, a charming Northeast city, is best known for its role in American history. While there are plenty of things to do in Boston on its own , there are also so many surrounding cities and parks that are only a quick road trip from Boston that are also worth exploring!

Having grown up in California, I was not used to the accessibility of other states until living on the east coast! It’s as easy as hopping in your car, and you could be in another state or city near Boston exploring a state park, a beach, or a wine region!

With the help of my fellow travel bloggers, we have crafted a list of the best road trips from Boston that I encourage YOU to take this year!

So, let’s get into it!

Planning a trip in 2024? Check out some of my favorite resources!

For flights:.

Expedia makes booking flights extremely easy. I found that they always have the cheapest flights, and have not had any issues with their customer service.

For HOTELS:

I use Booking or all of my hotel reservations. The platform is extremely easy to use, and you always get the best rate because of their price guarantee.

For Activities:

I love booking activities before a trip with Get Your Guide! I have had a good experience with all of the activities I booked, and found they have the most affordable prices.

Disclaimer: This post may contain affiliate links. If you click on a link, we may earn a small commission if you purchase through these links at no additional cost to you.

Table of Contents

Map of the Road Trips from Boston Destinations

Here is a map showing all of the destinations that this list of the best road trips from Boston includes!

The Best Road Trips from Boston

On this list, you will find some road trips that will take you under an hour, and some that might even need to be broken up into multiple days! We’ve included the road trip length and distance to allow you to better plan your journey.

1. Boston to Mystic, CT

• Road trip destination: Mystic, CT
• Road trip length: 2 hours
• Road trip distance: ~100 miles
• Route taken: I-95 S
• Best time for road trip: June to August and during the fall foliage season (September/October)

Recommended by Kitty from  Kittymeetsworld

Driving to Mystic, Connecticut makes for an excellent road trip from Boston. The drive itself will take around two hours (and in fall offers a chance to admire autumn colors).

If you want to break up your journey, you could stop in Providence, RI, to check out the beautiful campus of Brown University and the downtown area. Closer to Mystic, Saltwater Farm Vineyard on the Connecticut Wine Trail would also make for a fun stop.

But, the highlight of this road trip is the destination . Mystic is the prototype of a traditional coastal New England town. With its clapboard houses, white church, tree-lined streets, and quaint stores, the historic downtown of Mystic is ideal for a stroll. If you time it right, you may even see the bridge being raised to let sailboats pass through!

Don’t miss out on a visit to Mystic Pizza, made famous by the 1988 film with Julia Roberts. If you would rather enjoy seafood in a casual atmosphere, nearby Noank has two popular lobster eateries. Watch out for seagulls though if sitting outside – they will steal your food if you are not careful!

Aside of the charming village that seems to be straight out of a Norman Rockwell painting, Mystic boasts another major attraction: Mystic Seaport. Seaport Village recreates life in a whale fishing village in the 1880s and is a must-see on your road trip.

In the summer and on weekends, docents in period clothing show traditional craft, fishing, and farming methods. In addition, you can explore historic boats and even take a ride on a steamboat.

2. Boston to the Berkshires, MA

• Road trip destination: The Berkshires, MA
• Road trip distance: 125 miles
• Route taken: I-90 W
• Best time for road trip: Summer

Recommended by Karen of Outdoor Adventure Sampler

The Berkshires in Western Massachusetts are an ideal road trip from Boston. Located a mere two hour drive from Boston, the vacation paradise of the Berkshire mountains is a spectacular place to explore. Take the Mass Turnpike for 125 miles to the western part of the state to access the many small towns.

Visitors are drawn to the outdoor beauty of the Berkshires in all seasons. Outstanding fall foliage is a showcase for travelers from all over the world. In the winter, the Berkshires become a snowy wonderland.  Cross country, snowshoeing, and downhill skiing areas  can be found throughout the Berkshires.

However, summer may be the most popular season to visit the Berkshires. Charming villages with boutique shops and farm to table restaurants abound. 

Besides outdoor activities, the Berkshires area is home to the Norman Rockwell Museum, the Clark Museum, and the innovative Massachusetts Museum of Contemporary Art (MassMOCA). The Berkshires also boasts the open air music venue Tanglewood. It has an immaculate lawn for spreading out a picnic while watching world-class concerts. The summer home of the Boston Symphony Orchestra is also at Tanglewood.

I enjoy spending a few days in the Berkshires to see some of the natural beauty such as Bash Bish Falls. It’s also easy to immerse in the culture and spend a few hours exploring the museums and historic towns. End the day with a stay in one of the classic New England inns with stone fireplaces and historic touches.

3. Boston to Chatham, MA

• Road trip destination: Chatham
• Road trip length: 1.5 hours with no traffic
• Road trip distance: 87 miles
• Route taken: take I-93 South out of Boston and then merge onto Route 3 South
• Best time to take road trip: Summer or Fall

Recommended by Fab 5 Family Travel

Chatham is one of the most beautiful destinations on the Cape, and recently was able to take this road trip with my husband on summer vacation! We flew into Boston and left directly from the airport. We arrived mid-morning, so didn’t experience much traffic but keep in mind the traffic worsens on Fridays and on the weekends as people flee the city for the Cape beaches.

We loved our stay at the Greyfinch Inn and our time exploring Chatham. Some of the best things we did were stroll through the charming downtown, see the seals at the Chatham Fish Pier, eat fresh seafood, and visit the iconic lighthouse.

Chatham’s beaches are gorgeous and a great way to unwind. If visiting in the summer, make sure to secure a parking pass for the popular beaches and catch a baseball game in the Cape Cod Summer League. 

While in Chatham, you must go to the Cape Cod National Seashore that stretches throughout the Cape. It was a highlight of our trip. If you love history, learn about the region’s history at Chatham Marconi Maritime Center or the Atwood House Chatham Historical Society.

4. Boston to Martha’s Vineyard, MA

• Road trip destination: Martha’s Vineyard
• Road trip length: 1.5 hours to Woods Hole then a 45 minute ferry ride to the island
• Road trip distance: 70-80 miles
• Route taken: I-93 South from Boston, merging onto MA-3 South, and then continuing onto US-44 West. Then I-495 South to MA-25 East. Follow signs to Cape Cod/The Islands.
• Best time to take road trip: Mid-week in early June for lighter crowds and pleasant weather. Avoid peak summer weekends if you’re not a fan of traffic. 

Recommended by Maria from Martha’s Vineyard Travel Tips

Martha’s Vineyard is the perfect destination for a road trip from Boston. If you time it just right, you can be sitting on the beach, basking in the sun less than 3 hours after leaving home. 

Some of my favorite things to do are to take a stroll around the colorful gingerbread cottages in Oak Bluffs or visit Edgartown Lighthouse. If you really want to get away from it all, I recommend hopping on the Chappy ferry and visiting the secluded, pristine beaches of  Chappaquiddick .

When you arrive on Martha’s Vineyard, you’ll find a charming island full of fascinating history, quaint shops, boutique inns and incredible local seafood restaurants. 

I’ve done this road trip several times and I recommend hitting the road early. Even though the journey is less than 80 miles, if you hit that Cape Cod traffic on a summer weekend, your driving time can double! It’s also essential to make a car reservation well in advance of your trip.

5. Boston to Salem, MA

• Road trip destination: Salem, Massachusetts
• Road trip length: 35 minutes
• Road trip distance: 25 miles
• Route taken: I-95, I-93, MA 128 N at Exit 40
• Best time to take road trip: Summer for great weather or Fall for Halloween festivities

Recommended by Mackenzie Jervis, A Wandering Scribbler

Heading out on a road trip through Massachusetts to Salem, MA, is not just a journey through miles but a voyage through time, history, and mystique. Salem, with its enigmatic past as the site of the infamous witch trials of 1692, has an intriguing blend of the eerie and the enchanting.

The road trip from Boston to Salem is only about 25 miles, offering a scenic drive through the charming New England landscape. Along the way, travelers can pause to explore historic landmarks such as Marblehead, known for its colonial architecture and maritime heritage.

In Salem, the cobblestone streets feel like stepping back in time. Attractions like the Salem Witch Museum and the House of the Seven Gables, where Nathaniel Hawthorne found inspiration for his novel of the same name, are great places to explore. While Salem is worth a visit any time of the year, the city truly comes alive in the fall. Salem’s Halloween festivities , held each October, are like a giant party throughout the town for those who love witches, spooky activities, and the history of the witch trials.

Salem also has a lively arts scene, with galleries, boutiques, and artisan shops lining its streets, offering a modern contrast to its historical significance. Salem’s food scene offers fresh seafood and locally sourced fare, while its waterfront promenade provides a serene backdrop for relaxation. Whether drawn by history, culture, or simply the allure of the unknown, a road trip to Salem from Boston promises an unforgettable adventure steeped in mystique and charm.

6. Boston to Ocean City, MD

• Road trip destination: Ocean  City, Maryland
• Road trip length: 7 hours
• Road trip distance: 450 miles
• Route taken: I-84 to CT-91 to CT-15 to Hutchinson River Pkwy to Cross County Pkwy to Henry Hudson Pkwy to I-95 to NJ Turnpike to 1-295 to 1-95 to US-13 to US-113 to US-50
• Best time to take road trip: Summer

Recommended by Denise from Chef Denise

A road trip to Maryland is a perfect way to spend a summer weekend! I’ve done this road trip from Boston to Ocean City many times, and it can easily be done in a day. However, I prefer to make some stops along the way as this route goes through two of America’s most amazing cities: New York City and Philadelphia. It’s even more worth it if you can spend a night in each. 

You can drive to Manhattan in about 4 hours from Boston. I like to leave early so I can have lunch in the city and take a long walk down 5th avenue and through central park. Then I have an amazing dinner, preferably where the view of the Brooklyn Bridge rivals the food.

From NYC to Philadelphia, it’s less than two hours. So I load up on a big breakfast at Veselka in the East Village before hitting the road. As a big foodie, in Philadelphia I’m happy wondering around Reading Market all day and landing where my taste bud take me. With a good dose of historical sights mixed in, of course. 

Then, it’s just 2.5 hours to Ocean City. Summer is the best time to visit Ocean City because as the name implies, this is a resort town that comes alive from Memorial Day through Labor Day. With a seven mile boardwalk, a warm Atlantic Ocean, and lots of water activities, the beach is where you’ll want to be. It’s also where you’ll find the  best crab restaurants in Ocean City —the real reason to visit in summer—crab season!

7. Boston to Acadia National Park, ME

• Road trip destination: Acadia National Park
• Road trip length: 5 – 7 hours
• Road trip distance: 300 miles
• Route taken: Highway 1 and 1A along the coast
• Best time to take road trip: Fall. The leaves and changing and the oysters are delicious

Recommended by Melody Fanslau from  The Winding Road Tripper  blog

A road trip to Acadia National Park is full of quaint towns and beaches, so it will be jam-packed with options for you to create your own trip depending on the amount of time you have.

One of the best parts about this road trip is it takes you along quiet highways along the coast (Highway 1 and 1A) and avoids Interstate 95.  

The best stops along this route include Salem, MA, Portsmouth, NH, Portland, ME, Camden, ME, and Bar Harbor/Acadia National Park, ME.

Salem hooked me with its eerie past and quirky museums. It was like walking through history with a spooky twist. Then, Portsmouth was a breath of fresh air—historic yet lively. Cafes, shops, and that old-world charm made it the perfect pit stop.

Maine was a showstopper with its scenic beaches and quaint towns. Portland was a blend of city cool and seaside charm. I had some of my favorite cocktails at Blyth & Burrows. The Portland Head Light was postcard-perfect, and wandering the Old Port was a day well spent.

Maine has many great coastal towns, but Camden was one of my favorites. You can spend time hiking in Camden Hills State Park or take a sunset sail. 

As for Acadia National Park, it was the grand finale. From the stunning views on Cadillac Mountain to the serene beauty of Jordan Pond, it was nature at its best.

This road trip was more than just a drive; it was a collection of awesome stops, breathtaking views, and delicious eats. Each stop had its unique flair, making the journey unforgettable.

8. Boston to Portsmouth, NH

• Road trip destination: Portsmouth, NH
• Road trip length: 1.5 to 2 hours with traffic
• Road trip distance: 62 miles
• Route taken: Interstate 95
• Best time to take road trip: September to November, during fall foliage season

Recommended by Stacy from Explore Baja California

Portsmouth is a historic city in that boasts a well-preserved downtown area with cobblestone streets, brick sidewalks, and elegant colonial architecture that is perfect for a weekend getaway from Boston.

If you don’t have a car, there are also bus services available between Boston and Portsmouth. Companies like Greyhound, C&J Bus Lines, and Concord Coach Lines operate several buses per day between these two cities. 

June to August is the peak season in Portsmouth. The weather is warm, and there are numerous outdoor activities and you can enjoy outdoor festivals, concerts, and dining. The downside is that it can get crowded, and accommodation prices may be higher during this time. 

September to November is fall foliage season in New England, including Portsmouth, which is renowned for its stunning colors. I visited Portsmouth in September and had a great time, as it was still sunny and pleasant to be around.  

The weather is generally pleasant throughout September and the first half of October, and there are still plenty of outdoor activities to enjoy, such as hiking and leaf-peeping. And, it is the visit fall-themed events and enjoy seasonal treats like apple cider and pumpkin-flavored treats at local farms and stores!

9. Boston to White Mountains, NH

• Road trip destination: White Mountains, New Hampshire
• Road trip length: Approximately 2.5 to 3 hours one way
• Road trip distance:  About 160 miles one way, depending on the specific destination within the White Mountains and the starting point in Boston.
• Route taken: I-93 North from Boston to the White Mountains. This route provides a direct path to many of the region’s attractions and scenic areas.
• Best time to take road trip: Fall

Recommended by Sophie from Delightful Travel Notes blog

A road trip from Boston to the White Mountains promises a mix of natural beauty, adventure, relaxation, and family fun. As you approach the White Mountains, the view transforms into a breathtaking vista with rugged mountain peaks, dense forests, and crystal-clear streams.

The best time to take this road trip is in the fall. Fall is a highly popular time to visit due to the spectacular fall foliage. The weather is also pleasant for hiking and outdoor activities.

Summer months are also perfect for those interested in hiking, camping, and other outdoor activities. The weather is warm, and all attractions and trails are open, including mountain coasters and water parks.

The area has a wide range of activities year-round but it is extremely beautiful in the fall. The forests become a vivid palette of reds, oranges, yellows, and golds. When visiting this region, we like to stay in North Conway, which is very convenient to access attractions and scenic drives, especially the famous Kancamagus Highway.

Due to its popularity, it is important to plan ahead if you want to see fall colors in the White Mountains. Accommodations can fill up quickly, and some areas may experience heavy traffic, especially on weekends.

10. Boston to Montauk, NY

• Road trip destination: Montauk, NY
• Road trip length: Around 5 hours
• Road trip distance: 202 miles
• Route taken: I-90 West, I-395 South, RT-32, then take Cross Sound Ferry
• Best time to take a road trip: Late spring is the best time to visit as you will get to experience warm temperatures but fewer crowds. 

Recommended by Samantha Oppenheimer of Find Love and Travel

I couldn’t recommend a better road trip from Boston than a trip to Montauk. You will find this wonderful beach town located at the end of the peninsula of Long Island, New York. Montauk is the perfect location for a spring or summer getaway! 

This is unlike any other locations that you’re probably familiar with in New York as it has a much more serene atmosphere, instead of the bustling streets and city lights. Plus, during your drive from Boston, you’ll get to experience some pretty incredible scenery, too.

The road trip is worth taking because there are so many great attractions to visit while there. Hiking and biking are both some of the best things to do in Long Island, and are very popular since there are six state parks to choose from. The Montauk Lighthouse is a great family-friendly activity. Then, after a day of driving and exploring, you can settle down on one of the beaches to enjoy an incredible sunset. Gin Beach is my favorite! 

11. Boston to New York City, NY

• Road trip destination: New York City
• Road trip length: Approximately 4 hours (with no stops)
• Road trip distance: 220 miles
• Route taken: There are multiple routes via I-90, I-95, or I-84 (each route offers different options for stops along the way)
• Best time to take the road trip: Summer or fall would be ideal

Recommended by Rebecca from Veggies Abroad

A road trip from Boston to NYC offers a scenic journey through picturesque small towns, ending with the Big Apple! If this is your first East Coast road trip adventure, I suggest taking the route via I-95 so you can enjoy a mix of scenery.

This route is especially great in the summer as you will have beautiful weather and longer days, but it’s also beautiful in the fall with the colorful foliage. I would avoid it in the winter, as the East Coast can be pummeled with snow and brutal winter weather. 

As you head to NYC via I-95, consider making two stops, first in Providence, Rhode Island, and second in the quaint town of Mystic, Connecticut.

In Providence, try to plan your trip around one of their unique WaterFire events! Generally, from late spring through fall, the city lights bonfires along the river, and there are activities and live music.

Mystic, Connecticut, is a charming small town known for its maritime museums, but it’s also the setting for one of Julia Roberts’s early movies, Mystic Pizza! The pizzeria that inspired the movie is still in town and serving up slices!

Once you get to NYC, you’re going to want to ditch the car — heads up, parking fees are astronomical! Just about every hotel offers parking, but be sure to check the prices before you book. NYC is one of the best cities in the US to explore. It’s home to endless entertainment, activities, and just about every type of food you can imagine, from greasy pizza to  fancy plant-based eateries.

12. Boston to Newport, RI

• Road trip destination: Newport, Rhode Island
• Road trip length: 3 hours
• Road trip distance: 156 miles
• Route taken: I-93 S to MA-24 S and RI-24 S to RI-114 S/W 
• Best time to take road trip: late Spring to early summer or late summer to early fall

Recommended by Jenifer of The Evolista

One of the best road trips from Boston is to the mansions of Newport, Rhode Island. The journey is only a few hours, and a step back in time to the Gilded Age. 

The Breakers, built as the summer residence for Cornelius Vanderbilt II, is the most notable of the Newport mansions. Step into 19th-century opulence and see the architectural grandeur of the Breakers. Then take the Cliff Walk, a scenic path with views of the Atlantic Ocean, to see Rosecliff, where many TV shows and movies have been filmed, and the Chinese Tea House at Marble House.

Fort Adams State Park is the largest fortification on the East Coast with cool tunnels and panoramic vistas of Newport Harbor. If you’re lucky, you may be able to see a concert or sailing race while there. 

Check out the shops on historic Thames Street and walk to Bannister’s Wharf for a meal at Clarke Cooke House Restaurant. On one of your days, take a sailing cruise or a ferry for a  day trip to Block Island . Once you arrive, rent a bike to tour Block Island’s beaches, lighthouses, and the Great Salt Pond. Have lunch at the Oar and order a mudslide before heading back to Newport. 

On the return trip to Boston, stop in Providence to visit the RISD Design Museum, Roger Williams Park and College Hill. This road trip is best done in 3-4 days and lets you experience a variety of New England bucket list activities.

13. Boston to Providence, RI

• Road trip destination: Providence, RI
• Road trip length: 1 hour
• Road trip distance: 51 miles
• Route taken: via I-93 S and I-95 S
• Best time to take road trip: October

Recommended by Tanya Taylor,  Travels & Treasures

Whenever I take a trip out of town I try to make the most of it and visit another city that is nearby.  So when I booked a girl’s trip to Boston, Massachusetts I thought it would be great to see Providence, Rhode Island. 

I booked a stay for two nights.  On the way, we enjoyed seeing the change of the colorful leaves during the Fall season.

The town was easy to get to and we only had to be on the road for 1 hour.  We settled into our hotel for the evening and awoke refreshed and ready to explore.

First, we went to Brown University and walked around the campus.  It was particularly interesting to learn that it was one of nine colonial colleges founded before the American Revolution. The downtown area was rather small but quaint.  The area is artsy with lots of boutique stores and unique finds.

My favorite experience was exploring Waterplace Park and Federal Hill.   Waterplace Park is situated along the Woonasquatucket River with pedestrian paths along the riverwalk.  It’s a great spot for a morning stroll or to grab bites and shop when the outdoor market is open.

Federal Hill is a happening neighborhood where locals hang out as a community.  We stopped at Costantino’s Venda Bar & Ristorante, an old Italian restaurant, and sat outdoors near a fountain while listening to live entertainment.  We were also fortunate to catch the start of the Rhode Island Seafood Festival in India Point Park. The stay was short, but the road trip inspired me to have more adventures.

14. Boston to Burlington, VT

• Road trip destination: Burlington, Vermont
• Road trip length: 5 hours and 40 minutes
• Road trip distance: 276 miles
• Route taken: MA-2, VT-9 W, Vt Route 7, I-91 (briefly)
• Best time to take road trip: May-July, September-October

Recommended by Amy Hartle of New England With Love

Vermont is a destination that calls to so many. Green as can be in the summer and vibrant with foliage in the fall, it’s my personal favorite state in New England. If you’re visiting Boston, it’s not a hop skip and a jump up to Vermont, but heading up and taking a  road trip through Vermont  is 100% worth it.

This trip can be done in one day if you’re feeling up to it, but I recommend a slower pace. If you take Route 2 straight out of Boston, you’ll pass Lexington and Concord: a must stop for history and literary buffs. Once you’re in Vermont, consider stopping overnight in Brattleboro, a fun hip town that’s a bit off the radar. 

After departing Brattleboro, you’ll cross over the mountains along Route 9, a winding road that is especially beautiful in the autumn. Don’t miss the scenic overlook in Marlboro at Hogback Mountain, which offers a “100-mile view.” Gorgeous. 

If Brattleboro doesn’t appeal, Bennington also has a lot of cool things to do, from art to coffee culture to its iconic Bennington Battle Monument. Leaving Bennington, you’ll drive up Route 7. You’ll follow this all the way to Burlington, with numerous possible sites to check out along the way. 

A couple of my favorites:

• Northshire Bookstore in Manchester: one of New England’s top independent bookstores
• Vermont Cookie Love in Ferrisburgh: incredible cookies, right along your route

Finally, you’ll be in Burlington. This is Vermont’s largest city and there is so much to do, including checking out the dozens of local breweries. Don’t miss views over stunning Lake Champlain either, especially at sunset. 

So now you know what the best road trips from Boston are! These road trips not only have an incredible destination to explore, but also include a beautiful drive (if taken during the right season!)

And, if you are looking for more Northeast cities to explore even after reading this, I’ve got you covered! Philadelphia is one of the best cities in the Northeast, with so many free things to do making it an affordable trip!

While I always recommend exploring a city enough to get a feel for it, Philadelphia is compact enough that you can easily craft a 1 day itinerary to explore much of what the city has to offer!

in it for later

Jess is a medical student in the midwest, with a HUGE passion for travel and wine tasting. When she is not found at the hospital, you can find her playing with her mini Australian Shepherd or planning her next vacation! She created Travel + Tannins to help inspire and plan travel (wine related, or not!) for others.

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Summer Weekend Trips from Boston

Boston is surrounded by natural beauty – there are lakes, mountains and/or the Ocean- practically in all directions; so it is a perfect starting point for weekend roadtrips.

Here are our favorite tried and true summer weekend destinations from Boston:

NORTH OF BOSTON DAYTRIP

A DAY trip might be the best weekend choice for many families.  With close ties to the South of Boston, we have not visited the North shore in a while and were happy to rediscover Massachusetts’ other Cape- Cape Ann and a nearby town of Ipswich on a recent day trip.  I will work on proposed day trip itinerary soon, but for now- check out Crane Estate and Hammond Castle , as well as the coastal towns of Rockport, Gloucester and Manchester-by-the-Sea.

Tip : Many beaches North of Boston are for residents only but you may want to plan a visit to a museum during the day  and coastal walk at sunset when parking fees are not collected.

THE BERKSHIRES 

( 2-2.5 hours)

Update 2023 Tanglewood Music Festival and Jacob’s Pillow Dance Festival are back during summer 2023.

We come to the Berkshires every summer – for its magical air, natural beauty and exquisite art museums and historic estates (we enjoy it so much- we have NOT even skipped summer 2020: here is our updated Berkshires Picnics report from one of the recent summers) .

And If you have not experienced Boston Symphony’s concert on the lawn of the Tanglewood Music Center in Lenox , MA — you have not fully experienced New England summer!  It is one event that could be both incredibly family-friendly and romantic!   For tips on how to attend Tanglewood concert with a family, I have made a youtube video :

(and t his post) .  For other kid-friendly activities in the Berkshires, read this story , and for the trip with or without the kid s, my two-day Berkshires itinerary will give you lots of ideas to start planning your weekend escape.

Bonus idea : I have recently “accomplished” a recharge weekend escape to the Berkshires on my own- to the Kripalu Center for Yoga and Health .  Read about my “Anti-Yoga” Day at Kripalu here .

COASTAL MAINE

We recently updated our coastal Maine weekend itinerary- in search of best views and lobster rolls!

(1.5-2.5 hours depending on your itinerary)

The ocean water is colder, but there is an abundance of gorgeous coast line for admiring from land and sea.   We like the ocean walks in Ogunquit and York , and to experience waterfront city living and island day tripping – Portland is the place.  If you would like to combine it all in one weekend – with an added visit to a water park to praise your well-behaving kids, follow our summer weekend roadtrip through York, Old Orchard Beach and Portland here .

(1.5 hours to mid-Cape 2.5 hours to outer Cape, but consider summer traffic)

We love Cape Cod for camping, warm water swimming, National Seashore park, biking trails, main streets and the overall feeling of unassuming relaxation which reminds me of my childhood summers on the Black sea.  We are spending even more time than usual on Cape this summer 2020, exploring its diverse coastline. Check out our NEW post with our FAVORITE CAPE COD BEACHES . For things to do off the beach on Cape Cod, follow this article .

(1.5 hours to the Cape, then an hour on the ferry)

Read the very fresh off the boat account of our recent day trip to Nantucket.

MARTHA VINEYARD 

Martha Vineyard is an island seven miles off the Southern coast of Cape Cod.  It is easier to day trip there if you are already spending time on the Cape (and are yearning for even more relaxation – island-style!), but in the past we have done day trips from our Boston suburb (you can catch a ferry from Falmouth and Hyannis on the Cape- follow this link for what to do on Martha Vineyard and how to get there details ).

STOWE, VERMONT

  (3.5 hours)

Here is our trip report (with video!) from our recent family weekend in Stowe.

This is where the famous von Trapp family (whose story became the basis for the “Sounds of Music” movie) settled when they fled Austria to the United States in 1940.  You can still visit (or stay) in the historic Trapp Family Lodge and enjoy the vistas that reminded the family of their native Austrian rolling hills.   As you stay in the area find a hiking path to the falls, enjoy the scenic bike path, take a gondola ride up mount Mansfield, visit Ben and Jerry’s ice-cream factory, and stroll the main street and Lake Champlain promenade in the nearby Burlington.  Many years ago we spent the night at Grand Isle State Park campground – and enjoyed our own private beach access to Lake Champlain.

NEWPORT, RHODE ISLAND

  (1.5 hours)

Only slightly more than an hour away, Newport is an easy day trip from Boston.  We like to go boating in Newport Harbor ( read our report here) , walking the famous ocean Cliff Walk along the Gilded Age historic mansions (and visiting one of them- especially the Breakers), and touring around on a trolley bus.  We have recently discovered Castle Hill Inn for drinks on the lawn with water views.

NORTH CONWAY, NEW HAMPSHIRE

New Hampshire is many families’ favorite summer lake escape.  We have also enjoyed our lake weekend on Long Pond, but our family’s “traditional” summer New Hampshire weekend outings have been to the Story Land amusement park in Glenn near North Conway .  If a two-day park visit leaves you wanting for more things to do, take a break at the Echo lake, climb Diana’s Falls, enjoy a train ride on Conway Scenic Railroad or just stroll the cute downtown of North Conway .

HERE ARE A LONGER TRIPS IDEAS (STILL DOABLE OVER A LONG WEEKEND):

COLLEGE TOURS IN THE NORTHEAST

If college touring is in your family plans this summer, be sure to check out College Touring to Upstate New York and Pennsylvania itinerary planning tips to make the college roadtripping enjoyable for the entire family.

HERSHEY, PENNSYLVANIA

It is certainly one of the longer weekend trips we took, but I believe a visit to Hershey, Pennsylvania is worth it at least once- for chocolate, rides, and a fascinating history of this unique American corporate town.

NIAGARA FALLS, ONTARIO (WITH A SIDE TRIP TO TORONTO)

is our longest (and newest) weekend roadtrip from Boston! This post on Niagara Falls weekend not only provides the usual useful details (and awesome photos from the blog photographer Vit), it has not one but two! 20-second videos highlighting our Toronto and Niagara experiences (for full size videos, be sure to visit our NEW Family Travel YOUTUBE channel!

COUPLES WEEKEND: Bromont, CANADA

Summer 2022 : Canadian borders are open for roadtripping from the US and we have repeated this Spa Trip in May 2002 (minus the Harvest Fest which is happening in September)

(4.5-5 hours)

The drive to Bromont-Magog takes a little longer than three hours (4- 4.5), but it will take you to another country (Canada), where they speak a foreign language (French) and have a rich spa tradition (Nordic).  Follow us on our weekend couple’s escape to Magog in the province of Quebec.

Bonus Idea : if you love spas, our Spa Hopping in Eastern Townships (just over the border) will come handy (and if you think you don’t- you’ve gotta try!)

MONTREAL CANADA

For a long weekend, you can certainly venture to Montreal, Canada, the most European North American city. Here is our list of Top 10 Montreal .

and if visiting Olympic sites is in your heart, a trip to LAKE PLACID, NY is a must (6 hour-drive).

What is your summer favorite weekend trip from Boston?

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10 thoughts on “Summer Weekend Trips from Boston”

These all look fab! I would love to explore the East Coast more. I’ve lived in the Midwest, West Coast and now Southwest – I haven’t had a chance to explore Eastern destinations much.

You live in a really beautiful city, Victoria. Not only you have access to arts and culture in Boston, but you are also within a short driving distance from a lot of exciting places, like Magog, Canada. I’d love to explore the East Coast more, but for me it’s a 6 hours trip by plane. Not easy to do in a week-end.

So many incredible places within reach of Boston! I’ve only done the Berkshires, Cape Cod and Stowe from this list, all of which I adored. Noting the others for the future, though – New England is somewhere I cannot wait to get back to.

So many wonderful places so near Boston. I’d choose Cape Cod, Martha’s Vineyard, Rhode Island and the Ben and Jerry’s Factory! #TheWeeklyPostcard

Several of these spots are on my list of weekend trips to do from NYC. I really want to go to Martha’s Vineyard and Cape Code. I guess the other idea I would add to your list is Block Island. It is just so peaceful! Thanks for sharing on #TheWeeklyPostcard.

Perfection lies in the details. Getting to travel in your honeymoon is really a good idea too. Travel and have fun.

I am really thankful to have the information from this blog. Boston is the beautiful city and there are lots of places to visit. I would like to visit boston once in a life.

Thanks for the ideas – we have a cruise that ends in Boston during 2019 and are planning on driving up to Canada with some stops along the way. You’ve given us some starting points as we begin to plan!

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Carolyn Kruse

19 fun places to road trip from boston.

With warmer weather finally here, it has all all dreaming of road tripping. How lucky are we to live in New England, and be able to hop in the car and go to the mountains, the ocean, lakes or fun cities, all on a tank of gas? The options seem endless. Like a Cheese Cake Factory menu, the numerous choices can make it difficult to decide.  What are the best road trips from Boston? With the help of Time Out Boston , Roadtrippers, and my own experience, here are 19 fun places to road trip from Boston.

Keep in mind, some of these spots can be day trips. Some of these require at least an over night stay. Most of these places you can get to and back on a tank of gas, but some require a tank to get there. As always, it’s best to plan ahead, at least a little. If you love a spontaneous road trip, make it a day trip. But if  you plan ahead, you can find somewhere to stay the night, eat, visit attractions, and get the most out of your time and money. Check out these 19 fun places to road trip from Boston.

In no particular order…

1. Provincetown, MA

116 miles from Boston

Phenomemanl food, lots of good people watching, shopping, sunsets and art. P-Town is at the very tip of Cape Cod. Traffic can be challenging but it’s a very easy and fun ferry ride from Boston. Sunset at Race Point is spectacular and the Pilgrim Monument is so interesting and the grounds are beautiful. See a show, visit a gallery and shop until your heart’s content. So many great restuarants with views.

Events & Fun Things to Do in Provincetown Cape Cod Things to do in Provincetown MA. there is always something happening in Provincetown on Cape Cod; see what you can look forward to during your B&B vacation. Gay friendly things to do in Provincetown

2. Portland, ME

112 miles from Boston

According to Time Out , “the food scene lives up to the hype” in Portland, ME. It’s only about a 2 hour ride to the charming cobblestone streets of downtown Portland. This is the biggest city in Maine and it is chock full of things to see and do. Shopping in the Old Port District, art in the West End, with galleries, live theater and music. The city is very bicycle friendly and they have a popular bike share program. It’s an easy ride from the city to the coast. Don’t forget to get your lobster fix, when in Maine.

Visit Portland Maine | Travel Planning | Tourism Information Explore the land of lighthouses and lobster along the rocky coast of Southern Maine. History, art, tours, and outdoor adventures await. Plan your trip today.

3. Newport, RI

71 miles from Boston

Such an easy and quick ride from Boston to beautiful downtown Newport, RI. Home to the Newport Mansions (of the Guilded Age), a stunning coastline which can be viewed on foot along the Cliff walk, pretty parks and much more. There’s no shortage of shopping, restaurants, nightlife and yahts to see. But it’s all about the coastline and mansions, here. All in just a little over an hour’s ride.

Discover Newport | Official Site for Newport, Rhode Island Plan your visit to Newport, Rhode Island and our nearby coastal communities! As the official tourism resource, we'll help you find fun things to do, hotels, events, restaurants, and trip planning information. Whether you're traveling for vacation or business, we have plenty to offer for everyone.

4. Mystic, CT

98 miles from Boston 

This old timey New England ship- building seaport town looks like something out of a movie, with it’s quaint little village filled with adorable mom and pop shops. You can take a sunset cruise, visit the world-famous Mystic Aquarium, and like the movie, Mystic Pizza, there is delicious pizza to be found.

This is Mystic, CT | Restaurants, Events, Things To Do Current events, famous attractions, a full list of restaurants, and much more for visitors and locals. Mystic, Connecticut is a destination for all seasons.

5. Wolfboro, NH

104 miles from Boston 

You’ll find “America’s First Resort Town” only about 2 hours from Boston. Wolfboro is on Lake Winnipesaukee, so there is plenty to do on the water and around the water. And there’s plenty to do in the town center, on Main Street. Great shops and food.  Roadtrippers suggest Rattlesnake Island, which they call “a local gem—known for its shape, not snake sightings—and is a scenic spot for day hikes.”

Visit Wolfeboro No Description

6. Saratoga Springs, NY

199 miles from Boston

In just a smidge over 3 hours, you can be in magnificent Saratoga Springs, NY.  Saratoga Springs is famous for it’s horse track and races (running July 13 through Labor Day). But there is so much more! I visited here right after race season, when it’s a lot quieter, but still fun, with plenty to do. They have a fabulous outdoor music venue, SPAC, or Saratoga Performing Arts Center. There’s Saratoga Lake, top notch dining, and the Roosevelt Salt Baths and Spa which is historic and wonderfully relaxing.

Visit Saratoga! Travel Guide to Saratoga Springs NY See Saratoga like a local with this guide to Saratoga County and Saratoga Springs NY. Discover a thriving restaurant, nightlife and arts scene, plus historic Saratoga Race Course and other hotspots.

7. Kennebunkport, ME

90 miles from Boston

In just about an hour and a half (on a good day), you can be transported to this exceptional and quintessential New England town. Kennebunkport is on the coast in southern Maine. It’s well known for it’s impressive beaches like Goose Rocks Beach and Arundel.  They have a Seashore Trolley Museum with a huge collection of streetcars. Of course it’s famous for it’s fresh, local seafood, and many of the locals will tell you to get your lobster rolls at the unassuming Clam Shack, but anywhere you go here, you can’t go wrong. I loved staying in the Kennebunk Inn and walking right into town from there.

Kennebunkport, Maine - The Place to be all Year ™ - Kennebunkport Maine, Community Website Kennebunkports, complete directory the place to be all year".

8. Block Island, RI

81 miles from Boston to Naragansett

71 miles from Boston to Newport

Take the Ferry from either of these places, it’s only 30 to an hour

Block Island is so walkable and bikeable. So, once you get off the ferry, you don’t need a car. Many of the most popular attractions and beaches are easily walkable from the ferry dock. If you do want to bring a car, you need to take the ferry from Port Judith (Naragansett) and you will need a reservation. Once you are there, beach it!, Walk, shop, eat, see art , live music and ride a horse. The island has 2 lighthouses, an animal farm for the kids and much more.

Block Island Tourism Guide & Places to Stay - Visit Rhode Island Visit Rhode Island is the #1 trusted place to go for tourism guides and the best places to stay on Block Island RI. Rhode Island has many events and accommodations for you and your family.

9. Martha's Vineyard, MA

72 miles from Boston to Falmouth – 35 minute ferry ride to Oak Bluffs  75 miles from Boston to Woods Hole- 45 minute ferry ride to Oak Bluffs 

There’s so much to see, and so many different experiences from one island town to the next, on Martha’s Vineyard. Oak Bluffs is a fun town, with an historic carousel, America’s oldest operation platform carousel. There are rows and rows of colorfully painted historic gingerbread cottages, a Tabernacle that hosts a variety of events from live music to Illumination night with Japanese lanterns. There are so many little restaurants, shops and things to see and do on Circuit Ave. You can literally bike all over the island on bike paths. Make sure you visit the lighthouses, and the clay cliffs of Aquinnah.

Home Martha's Vineyard Chamber of Commerce helps you make travel plans, find the best hotel or rental, restaurants, businesses & more!

10. Salem, MA

25 miles from Boston 

Yes, it’s know for it’s infamous witch trials, but Salem is a specatular place to visit. There is rich history here, beyond the witches, it’s the birthplace of author Nathaniel Hawthorne, who wrote of The House of the Seven Gables . Be sure and tour the 350 year old mansion, Turner-Ingersoll, that was supposedly the house he wrote about. The town is bustling with food, shopping and art. And Time Out  recommends you visit ,  Pioneer Village —”nestled between the woods and the ocean, a ten minute drive from downtown, in Forest River Park—reenacts early 17th century colonial life.”

Destination Salem | Official Travel & Tourism Website of Salem, MA Let Destination Salem be your guide to exploring the city of Salem, MA. Experience Salem art, culture, unique shops & boutiques, and delicious fine dining. Dive into Salem's Witch Trials, maritime, architecture, and literary history and explore museums and a National Heritage Site.

11. Burlington, VT

216 miles from Boston

It’s a little over a 3 hour car ride, from Boston, but so well worth it. A road trip to Burlington, Vermont will land you on the eastern shore of Lake Champlain, and just south of the Canadian border. Downtown is happening. Shops and restaurants line Church St. Marketplace, which is for pedestrians only. This vibrant, small city is home to the historic site of Ethan Allen’s Homestead Museum. Burlington is often listed as one of the best places to live in the U.S. It’s home to the University of Vermont. In neighboring South Burlinton, you will find the headquarters of Ben & Jerry’s Ice Cream, which you can tour. The Flynn Center for the Performing Arts and the Burlington Waterfront Park are popular attractions, too.

Hello Burlington, VT: Things to Do, Places to Stay, Events & More Discover the best of Burlington, VT with our comprehensive site. Find exciting things to do, top-rated places to stay, upcoming events, and curated travel itineraries. Immerse yourself in the vibrant culture of Burlington, from exploring scenic attractions to experiencing local festivals and enjoying the city's diverse dining scene.

12. New York, NY

215 miles from Boston

If you can avoid traffic, you can drive to New York City, one of the greatest cities on the planet, in about 3 1/2 hours. But, good luck with that. It’s worth it though. The night life, the culture, the history, some of the top restaurants in the world are here, as well as fantastic museums. The home of Broadway never disappoints. Visit the statue of liberty, do the Brooklyn Bridge, the Empire State building. Take in a show, eat, drink shop in the city the never sleeps. See the 911 Memorial, and look for famous people walking through Central Park.

New York City Visitor Information - Visit New York - Associated Visitors Bureau Hotel and Visitor Information for Greater New York City. Discover things to do, places to dine and where to spend the night.

13. Shelburne Falls, MA

If you love hiking, ziplining, music, art and natural beauty all around you, Shelburne Falls, MA is the place. It’s family friendly, fun and fabulous. Shelburne Falls is located on the scenic, historic Mohawk trail in the Berkshire foothills. The Berkshire east ski area in the summer months turns into New England’s largest zip line destination.

Attractions Visit Shelburne Falls, Massachusetts, on the Mohawk Trail - home of the Bridge of Flowers and Glacial Potholes.

14. Ogunquit, ME

72 miles from Boston 

The Marginal Way in Ogunquit is famous for it’s stunning views of the ocean and beautiful homes. Walking the Marginal Way is a great way to experience this special place. Make sure you visit the Front Porch for a good old fashioned piano bar sing-a-long. It’s a must-do. There are shows, incredible restaurants, walking paths and shopping. The lobster rolls and sunsets are unmatched.

2023 ULTIMATE Guide To Ogunquit Maine | Best Things To Do Discovering the best things to do in Ogunquit Maine isn't the hard part - choosing which to include in your Southern Maine Coast vacation is! Let us help...

15. Gloucester, MA

39.4 miles from Boston 

Travel & Leisure declared the tiny North Shore town of Gloucester, MA one of the 12 best places to visit in August. Country star Kenny Chesney has been known to pop into Gloucester from time to time. What is it about Gloucester? It’s the rich history of maritime and fishing. It’s the delicous, fresh seafood, a bustling waterfront, and gorgeous beaches. There’s a lively arts scene, museums, water sporting fun, boating, downtown boutiques, fun bars and great restaurants.

What to Do, Eat, and See in Gloucester, MA - Discover Gloucester Gloucester, MA is the North Shore's premier destination for enjoying fresh seafood, exploring majestic lighthouses, capturing our maritime heritage, engaging with our artists, and experiencing the authentic spirit of our city. Plan your trip today.

16. Plymouth, MA

37 miles from Boston 

If you haven’t been to America’s Hometown in a minute, you need to revisit. It’s bustling and booming with history,  quaint shops, fantastic dining options (with views, and in town), arts, music and theater. My last visit there I had such a great time antiquing, shopping, dining and just walking around. And that was off-season. Next time I go, I may try one of the culinary tours or wine tasting at Cordage Park.

See Plymouth | The Official Tourism Site of Plymouth County See all that Plymouth County has to offer. See Plymouth explores nearby things to do, lodging, and dining options for you and your family to explore during your visit.

17. Chatham, MA

87.9 miles from Boston 

It’s all about the views, here. Chatham is surrounded by water on three sides. Fishing, boating, kayaking, anything on the water is popular. The pristine white sand beaches, the lighthouse, the windmill, golfing and shopping are huge attractions in this pretty-as-a-picture town. In recent years, it’s been known for it’s shark sightings, but there are plenty of whale watch excursions you can check out, or watch seals right from the pier or the coast. The famous Chatham Bars Inn is worth a visit, at least for a drink and the view.

What to See & Do There is so much to do in Chatham! Why do most people come to Chatham for vacation or to live? The Beaches! With miles of pristine white sand, a day at the beach, swimming, stretching with yoga or even surf casting is better than a day in the office.

18. Hampton Beach, NH

Hot fun in the summertime. It’s happening at Hampton Beach. Entertainment, famiy fun, nightlife, live music, and the old fashioned arcade and casino fun of a summer boardwalk is here. There is never a dull moment on Hampton Beach!

Vacation Planning 24th Annual Hampton Beach Master Sand Sculpting Classic

19. Providence, RI

50 miles from Boston

Food glorious food. Night life, history, the ocean. It’s all just about an hour away from Boston. Providence is often named one of the best cities for foodies. It’s a city small enough to get around but big enough to have plenty of sparkle. Providence has a flourishing arts community, and it’s rich in history. There are views to be seen, Italian food to be eaten, and live music to experience here. And don’t miss Waterfire Providence. A spectacular display of firey art on the water. It’s a sculpture on the rivers of downtown Providence that began on First Night in 1994 and took off. Walk the riverfront and take in flickering firelight, “the fragrant scent of aromatic wood smoke, the changing silhouettes of the volunteer fire tenders, and the music.” (Wikipedia)

Providence, RI | Attractions, Things to Do & Events Providence, RI hosts a small-town charm with big-city culture and sophistication with museums, attractions and events to keep you constantly on the move.

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• Wicked Summer Guide

8 of the best day trips from Boston

May 23, 2023 • 6 min read

From the beaches of Cape Cod to the historic museums in Plymouth, here are the best day trips from Boston © Cavan Images / Julia Cumes / Getty Images

Boston is rich with historic sites, artistic venues, swanky restaurants and outdoor adventure, and if you want to keep exploring, there’s even more to discover in the areas surrounding the city.

Battle sites, beaches, colonial landmarks, creative outposts and of course seafood – plenty of seafood! – are all within striking distance of Boston and mostly accessible by train, boat, bicycle and bus.

From Salem to Cape Cod, here are the best day trips from Boston.

1. Take the ferry to Provincetown, Cape Cod

Travel time: 1 hour 30 minutes

At the outer tip of Cape Cod, Provincetown offers many delights for one little town – a collection of glorious beaches and bike trails through the dunes along the Cape Cod National Seashore , a vibrant artist community with galleries lined along Commercial St and a dynamic LGBTIQ+ scene. Another bonus: top-notch restaurants, such as Canteen , serving lobster rolls and crab paninis.

How to get to Provincetown from Boston: Provincetown is about 115 miles southeast of Boston. If you’re just coming for the day, the best way to get here is by ferry, operated by Boston Harbor Cruises (from Long Wharf) or Bay State Cruise Co (from the Seaport District).

2. Witness history at Minute Man National Historical Park

Travel time: 35 minutes

See where the Revolutionary War began on April 19, 1775, when colonial Minutemen stood up to the British Regulars who had marched out from Boston to confiscate their weapons. The two sides faced off first on the village green in Lexington (now called Battle Green ), and then near the North Bridge in Concord.

The National Historical Park includes the battle site at the North Bridge , as well as the route the soldiers followed (now called Battle Road ). Walking trails weave through the picturesque New England countryside past two informative visitor centers and a handful of historic buildings, where you can see ranger talks and musket demonstrations. Stop for a snack at Via Lago Café in Lexington or the Concord Cheese Shop in Concord.

How to get to Minute Man National Historical Park from Boston:  It's easiest to drive, but it's possible to take public transport. From South Station in Boston, MBTA commuter trains go to Concord. From the train depot, it’s 1.5 miles to the North Bridge Visitor Center, but you’ll need a vehicle to explore Battle Road. Ambitious travelers can cycle from Cambridge to Lexington on the Minuteman Commuter Bikeway (7 miles) and then continue to Concord via Battle Road (7 miles).

3. Remember the victims of the witch trials in Salem

Travel time: 1 hour

Salem has a rich but checkered history, from the colony’s tragic persecution of so-called witches in the 17th century to the town’s heyday as a maritime center in the 18th century. A score of sites recall the former, including a moving Witch Trials Memorial in honor of the victims.

Visitors can learn more about the area's rich sailing tradition at the Salem Maritime National Historic Site , which incorporates a handful of 18th-century buildings along Derby Wharf. Salem’s uncontested treasure is the Peabody Essex Museum , a wonderful collection of art and artifacts amassed from maritime trade. Stop at  Gulu-Gulu Cafe  when you need to recharge.

How to get to Salem from Boston: MBTA commuter trains run hourly from North Station to Salem. You can also take a pleasant ferry ride from Long Wharf, operated by Boston Harbor Cruises.

4. Learn about the Pilgrims in Plymouth

In 1620, a hardy band of Pilgrims set up the first permanent European settlement in New England at Plymouth. Visit the replica Mayflower II to imagine what their journey across the ocean might have been like. Afterward, head to  Plimoth Patuxet Museums  to experience what life in the settlement was like for the Pilgrims and the Native people who have lived there for more than 10,000 years.

Both sites are historically accurate "living" museums, with costumed actors portraying actual historical figures. You'll find plenty of places to stop for lunch along Plymouth’s main drag, such as  KKatie’s Burger Bar .

How to get to Plymouth from Boston:  MBTA commuter trains travel from South Station in Boston.

5. Admire the architecture in Providence

Providence , the capital of Rhode Island , is like Boston’s smaller sibling, with attractive walkable neighborhoods, elegant 18th-century architecture , dynamic and artsy student populations , and its own leafy Ivy League campus .

There's a lot going on here food-wise as well, some of it due to the presence of a world-class culinary school (Johnson & Wale), which means there’s a good meal just around the corner. Try Julian’s for lunch or brunch. On summer nights, the riverside Waterplace Park comes alive with street performers, art vendors, food trucks and dancing flames at  WaterFire , a non-profit arts organization.

How to get to Providence from Boston: MBTA commuter trains run from South Station to Providence. Amtrak trains are more expensive and slightly quicker.

6. Head to Cape Ann for seafood, beaches and whale watching

Travel time: 1 hour by car, 2 hours 30 minutes by public transportation

Welcome to "the other Cape," located along the North Shore of Massachusetts. The heart and soul of Cape Ann is Gloucester, a gritty fishing town with a thriving art colony at Rocky Neck and whale-watching cruises out to Stellwagen Bank .

Gloucester’s quaint, touristy counterpart is Rockport, with Motif No 1 on full display and souvenir shops lined up along Bearskin Neck. The rest of Cape Ann is a patchwork of beautiful coastal beaches and interior walking trails. Get your seafood fix at Causeway Restaurant in Gloucester or Roy Moore Lobster Co in Rockport.

How to get to Cape Ann from Boston: The MBTA commuter rail runs from North Station to both Gloucester and Rockport. The Cape Ann Transportation Authority operates five bus routes to beaches and villages around Cape Ann.

7. Swim, hike and explore at Boston Harbor Islands

Travel time: 50 minutes

Some 34 islands are scattered about Boston Harbor, comprising a unique state park that’s an easy jaunt from the city. Take your pick from Georges Island , site of Civil War-era Fort Warren, or Spectacle Island , with a supervised swimming beach and a rewarding lookout.

You can go farther afield to more remote islands that offer trail walking, bird-watching, fishing and swimming. Both Georges and Spectacle have good snack shacks, but there is no food or water on the outer islands. Packing a picnic is recommended.

How to get to Boston Harbor Islands from Boston: Boston Harbor Cruises offers seasonal ferry service from Long Wharf to Georges and Spectacle Islands, where another boat service runs to the outer islands.

8. Escape commercialism at Martha's Vineyard

Travel time: 2 hours 15 minutes

Bathed in unique beauty, Martha's Vineyard attracts wide-eyed day-trippers, celebrity second-home owners and urbanites seeking a restful getaway. The 15,000 year-round residents include many artists, musicians and back-to-nature types.

Just 7 miles off the coast of Cape Cod, Martha's Vineyard remains untouched by the kind of rampant commercialism found on the mainland – there's not a single chain restaurant or cookie-cutter motel in sight. Instead you'll find cozy inns, chef-driven restaurants and a bounty of green farms and grand beaches. Enjoy fine dining in gentrified Edgartown or hit the cotton candy and carousel scene in Oak Bluffs.

How to get to Martha's Vineyard from Boston: It's about a 90-minute drive from Boston to Woods Hole. From there, the car ferry to Martha's Vineyard takes around 45 minutes.

This article was first published Aug 21, 2019 and updated May 23, 2023.

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Ready to Get Out? Here’s Seven Scenic Day Trips to Escape the City This Summer

Sunscreen? Check. Bug spray? Check. Mask and hand sanitizer? (Sigh.) Check. Now all you have to do is go.

Photo by Nine OK/Getty Images

O ne thing’s for sure: This isn’t going to be a normal summer. There’ll be no fireworks. No festivals. No concerts. And we’re all going to have to get used to strolling on the beach in a bathing suit and a mask. But that doesn’t mean you have to stay inside all season and miss out on a wicked-good New England summer—no way. The fresh mountain air, the fried clams and ice cream, and the bracingly cold Atlantic on a hot, humid day are hardly canceled, and the good news is you don’t have to travel far from home to get a taste. Featuring destinations less than two and a half hours from Boston, the following day trips are designed to help you safely get outdoors, whether you’re in the mood to bike up (and down) a mountain, eat a peaceful picnic near the water, or check out a quirky display of vintage rocking horses in a field (yes, that’s really a thing). So, while it may not be a normal summer, there’s never been a better time to load up the car, grab a bottle of Purell, and just drive.

Nasketucket Bay State Reservation / Photo by M.Graca/Buzzards Bay Coalition

South Coast

Approximate Drive Time From Boston: 1 hour

The South Shore and the Cape might hog the summertime spotlight, but the cities and towns surrounding Buzzards Bay shouldn’t be overlooked. After all, they’re packed with just as much coastal beauty and plenty of quirky character to boot, including brand-new public art exhibits and a (possibly) haunted forest to explore.

Blackstone River Greenway / Photo by Milo Bateman/Rail to Trails Conservancy

Central Massachusetts

Approximate Drive Time From Boston: 50 minutes

Looking for new adventures close to home? Venturing beyond 128 has its rewards—namely, mountain-climbing, stargazing, and one very satisfying chili dog. Along the way, you’ll discover remnants of old mill towns that bring the state’s manufacturing history to life.

Great Meadows National Wildlife Refuge / Photo by Bryan/Flickr

Lincoln/Concord

Approximate Drive Time From Boston: 30 minutes

Urban sprawl hasn’t compromised Lincoln’s still-rural character or Concord’s colonial charm, which remains centuries after Paul Revere set out for the town on his famous midnight ride. It also hasn’t compromised the still-quiet natural attractions in both places, from freshwater wetlands teeming with wildlife to recently built rail trails. Get trotting.

Chesterwood / Photo by Kari Giordano/Courtesy of Chesterwood/National Trust for Historic Preservation

The Berkshires

Approximate Drive Time From Boston: 2 hours and 20 minutes

You may not be rolling out the picnic blanket at Tanglewood this summer, but there are still plenty of reasons to head west on the Pike for the day. Among them: idyllic artist-inspired strolls, overflowing gardens, and one seriously hard-core mountain-bike ride.

World’s End / Photo by Peter Marotta/Courtesy of the Trustees

South Shore

Approximate Drive Time From Boston: 35 minutes

Need an excuse to road-trip down to the famous Island Creek Oysters farm for a few shuckable delights? Try getting your steps in with a quiet walk in the woods across from a Duxbury cranberry bog, or pointing your bike toward a leafy trail in Marshfield. Then break out the oyster knife and enjoy the sweet taste of summer on the South Shore.

Cape Cod Rail Trail / Photo by Keith Bedford/The Boston Globe via Getty Images

Approximate Drive Time From Boston: 1.2 to 2 hours

You don’t have to check into a weekly rental to enjoy everything the Cape has to offer, from the surf and sand you’ve always loved to rugged but gorgeous trails that veer well off the beaten path. Just load up the car (don’t forget the bathing suits!), cross the Sagamore, and find your happy place.

Halibut Point State Park / Photo by Michael Prince

North Shore

Approximate Drive Time From Boston: 30 to 45 minutes

Think summer here is all about crowded beaches and greenheads? Think again. There are plenty of quieter moments to be had in the forests and salt marshes from Wenham all the way up to Cape Ann. Some traditions, however, shouldn’t be messed with: No matter where you go, you’ll still want to make a pit stop for Woodman’s legendary fried clams—which somehow taste even better al fresco.

Minuteman statue on Lexington Battle Green photo via Getty/ jmorse2000

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Travel itinerary, Travel guide and Destination reviews

Epic 7 day New England Road Trip Itinerary From Boston – Best Route, Things To Do & Hotels

In this article, you can read about 7 day New England road trip itinerary with scenic stopovers on 7 day New England road trip from Boston, where to stay overnight, things to do, and other valuable tips. So plan your road trip in New England. 

👉🏼New England Road Trip Itinerary 10 Days (Best of New England)

7 day New England Road Trip Itinerary  From Boston  – New England Road Trip 7 Days

Embarking on a road trip in New England is an exhilarating adventure that promises a rich tapestry of experiences, breathtaking landscapes, and a deep dive into American history and culture. 

Plan your itinerary for New England road trip from Boston with some unique things to do.

👉🏼Ultimate New England Summer Road Trip Itinerary – Best Things To Do, Day wise Activities & Useful Tips

Day 1: Boston, Massachusetts

Morning:  Start your trip to Boston.

Boston is a vibrant and historically significant city, showcasing iconic landmarks like the Freedom Trail, the Boston Common, and the historic neighborhoods of Beacon Hill and the North End. Its unique blend of colonial charm, world-class museums, and thriving culinary scene make Boston a must-visit stop that adds depth and cultural richness to any New England road trip itinerary.

👉🏼14 Best Weekend Trips From Boston (Day Trips From Boston)

• Afternoon,  explore Freedom Trail, Boston Common, and Public Garden.
• Evening:  Enjoy dinner in the historic North End.

Overnight:   The Bostonian Boston 

Tours To Book –  

• Boston Whale Watching Cruise . 
• Cambridge, Harvard University Guided Tour .
• Boston Hop On Hop Off Trolley Tour .

Day 2: Salem, Massachusetts

Morning:  Drive to Salem (approx. 25 miles).

Salem, with its bewitching history and captivating maritime heritage, offers a unique and immersive experience on a New England road trip. Explore the Witch Trials Memorial, visit the Peabody Essex Museum, and stroll through the enchanting streets, where history and mystique converge to create an unforgettable stop on your journey.

• Afternoon : Visit the Salem Witch Museum and Peabody Essex Museum.
• Evening:  Stroll through Salem’s historic waterfront.

Overnight: Historic Hotel stay at The Merchant .

Tours To Book – 

• Salem Haunted Guided Tour .

Day 3: Portland, Maine

Morning:  Drive to Portland (approx. 105 miles).

Portland, Maine, is a gem on a New England road trip, celebrated for its picturesque waterfront, bustling arts scene, and renowned food culture. Dive into the vibrant Old Port district, indulge in fresh local food, and experience the coastal charm that makes Portland a delightful and memorable addition to your 7 day New England road trip itinerary.

👉🏼106 Best Portland Captions For Instagram With Portland Quotes, Puns & Slogans

• Afternoon:  Explore Old Port and visit Portland Head Light.
• Evening:  Enjoy Portland’s vibrant food scene.

Overnight: Hampton Inn Portland Downtown Waterfront .

Day 4: Acadia National Park, Maine

Morning : Drive to Acadia National Park (approx. 160 miles).

Acadia National Park in Maine is a must-add to your New England road trip for its breathtaking coastal landscapes, diverse ecosystems, and the chance to summit Cadillac Mountain, offering sunrise views that rank among the earliest in the United States.

👉🏼33 Interesting Facts About Acadia National Park

• Afternoon : Explore Cadillac Mountain and Jordan Pond.
• Evening:  Sunset at Bass Harbor Head Lighthouse.

Overnight:   Bar Harbor Grand Hotel . Book overnight stay at Bar Harbor, Maine.

👉🏼15 Cutest & Best Small Towns In New England – Quaint New England Villages

Day 5: Bar Harbor, Maine

Bar Harbor, Maine, is a quintessential New England destination on your road trip, offering a charming coastal town experience with lobster shacks, boutique shops, and access to the stunning Acadia National Park.

• Morning:  Explore Bar Harbor and take a whale watching tour.
• Afternoon:  Hike or drive the Park Loop Road.
• Evening:  Enjoy dinner in downtown Bar Harbor.

Overnight:  Bar Harbor .

Day 6: White Mountains, New Hampshire

Morning : Drive to White Mountains (approx. 220 miles).

The White Mountains in New Hampshire are an essential stop on a New England road trip, boasting majestic peaks, scenic drives like the Kancamagus Highway, and opportunities for outdoor adventures, providing an unforgettable mountainous backdrop to your journey.

• Afternoon:  Explore Franconia Notch State Park and Flume Gorge.
• Evening:  Visit the Omni Mount Washington Resort.

Overnight:   White Mountain Hotel .

Day 7: Portsmouth, New Hampshire

Morning:  Drive to Portsmouth (approx. 65 miles).

Portsmouth, New Hampshire, is a charming addition to your New England road trip, offering a historic waterfront, cobblestone streets, and a lively cultural scene, providing a delightful blend of maritime history and contemporary vibrancy.

• Afternoon,  explore Strawbery Banke Museum and Prescott Park.
• Evening:  Enjoy dinner at one of Portsmouth’s waterfront restaurants.

Overnight: Howard Johnson by Wyndham .

Events/Festivals – Road Trip In New England

Here are some notable events and festivals you might consider attending during your itinerary for New England road trip.

• Boston Pops Fireworks Spectacular (July 4th) – Boston, Massachusetts  Celebrate Independence Day with a spectacular fireworks display on the Charles River Esplanade and a live performance by the renowned Boston Pops orchestra.
• Vermont Maple Open House Weekend (March) – Green Mountains, Vermont  Experience the magic of Vermont’s maple sugaring season with guided tours, demonstrations, and tastings at sugarhouses across the state.
• White Mountains Art and Artisan Festival (August) – White Mountains, New Hampshire  Explore a diverse array of art and crafts from local artists against the backdrop of the White Mountains, offering a unique opportunity to appreciate regional creativity.
• Portland Old Port Festival (June) – Portland, Maine  Join in the lively atmosphere of the Old Port district with live music, local food, arts and crafts, and family-friendly activities during this annual street festival.
• Cape Cod Hydrangea Festival (July) – Cape Cod, Massachusetts  Experience the beauty of blooming hydrangeas during this festival, featuring garden tours, workshops, and events showcasing the stunning floral landscapes of Cape Cod.
• Newport Folk Festival (July) – Newport, Rhode Island . Immerse yourself in folk music at this historic festival held at Fort Adams State Park, featuring performances by renowned artists and a vibrant atmosphere.
• Mystic Seaport Sea Music Festival (June) – Mystic, Connecticut   Enjoy maritime music, sea shanties, and traditional performances at the Mystic Seaport Museum’s annual Sea Music Festival, celebrating the region’s rich nautical heritage.

👉🏻Ultimate New Jersey Road Trip – Best Things To Do, Route, Hotels & Nightlife

FAQs – 7 Day New England road trip itinerary

• How long should I plan for a New England road trip?  

A typical New England road trip can range from 7 to 14 days, depending on how many destinations you want to visit and how much time you’d like to spend in each location.

• What’s the best time of year to embark on a New England road trip?  

The best time for a New England road trip is during the fall (September to October), when the foliage is most vibrant. Summer (June to August) is also famous for coastal activities, while winter offers skiing and winter sports opportunities.

• Are there any tolls or road fees on this road trip?  

Yes, tolls might be along your route, especially on highways and bridges. Make sure to have cash or an electronic payment system like E-ZPass for smoother travel.

• How should I plan accommodations for this road trip?  

It’s would be great to book accommodations in advance, especially during peak seasons. Consider a mix of hotels, inns, and lodges, and make sure they align with your planned stops.

• What are the must-visit destinations in New England?  

Must-visit destinations include Boston, Cape Cod, Newport, the White Mountains, Acadia National Park, and charming coastal towns like Portland and Portsmouth.

• Are there any recommended apps or resources for navigation?  

Apps like Google Maps, Waze, or a dedicated GPS device can help with navigation. Also, consider downloading state-specific travel apps for local information and attractions.

• Should I purchase attraction tickets in advance?  

Buying tickets in advance for popular attractions, like mansion tours or guided activities, can help secure your spot and sometimes offer discounts.

Now you know the itinerary for New England road trip with this 7-day New England road trip itinerary from Boston. So save the New England Road Trip 7 Days itinerary and explore some unique spots in the Northeastern USA.

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These are the best states for a summer road trip

WalletHub ranks the places where the roads are scenic and the gas prices low

Three out of four of us are taking a road trip this summer, according to the personal finance website WalletHub . That’s a pretty high number. But it makes sense: with a road trip, you can blast your own music, bring your dog without trouble, stop whenever you want, and dash away even for just one night… or several weeks. You get to see a part of our country that you can’t see from the air or water, and although gas isn’t cheap (the national average is more than $3.45 a gallon), you can get away with an inexpensive road trip if you plan carefully. If you haven’t already embarked, you might want to hear some of these statistics to help guide your choices. WalletHub’s list of the 10 best-rated trips includes highlights of states that offer more to the driving traveler. The list takes into account the safety and condition of roads, congestion, the number of uninsured drivers, amusement spots per capita like zoos and nightlife, weather, miles of shoreline, and other factors that make a road trip more or less attractive.

First, a few takeaways. California has the highest number of scenic byways. That includes the beautiful Highway 1 that runs down the coast — but California pays the most for gas in the nation. It lands at No. 43 (out of 50 states) on the overall list. If you love camping and don’t want to pay much for your tent site, Mississippi has the lowest daily price for camping: nice! Mississippi is No. 36 overall. Looking for the lowest price for a three-star hotel room? That’s Arizona, which is No. 21 on the overall list. In New Hampshire, you won’t have to worry about leaving your car while you dine, sleep or hit the beach. It’s the state with the lowest percentage of car thefts. The overall safest state, according to the study? That’s Maine, with New Hampshire and Iowa on its heels. (Vermont is No. 4, which makes us think maybe a New England road trip is the way to go!) The state with the best ranking for activities is California, followed by Florida and New York. No surprises there; those are probably the three states you think of first when you think about a popular U.S. destination. For affordability, Louisiana is No. 1, with Mississippi and Oklahoma following. It’s great to travel and get a lot for your money. Eat some beignets in New Orleans , drive the Delta Blues Highway in Mississippi , and check out the food and art scene in Oklahoma City , all without breaking the bank.

Here are the top 10 states for summer road trips:

2. Minnesota

3. New York

4. Louisiana

7. North Carolina

10. Pennsylvania

Been there, done that? Think again, my friend.

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The 10 Best States for Summer Road Trips in 2024

By jake rossen | jun 27, 2024.

With the rollout of the federal highway system in the 1950s came an evolution in a relatively recent American pastime: the family summer road trip. Families piled into cars—stereotypically, station wagons—and trekked across the country in search of roadside attractions, regional foods, and more.

Today, it’s a lot different. You may be more likely to pile into a hybrid than a wagon, and once-quaint attractions have become sprawling stadiums and amusement parks. Recently, Adam McCann of the financial advice site WalletHub examined which states are best-suited for hitting the road. The rankings are based on what McCann describes as “32 key metrics,” including expenses (hotel, gas, car repairs), activities (parks, historical sites, or shoreline), and safety. Here’s what was found:

• North Carolina
• Pennsylvania

What makes Texas deserving of the top spot? Per WalletHub, the state boasts an incredibly eclectic variety of attractions that can quickly fill up day after day of exploring. If you’re staying overnight, there’s even a surplus of affordable and well-reviewed hotel accommodations.

Texas is also sprawling: A road trip around the state's perimeter can encompass over 3000 miles, a trek that Fort Worth Magazine writer Brian Kendall recently experienced . Along the way, Kendall made stops at the Buddy Holly Center and the Rattlers and Reptiles Museum , plus caught the Marfa Lights .

Minnesota comes in at second place for its focus on parks and recreation, and excellent road safety profile. Travelers are usually impressed by the North Shore Scenic Byway, a road near Lake Superior featuring beautiful limestone cliffs. Meanwhile, New York slides into third place for its quantity of National Historic Landmarks. Travelers can aim to check out Niagara Falls, the Adirondacks, and the world-famous Howe Caverns .

In terms of states that didn’t fare so well in the rankings, WalletHub put Delaware in 50th place, but there’s still plenty to see and do in the state, including a 14.8-mile Amish Country bike route and plenty of waterfront dining.

If you do opt for a road trip, try to keep some safety considerations in mind. To be on the cautious side, make sure you have an emergency kit in your vehicle with a flashlight, first aid supplies, bottled water, a portable battery jumper, and a quick-fix tire repair kit that uses air and adhesive to patch holes.

Read More About Road Trips and Roadside Attractions:

The 10 best states for summer road trips, ranked

• WalletHub released a report ranking the best US states for summer road trips.
• States were ranked across 32 metrics including gas prices, safety, and number of attractions.
• Texas was ranked the best state for summer road trips, followed by Minnesota and New York.

If you're determined to take a road trip this summer but aren't sure where to go, consider one of these 10 states ranked by WalletHub as the best summer road-trip destinations.

To determine the best states for summer road trips, WalletHub, a personal-finance website, measured 32 metrics in each state across three overall categories: costs, safety, and activities.

Each state's road trip potential was determined by examining factors such as gas prices, safety, and the number of attractions including amusement parks, historical sites, and national parks .

These 10 states earned the highest scores in WalletHub's ranking.

10. Pennsylvania

Pennsylvania ranked 32nd in costs and 14th in both safety and activities, according to WalletHub.

Popular road-trip destinations include views of Amish country along Route 30 and historic sites such as Gettysburg and the Liberty Bell.

In addition to numerous scenic byways, Maine is also home to Acadia National Park, one of the most-visited national parks in the US.

WalletHub found that Maine had the lowest average cost of car repairs out of any state. Maine was also the safest state, taking the top spot in WalletHub's safety ranking. It scored 29th in costs and 30th in activities.

Camping prices in Wyoming are the second-lowest in the country — perfect for visiting hot spots like Yellowstone and Grand Teton National Parks. Wyoming was also the fifth-safest state in WalletHub's ranking and placed 22nd in activities.

7. North Carolina

North Carolina's Blue Ridge Parkway helped the state rank fourth for the most scenic byways and seventh in WalletHub's overall activities ranking. It was also 17th in costs and 34th in safety.

Ohio features a mix of natural wonders like Cuyahoga Valley National Park, touristy spots like the Rock and Roll Hall of Fame and Museum, and quirky roadside attractions like the world's largest basket .

It's the second-cheapest state for car repairs behind Maine, contributing to its ranking of 21st in costs. WalletHub also ranked Ohio 24th in safety and 13th in activities.

Florida is tied with Alaska, Hawaii, California, and Washington for the state with the highest percentage of total area designated as national parkland. It also has attractions like Disney World , placing it second in WalletHub's activities ranking (California, the home of Disneyland, snagged the top activities spot).

Florida ranked 23rd in costs, but last in safety.

4. Louisiana

Louisiana has the third-lowest average gas prices, contributing to its first-place pick in WalletHub's costs ranking. It ranked ninth in activities and 46th in safety.

New Orleans offers a plethora of live music, Cajun restaurants, and lively festivals, but there's also plenty of wildlife to see in Louisiana's famous wetlands.

3. New York

New York is full of fascinating tourist sites with the second-most National Historic Landmarks per capita, placing it third in WalletHub's activities ranking. It ranked 40th in costs and 12th in safety.

In addition to the densely packed streets of New York City, upstate New York offers hiking trails, historic mansions , and views of Niagara Falls.

2. Minnesota

Minnesota ranked 12th in costs and 20th in activities. WalletHub found that the state has the third-fewest vehicle fatalities per million miles, contributing to its ranking of seventh in safety overall.

Minnesota also has the fourth-most fairs and festivals per capita in the summertime — the Minnesota State Fair in particular is legendary for its over-the-top culinary offerings.

With over 9,500 miles of scenic byways, numerous famous attractions including The Alamo and the Space Center Houston, and affordable accommodations, WalletHub ranked Texas the No. 1 state for summer road trips in 2024. It topped WalletHub's list with rankings of 11th in costs, 39th in safety, and fifth in activities.

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This Is the Best State for a Summer Road Trip in 2024 — With More Than 9,500 Miles of Scenic Byways

Texas is the best state for a road trip adventure this year.

DenisTangneyJr/Getty Images

Sing it with me now — "school's out for summer …" And while it may not actually be out "forever," now is at least a very good time to plan a road trip family vacation. And if you're looking for a little inspiration on where to go this summer, WalletHub has a few ideas. 

In June, WalletHub released its report showing the best and worst states for a summer road trip in 2024 and named Texas the best state for a road trip adventure this year. 

To make its findings, WalletHub compared all 50 U.S. states based on 32 metrics, including the number of activities including zoos, amusement parks, national parks, and shoreline miles in each state. It also considered the cost of gas, a hotel, or campsite, crime and highway safety statistics, and more, and gave each state a normalized score out of 100. 

"Texas is the best state for summer road trips, leading the country when it comes to the number of available attractions, especially things like zoos, botanical gardens, and amusement parks. There are plenty of things to make stops at for a day or even just a few hours while taking a road trip," WalletHub shared in its results. It added that the very act of being on the road can be enjoyable enough as the state is home to more than 9,500 miles of scenic byways to travel through. And as far as cost, WalletHub reported that Texas is also home to the second-cheapest 3-star hotel room prices in the nation. 

Joining Texas at the top of the list is Minnesota in second place thanks to its plentiful parks and high safety rating, followed by New York in third for its high number of attractions. It's followed by Louisiana, Florida, Ohio, North Carolina, Wyoming, Maine, and Pennsylvania rounding out the top 10. 

“Taking a summer road trip can be a very exciting way to experience a new place, but with the prices of gas, food, and accommodations heavily impacted by inflation, you’ll want to be in a state that makes this type of vacation affordable," Cassandra Happe, an analyst at WalletHub, said in a statement provided to Travel + Leisure . "Safe roads are also key, and so is having plenty of worthwhile attractions to stop at along the road. The best states for summer road trips therefore are those that keep costs low while providing the best driving experience and most fun activities.”

See the full rankings at wallethub.com , and make sure to check out this list of essential things to pack on your next road trip before you pull out of the driveaway. 

Related Articles

Ohio ranks among top 10 best states for summer road trips

by Trinity Langbein

COLUMBUS, Ohio (WSYX) — Apparently Ohio has more to offer the road-tripping vacationer than meets the eye.

According to WalletHub, the top 10 best states for summer road trips include:

2.) Minnesota

3.) New York

4.) Louisiana

5.) Florida

7.) North Carolina

8.) Wyoming

10.) Pennsylvania

LIST | Every county fair in the state of Ohio this year

For a state that everyone tries so hard to leave during the summer months, Ohio actually ranks very well in categories like the overall costs, safety and available activities for travelers.

The 10 worst states for road trips, according to WalletHub, include:

1.) Delaware

2.) Rhode Island

3.) Connecticut

4.) Montana

5.) Vermont

6.) Arkansas

8.) California

9.) New Jersey

10.) Washington

WalletHub also shared in their article that 75% of American adults plan to take some sort of road trip in the summer of 2024, with around 33% planning to travel more than 250 miles from home.

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