Top 10 Best Road Trips from Boston

Anna Johnson

October 13, 2023

Reading Time:- 6 minutes

Road Trips from Boston

Hey there, you may be living in Boston or there on a visit and found some spare time on your hands. Why not embark on a road trip?

Boston is a splendid place to hit the road; feel the cool wind on your face and enjoy the beautiful sights of nature around its horizons. From the cozy small towns in Massachusetts and neighboring states to National parks, breathtaking mountain ranges, and many more—we have curated the best ten places to visit.

Remember that we have arranged this list in order from the shortest time to the longest time taken to reach your destination. So, without further ado, let’s start your adventure!

1.  Plymouth Massachusetts

First on the list is the town called America’s Hometown, Plymouth, MA. So, let’s say you’re looking for a quick drive from Boston, but you don’t want to drive a long distance then Plymouth is the place for you.

You can arrive at Plymouth in under an hour and begin exploring its beautiful history. The town is well known for its historical sightings as the replica of the original pilgrim colony settlement is at the Plimoth Patuxet Museum. If you’re a history buff, this is a must-see.

Additionally, Plymouth Long Beach is a 3-mile stretch, and it is suitable to get out and bask under the sun or enjoy the splashes of water from the ocean.

While these are the two highlighted areas here, Plymouth is full of richness in history, parks, and outdoor activities, all within a small-town feel. This makes the perfect quick and lovely road trip stop from Boston.

2.  Cape Cod

The second on our list is the charming and picturesque Cape Cod. If you’re a beach lover, then Cape Cod is for you. And what’s more exciting is that you can arrive 1-2 hours from Boston.


Also, while you’re at Cape Cod, you can check out the 15 towns it has and also visit the Cape Cod National Seashore. Additionally, there’s a variety of mouth-watering fresh seafood in quaint coastal towns like Provincetown and Hyannis.

But before you leave, don’t forget to see the whales and take breathtaking sunset pictures by the coastal side.

3.  White Mountains

A short drive north from Boston brings you to the White Mountains of New Hampshire. This road trip offers an opportunity to explore lush forests, hike in the White Mountain National Forest, and take a scenic drive along the Kancamagus Highway. It transforms into a skier’s paradise in the winter, with several ski resorts waiting for you to explore.

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4.  Nantucket, MA

We’ve talked about Cape Cod at point number two, but just off its coastal borders lies the gorgeous Nantucket island. If you’ll stay more than a night at Cape Cod, we advise you to stroll down to Nantucket Island and experience nature at its finest.

You must take the ferry from Hyannis on Cape Cod to get to Nantucket. When you arrive, you can choose between Hyline Cruises or Steamship Authority to get to Nantucket.

5.  Marblehead, MA

Another cute little island along the shore of Massachusetts is Marblehead. It is just an hour from Boston and packed full of history. So, if you love historical sightings, here is your cup of tea. It has great seafood, dramatic, rocky coastline, and beach options. Do well to visit the Marblehead Lighthouse & Chandler Hovey Park while you’re there.

6.  Acadia National Park

Acadia National Park in Maine is a road trip worth every mile. Step further and experience the rugged coastline, hike the iconic Cadillac Mountain, and savor fresh lobster rolls. The park is a true gem for outdoor enthusiasts, offering various activities from hiking to kayaking. Note that it takes approximately 4 hours and 35 minutes from Boston.

7.  The Mohawk Trail

Drive west along Route 2, known as the Mohawk Trail, to step back in time and explore New England’s history. You’ll encounter charming small towns, scenic vistas, and the opportunity to visit the historic Shelburne Falls Bridge of Flowers. The journey is a delightful blend of history and natural beauty.

8.  Vermont

Head north into Vermont for a road trip filled with lush landscapes and authentic experiences. Explore the Green Mountain National Forest, indulge in farm-to-table dining, and enjoy the picturesque scenery of the state’s covered bridges. A visit to Ben & Jerry’s Ice Cream Factory is a sweet way to end your journey.

9.  Newport Rhode Island

If you’re looking for a day road trip from Boston, Newport, Rhode Island, is a must on this list. In just an hour, you can tour the luxurious mansions of the Vanderbilts and Astors. Also, walking along the Cliff Walk is nothing short of breathtaking—Its mesmerizing views will leave you in awe.

Finally, to end your day, enjoy fresh seafood at waterfront restaurants. Newport offers a beautiful blend of America’s rich history and coastal charm.

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10. The Maine Coast

For the ultimate coastal adventure, head north to the rocky shores of the Maine Coast. Explore charming fishing villages like Bar Harbor, eat lobster rolls at local shacks, and take a boat tour to see puffins and seals. The rugged beauty of this region will leave you in awe of nature’s wonders.

Bonus Tip

11. The Litchfield Hills

Since you got to this point, here is a bonus tip for road trips from Boston. Venture south into Connecticut’s Litchfield Hills for a road trip filled with rolling hills, charming villages, and cultural attractions. Visit the Norman Rockwell Museum, hike in state parks, and enjoy the region’s wineries. This hidden treasure offers a relaxing getaway for those seeking a slower-paced road trip.


From coastal paradises to scenic mountains and historic sites to cultural gems, road trips from Boston offer every traveler a diverse range of experiences. As you can see, Boston is a central point to many beautiful sightings. So whether you are looking for a quick getaway for the weekend or a long vacation by the seaside, these ten road trip spots from Boston are our best bet for you.

So what are you waiting for? Gear up, fill your gas tank, and embark on this adventure to discover the beauty and culture around you.

Category: Industry News


Write By

Anna Johnson is a seasoned writer at, specializing in delivering unparalleled insights on the art of car rental. With a robust educational foundation in Business Administration and over a decade of immersion in the travel industry, Anna harmonizes expertise and enthusiasm to offer invaluable advice for seamless car rental experiences.

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