7 Best Towns to Visit in New England

New England is easily one of the most charming regions of the United States. Roadtripping around the cute coastal towns, diving into early American history, and taking in the culture is one of the best experiences you can have in the country. Trust me, as much as I love New England’s cities, venturing into the small towns is what truly makes a trip here special. Here are, in my opinion, the 7 best towns to visit in New England!

1. Kennebunkport, ME

When traveling to Maine, you’ve got to eat lobster (unless you’re allergic to shellfish)—and this picture-perfect maritime town is the perfect place to do so. Kennebunkport is a quintessential New England coastal town, featuring adorable marinas full of fishing boats and sailboats, charming streets perfect for a leisurely stroll, and incredibly friendly locals. The town has a laid-back yet sophisticated vibe, and there’s no shortage of waterfront dining spots where you can enjoy a classic lobster roll with a view.

Kennebunkport is my personal favorite town in New England, and I can’t wait to get back.

2. Newport, RI

When you see the rugged, rocky cliffs of Newport, you’ll understand why so many chose this town to build their elegant mansions in. Newport is absolutely stunning, and walking along its iconic Cliff Walk is a must. This scenic trail offers breathtaking ocean views on one side and historic mansions on the other, making it one of the best things to do in Rhode Island. Many celebrities own magnificent properties here as well. You’ve got to check out The Breakers—the summer home of Gilded Age billionaire Cornelius Vanderbilt. With its rich maritime history, vibrant downtown, and world-class seafood, Newport is an essential stop on any New England itinerary.

Also, if you’re into sports, you should definitely visit the International Tennis Hall of Fame!

3. Salem, MA

A short trip from Boston, Salem is infamous for its witch trials, which (no pun intended) took place in the 1690’s. Fast forward 300 years, and Salem has embraced its history and rebranded itself as the ultimate Halloween town. It’s the filming location of the classic Halloween movie Hocus Pocus, and you can still visit many of the original sites.

Don’t miss the John Proctor House—the actual 17th century home of one of the key figures in the trials. It’s been impeccably preserved, and the black exterior and red door really sell the spooky vibe, especially at night.

Needless to say, it’s best to come to Salem during Halloween. By the way, this works out well if you plan to visit New England, as Fall is hands down the best time to visit!

4. Woodstock, VT

If you’re into fall foliage (who isn’t?), then there is simply nowhere more perfect than Woodstock. Vermont turns into rolling hills of red and orange during the fall, and seeing the trees during peak conditions belongs on everyone’s bucket lists.

Woodstock also has plenty of picturesque covered wooden bridges, and they make a heck of a postcard picture when draped in autumn leaves. The town itself is, of course, also as charming as it gets. Historic inns and farm-to-table restaurants give a great small town vibe.

5. Mystic, CT

Mystic is one of Connecticut’s most charming waterfront towns, blending rich maritime history with a lively modern-day appeal. Known for the Mystic Seaport Museum, one of the country’s most impressive maritime museums, this town offers visitors a glimpse into 19th-century coastal life. You can explore historic ships, visit a recreated seafaring village, and even take a sail on a traditional schooner.

Another must-visit spot is Mystic Pizza—the inspiration behind the 1988 Julia Roberts movie of the same name. Whether you’re into history, seafood, or just a peaceful coastal vibe, Mystic delivers.

6. Portsmouth, NH

The architecture in Portsmouth is some of the best in New England. This riverside town is hands-down one of my favorites.

Wander through the cobblestone streets of Market Square, lined with colonial-era buildings, unique boutiques, and cozy cafes. Prescott Park, located along the waterfront, is a perfect place to relax and enjoy the views.

Food-wise, Portsmouth is famous for its seafood, and grabbing a lobster roll here is a must. There are plenty of great spots, but if you’re looking for something extra special, hit up Row 34 or The Franklin for some of the freshest shellfish in town.

7. Jackson, NH

Similar to Woodstock, Jackson also has many of those beautiful covered bridges that fit the fall scenery so well. One of the town’s most delightful fall traditions is the Return of the Pumpkin People, an annual event where locals and businesses create impressive scarecrow displays featuring pumpkins as heads.

These creative displays often depict scenes from classic movies, TV shows, and pop culture, bringing a festive and playful atmosphere to the town. As you drive or stroll through Jackson in October, you’ll spot these imaginative setups outside inns, shops, and homes, making it a perfect stop for a fall foliage road trip.

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Final Thoughts

New England is packed with incredible small towns, and these seven are just the beginning. Whether you’re craving ocean breezes, historic charm, or jaw-dropping fall foliage, there’s a perfect town waiting for you. So grab a lobster roll, hit the road, and start wandering!

Check out this Google Map with all of the locations listed👇

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All travel recommendations on this blog are based on personal experiences and research. Readers should confirm information independently before making travel plans.