The Most Charming Towns in New England to Visit This Summer, According to Travel Expert Samantha Brown

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The Most Charming Towns in New England to Visit This Summer, According to Travel Expert Samantha Brown originally appeared on Parade.

No one knows how to travel like Samantha Brown—and when it comes to New England summer vacations, the beloved TV host and travel expert is especially passionate. A proud New Hampshire native, Brown has spent her life exploring the region’s rugged coastlines, postcard-perfect towns and forested peaks. “With rocky coasts, four solid seasons and tons of history, there’s always something new to discover,” she says.

New England may be compact, but it’s overflowing with charm. From Victorian beach towns and harbor-front villages to mountain escapes and lobster shacks, each destination offers something distinctly summery. “I’m so lucky I got to grow up around all of it,” Brown says—and now, with her guide, you can experience the very best the region has to offer.

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Whether you’re strolling cobblestone streets, riding a mountain train, biking to the beach or sailing past centuries-old lighthouses, these eight towns and natural escapes capture the magic of a New England summer.

Related Reading: Samantha Brown’s Top Travel Tips for Summer 2025

Planning a New England Road Trip This Summer? Start Here

One of the best parts about traveling in New England is just how close everything is. “Since all six states are among the smallest in the country, the whole region feels closer together and more intimate,” Brown explains. That means you can easily plan a multi-stop summer road trip—hitting the beaches of Cape Cod one day, the mountaintops of Vermont the next.

Start in Portsmouth, New Hampshire, and loop through Stowe, Watch Hill, Nantucket and Cape Cod, with nature-packed detours to Acadia National Park, the White Mountains and the New Hampshire–Vermont border. Along the way, you’ll pass through postcard-worthy towns, historic landmarks, seafood shacks and winding backroads lined with hydrangeas and stone walls.

Best Summer Activities in New England

New England in summer is a playground for outdoor lovers and culture seekers alike. If adventure or relaxation is your goal, there’s no shortage of ways to make the most of the season.

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Hit the Beaches: From the sandy shores of Cape Cod and Watch Hill to the windswept coastlines of Maine and Nantucket, summer means beach days filled with swimming, sunbathing and seaside strolls.

Explore Scenic Trails: Hike iconic paths like the Precipice Trail in Acadia National Park or bike the peaceful Stowe Recreation Path in Vermont. The region’s lush forests and mountain views are stunning all season long.

Savor Local Flavors: Summer is prime time for indulging in fresh lobster rolls, clam chowder and farm-to-table dining. Don’t miss farmers’ markets and seaside clam shacks, where you can taste the true essence of New England.

Experience Historic Towns: Wander cobblestone streets, visit quaint harbor towns and explore museums that bring centuries of history to life—perfect for slow, immersive days.

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Catch Live Music & Festivals: From outdoor concerts at Prescott Park in Portsmouth to craft beer gardens in Vermont and Rhode Island’s summer festivals, the region buzzes with vibrant cultural events.

Sail and Paddle: With countless lakes, rivers and ocean harbors, New England offers endless opportunities for kayaking, paddleboarding, sailing and scenic boat cruises.

Best New England Towns to Visit in Summer

Craving ocean breezes, mountain air or maple creemees this summer? A New England road trip offers a little of everything—plus the freedom to explore at your own pace.

1. Portsmouth, New Hampshire

Photo by Peregrine Photography on Unsplash

Brown’s beloved hometown is a picturesque seaport where colonial history meets coastal charm. “I can still remember spending days walking along the beach, getting dinner at Jumpin’ Jay’s Fish Cafe with my dad and strolling through neighborhoods full of colonial-style homes,” she recalls.

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In the summer, this small city buzzes with activity—take a harbor cruise from the waterfront, browse the indie shops in Market Square or catch an outdoor show at Prescott Park Arts Festival, set right along the river. For beach time, nearby Wallis Sands or Odiorne Point State Park offer scenic spots to swim, sunbathe or picnic by the sea. Don’t forget to stop by the Strawbery Banke Museum, where costumed guides bring Portsmouth’s 300-year history to life.

Related: The Best New England Seafood Restaurants

2. Stowe, Vermont

Photo by Peter Vernezze on Unsplash

Whether you’re hiking, canoeing or just admiring the Green Mountains, Stowe offers a postcard-perfect summer escape. “Stowe is a must-visit no matter the season,” says Brown. “Visit in the summer for a fun, outdoorsy mountain getaway… and don’t miss the Trapp Family Lodge, opened by the real-life von Trapp family.”

In the warmer months, Stowe is a playground for nature lovers. Paddle along the Winooski River, bike the scenic 5.3-mile Stowe Recreation Path or take a gondola ride to the summit of Mount Mansfield for sweeping views of the lush countryside. Foodies can sample small-batch cheese at the Vermont Artisan Village or grab an al fresco pint at The Alchemist Brewery. For a uniquely summery treat, stop by a local maple creemee stand (Vermont’s beloved soft-serve) after a day of adventuring.

3. Watch Hill, Rhode Island

Courtesy of Ocean House

Brown describes this southern Rhode Island gem as a dream summer destination. “My personal favorite is Watch Hill, situated at the most southern point of Rhode Island,” she shares. With its Victorian seaside charm and relaxed elegance, it’s the kind of place that invites you to slow down.

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Stay at the iconic Ocean House, the yellow-shingled grande dame perched above the beach (right next to Taylor Swift’s summer home), where you can enjoy ocean views, beach butlers and croquet on the lawn. For dinner, don't miss the Olympia Tea Room, a local favorite since 1916—you can't go wrong with the lobster salad or the clam chowder. Spend the day shopping on Bay Street, riding the historic Flying Horse Carousel or wandering the dunes of Napatree Point for a peaceful coastal escape.

Related: What It's Really Like to Vacation Next to Taylor Swift's 'Holiday House' in Rhode Island

4. Nantucket, Massachusetts

Photo by Rusty Watson on Unsplash

Nantucket is pure summer magic with its weathered gray cottages, blooming hydrangeas and quiet bike paths leading to windswept beaches like Surfside, Steps and Cisco. “New England has perfected the art of charming downtowns, relaxing beaches and mouthwatering restaurants,” says Brown—and this island is the full package.

Stay in a former sea captain’s home, the stylish Greydon House, or check into The Artist Loft—a beautifully restored standalone residence in the historic district, complete with a private entrance and luxury finishes. Then spend your day biking, beach hopping and browsing independent shops, paving the cobblestone paths. Grab tacos and margaritas at Millie’s, enjoy oysters by the water at CRU or sushi and sake at Bar Yoshi. End the night with live music at Cisco Brewers or The Chicken Box for a taste of Nantucket’s lively summer scene.

5. Acadia National Park, Maine

Courtesy of Samantha Brown

One of the crown jewels of New England, Acadia National Park offers dramatic coastal cliffs, lush forests and some of the best hiking on the East Coast. “It’s one of the most incredible New England adventures out there,” says Brown. For panoramic views, hike the challenging Precipice Trail or drive (or hike) up Cadillac Mountain, the highest point on the East Coast.

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Stop at Jordan Pond House for a classic popover and tea on the lawn, then stroll the scenic Ocean Path from Sand Beach to Otter Cliffs. Want something more laid-back? Explore by bike on the park’s 45 miles of carriage roads, or take a tidepooling walk at Ship Harbor Trail. For a seaside town fix, spend a few hours in nearby Bar Harbor, filled with charming shops, lobster shacks and oceanfront views.

Related: 25 Weekend Getaways in New England

6. The White Mountains, New Hampshire

Courtesy of Samantha Brown

Though she grew up nearby, Brown admits she’s only recently come to appreciate the splendor of the White Mountains. “I’m absolutely kicking myself at only visiting… twice!” she jokes. Her must-do? Ride the Mount Washington Cog Railway, the world’s first mountain-climbing cog railway, for stunning views from the highest peak in the Northeast.

To round out your trip, head to nearby Lake Winnipesaukee, where Brown recommends setting sail aboard the M/S Mount Washington, a historic ship that’s been cruising New Hampshire’s largest lake for over 140 years. “Though I still can’t spell it for the life of me, it doesn’t get much more New Hampshire than a voyage on Lake Winnipesaukee,” she says. The ship winds past more than 300 islands and offers scenic day cruises, dinner sailings and themed events from May through October. “Captain Jim’s love for the lake is absolutely infectious,” Brown adds, noting the ever-changing moods of the water, from glassy calm to white-capped waves.

7. Cornish-Windsor Bridge (New Hampshire–Vermont Border)

Courtesy of Samantha Brown

For a bit of Americana, Brown recommends driving across this historic covered bridge spanning the Connecticut River. “It’s one of the longest covered bridges in the U.S. and reminds me of a time when people used horses and buggies instead of cars,” she says.

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In summer, the surrounding area is especially picturesque—bring a picnic to enjoy along the riverbanks, or stop by Saint-Gaudens National Historical Park in nearby Cornish to tour the home and gardens of the famed sculptor. Art lovers will appreciate the open-air studios and sweeping views of Mount Ascutney. You can also take a scenic paddle on the Connecticut River or explore the charming town of Windsor, Vermont, home to local breweries, craft shops and Harpoon Brewery, which offers a lively beer garden and live music on warm weekends.

8. Cape Cod, Massachusetts

Photo by at on Unsplash

Cape Cod is New England summer at its most iconic, with clam shacks, sand dunes and windswept beaches. “Even the Kennedys opted to build their compound in Hyannis Port over any other location,” says Brown.

Swim or sun at Coast Guard Beach or Race Point, bike the Cape Cod Rail Trail and grab fried clams at Arnold’s. Stay at Chatham Bars Inn, a beloved waterfront resort with classic Cape elegance and sweeping ocean views. From sunset sails to saltwater taffy, Cape Cod delivers pure summer nostalgia.

More Summer Travel Tips from Samantha Brown

Brown’s love for New England goes beyond its scenic towns—it’s about embracing the season fully. She encourages travelers to pack light layers, as summer days can shift from warm sun to cool coastal breezes in a flash. “Don’t underestimate the power of a good jacket and comfy shoes,” she advises.

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Brown also suggests timing visits early in the morning or later in the afternoon to beat crowds and enjoy the softer light—perfect for photos or quiet moments on the beach. And when it comes to food, “Try the local specialties wherever you go—fresh lobster, steamed clams and of course, a classic New England blueberry pie.”

For an authentic experience, seek out small festivals and farmers’ markets—they’re great ways to connect with the local culture and find unique souvenirs. As Brown puts it, “Some of the best memories come from the little things you stumble upon.”

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Related: The 5 Best Small-Town Summer Escapes According to Getaway Guru Samantha Brown

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The Most Charming Towns in New England to Visit This Summer, According to Travel Expert Samantha Brown first appeared on Parade on Jul 9, 2025

This story was originally reported by Parade on Jul 9, 2025, where it first appeared.