New England Towns: Top 23 Most Unique Spots | Stanton House Inn
Portsmouth, NH, one of the best places to visit in New England

New England Towns: Top 23 Most Unique Spots

Cornwall Bridge in one of the cutest New England towns to visit in Litchfield County, CT

New England towns are a unique trove of experiences. This region is steeped in history, culture, art, and architecture. Outdoor adventures are plentiful, and the charm of its small towns is undeniable. The region comprises the New England states of:


  • Connecticut
  • Maine
  • Massachusetts
  • New Hampshire
  • Rhode Island
  • Vermont


Each state is unique, yet all embody the quintessential New England charm. Some towns in New England are popular getaways, while others remain hidden gems, perfect for escaping the crowds. From the historic Fenway Park to the Atlantic Ocean, where you can savor a lobster roll on Cape Cod, the region caters to diverse tastes. Whether you’re an outdoor enthusiast, a history buff, a foodie, or an art lover, an unforgettable New England road trip awaits.


Ready to plan your trips to the best New England towns? Let’s get into it:


Quick hits

  • New England is home to picturesque coastal towns like Ogunquit, Newport, and Bar Harbor. These towns offer historic landmarks, stunning seascapes, and local seafood delights.
  • There are also historic inland towns in the region, such as Woodstock, Portsmouth, and Kent. These towns host unique parts of New England’s past: covered bridges, maritime museums, and charming village centers.
  • For those who love art and outdoor adventures, New England has towns like Burlington, Rockport, and Manchester. Cultural activities and stunning natural landscapes abound, perfect for creative inspiration and enjoying autumn’s foliage.


Charming Coastal Escapes: New England’s Seaside Gems

Coastal town with scenic Marginal Way walk and beautiful beaches

Imagine strolling along the windswept shores of New England. The salty sea air fills your lungs as you explore charming coastal towns. The seaside gems feature historic landmarks, stunning coastlines, and mouthwatering seafood. Each of these beach towns are an experience you won’t want to miss!


Ogunquit, Maine

Located on Maine’s beautiful coastline, Ogunquit is a town that captivates with its stunning coastal path, the Marginal Way. Plus, it has two breathtaking beaches: Ogunquit Beach and Footbridge Beach. Head to nearby York Beach in York, Maine, if you want even more options. Start your day with a hearty breakfast at Amore Breakfast. Then, enjoy a relaxed lunch at the Village Food Market. As the day concludes, treat yourself to a seafood dinner. Don’t miss the famous whoopie pie at Bread and Roses Bakery downtown.


Ogunquit is the perfect spot for a weekend retreat. It combines the charm of a small town with the splendor of coastal Maine.


Newport, Rhode Island

Historic seaside city with grand mansions and scenic Cliff Walk. Here, a short of Castle Hill Lighthouse

Step into the pages of history in Newport, Rhode Island. This seaside city is a trove of unique Gilded Age attractions:


  • Grand Newport mansions, like the impressive Breakers Mansion and the elegant Marble House
  • Historic buildings such as Long Wharf and the Old Colony House
  • The Newport Art Museum


After a day of exploration, take a moment to unwind at the Francis Malbone House Inn. Music festivals and local treats like stuffies and lobster rolls make this one of the most charming towns.


Madison, Connecticut

Houses lining the sand beach in Madison, CT

Madison, Connecticut, boasts Hammonasset Beach State Park, the state’s largest shoreline park. This park offers over two miles of beach where visitors can enjoy swimming, picnicking, and camping. It’s an ideal spot for sunbathing and beachcombing during the summer months. The park also features a nature center that provides various educational programs.


The downtown area of Madison is full of unique shops, boutiques, and restaurants. Visitors can spend a day exploring local businesses or dining at one of the many excellent restaurants. A leisurely stroll here is just as delightful an experience. And some of the best bed and breakfasts in Connecticut are right here, so you can enjoy one of the best weekend getaways in all CT.


For history buffs, the Deacon John Grave House is a must-visit. This home, dating back to the 1680s, offers a glimpse into the town’s past. The Madison Historical Society conducts tours of the house, allowing visitors to step back in time and learn about the town’s rich history.


Cape Cod

Jeep wrangler on a Cape Cod beach in the summertime

The most famous Massachusetts peninsula, Cape Cod is a popular summer destination. It’s charming villages, seafood shacks, lighthouses, and beaches make it immensely popular.


Provincetown, Massachusetts, is a charming coastal town with a historic arts scene to match its rich history. Art galleries, boutiques, and seafood restaurants line its narrow streets. Explore the Pilgrim Monument to commemorate the Mayflower Pilgrims’ first landing in Provincetown. The town’s beautiful beaches and lively Commercial Street make it a must-visit destination.


The Cape Cod National Seashore is a protected area that spans 40 miles. It encompasses pristine sandy beach, marshes, ponds, and uplands. The seashore offers outdoor activities like swimming, bird watching, and hiking. This area is home to historic lighthouses like the Nauset Light and Highland Light, which offer stunning panoramic views. The Salt Pond Visitor Center highlights the seashore’s natural and cultural significance. It’s also a prime spot for whale watching.


Quintessential New England Charm: Historic Towns and Villages

Don’t limit your exploration of New England to the coast. Inland, you’ll find historic towns and villages that exude quintessential New England charm. Each of these towns in New England offers a unique journey back in time.


Woodstock, Vermont

Picturesque town with historic architecture and covered bridges

Known as the prettiest small town in America, Woodstock, Vermont is a sight to behold. Its features include:


  • Historic architecture
  • Covered bridges
  • Vibrant arts scene
  • Natural beauty


Woodstock, Vermont, offers a quintessential New England experience. You can dine at the Barnard Inn Restaurant, explore local art galleries, or stroll through the charming downtown area.


Portsmouth, New Hampshire

The historic coastal city of Portsmouth, New Hampshire offers a rich cultural experience. Some highlights include:


  • The Strawbery Banke Museum
  • The scenic Prescott Park
  • The USS Albacore Museum
  • Nearby beaches


Take a leisurely walk through the downtown area while you’re here.


Mystic, Connecticut

Mystic River

Mystic, Connecticut is a quaint waterfront town. Its maritime charm, culture, and scenic beauty have made it famous. The downtown area is peaceful and stunning, filled with boutiques, galleries, and eateries. The town’s main landmark is the Bascule Bridge. This is the most photographed bridge in Connecticut, and it offers stunning river views.


Mystic Seaport Museum is a must-see. It’s one of Connecticut’s top (and most unique) attractions. It spans 19 acres along the Mystic River. The seaport features indoor and outdoor exhibits, including four National Historic Landmark vessels.


Fall Foliage Paradise: Best Towns for Leaf Peeping

Scenic mountain town with vibrant fall foliage and charming downtown

As summer gives way to autumn, New England becomes a spectacle of fall foliage. The landscape is painted with fiery hues of red, orange, and gold, creating an enchanting tapestry that mesmerizes both visitors and locals.


Stowe, Vermont

Stowe, Vermont is widely recognized as the ski capital of the East. This picturesque mountain town is a hub of outdoor activities and a charming downtown area. Its success is rooted in the thriving agriculture and lumber industries of the late 17th and early 19th centuries.


The downtown area is romantic and features a white steepled church as its focal point. You’ll also find:


  • Boutiques
  • Craft stores
  • Antique shops
  • Libraries
  • Museums
  • Theaters
  • Cultural organizations


The town’s 200-year-old commercial center is also a historic district. It’s full of quaint shops, restaurants, and unique lodging. The range goes from cozy New England bed and breakfasts to luxurious hotels and grand European-style lodges.


Stowe is not just about winter sports. In the warmer months, it offers a variety of outdoor activities. These include hiking, swimming, sky-riding, and even zip-lining over valleys teeming with flora and fauna. Mountain biking is popular too, especially at the Trapp Family Lodge. This lodge was founded by the Trapp family, made famous by The Sound of Music.


Moss Glen Falls is another must-see attraction. Located just north of town, this three-mile trail offers multiple vantage points for photos.


White Mountains of New Hampshire

fall colors in the White Mountains

The White Mountains cover about a quarter of New Hampshire and are a national forest of 750,000 acres. Mount Washington, the highest peak, offers stunning views. On a clear day, you can see Vermont, New York, Massachusetts, Maine, Quebec, and even the Atlantic Ocean.


You can take the Mount Washington Auto Road, a steep 7.6-mile drive. It offers incredible views and stops in charming towns like:

  • Laconia
  • North Conway
  • Lincoln


The Kancamagus Highway is another must-see. It’s a 34-mile National Scenic Byway filled with natural wonders and wildlife. You’ll find plenty of spots to stop and take pictures.


Woodstock, New Hampshire, is a popular destination. It offers stunning views and a variety of activities. You can stop by the Woodstock Inn Brewery for craft beer and good food. Franconia Notch State Park is nearby and offers scenic views.


Cannon Mountain is another highlight. From its summit, you can see mountains in four states.


Finally, there’s North Conway. It’s a picturesque town that becomes a fall foliage paradise. The White Mountains serve as a backdrop, offering a quintessential New England fall experience.


Manchester, Vermont

Manchester, Vermont, is a charming town tucked away in the Green Mountains of southern Vermont. Once known for its iron-mining, Manchester is now a haven for outdoor activities. Hiking, biking, kayaking, and fly fishing are popular pastimes. The American Museum of Fly Fishing is a must-visit, with a collection of rods, reels, flies, and art.


Mount Equinox is a notable feature of the town. It is particularly spectacular in the fall, offering a trail or drive to the top. Hildene is another point of interest. It’s the ancestral home of Robert Lincoln, the only child of President Abraham Lincoln and his wife Mary Todd to reach adulthood. The 412-acre estate includes a stunning Georgian revival mansion, 14 historic buildings, a formal garden, and an observatory.


Outdoor Adventure Destinations: Nature Lovers’ New England Getaways

Acadia National Park, near Bar Harbor, Maine, is the only one of the national parks devoted to the New England coast

New England is a paradise for outdoor enthusiasts. From the majestic White Mountains of New Hampshire to the rugged beauty of Acadia National Park in Maine and the lush Green Mountains of Vermont, the region offers a range of outdoor adventures.


Kent, Connecticut

Trail to Kent Falls State Park

Next is the town of Kent, a charming town in the Litchfield Hills region of Connecticut. A diverse mix of shops, eateries, and art galleries make up this quaint place. It’s also home to one of the state’s three remaining covered bridges, Bulls Bridge. Outdoor activities are plentiful here:


  • Kent Falls State Park boasts the state’s tallest waterfall
  • The nearby Appalachian Trail winds its way to Cornwall Bridge Pottery
  • Macedonia Brook State Park, nearby, is a beautiful spot for hiking or cross-country skiing


Kent’s small town charm is rooted in its quiet simplicity. A lively farmers market, farm-to-table restaurants, and some of the most romantic inns in CT, including the Mayflower Inn & Spa, are part of its appeal. The town and its surroundings could easily be mistaken for a Hollywood set, bearing a striking resemblance to the popular television series Gilmore Girls. Don’t miss the Hollister House Garden, an 18th-century home with romantic English-inspired gardens. And for nature lovers who appreciate a good selfie, the waterfalls at Kent Falls State Park provide the perfect backdrop.


And if you need more fall foliage, arts, or outdoor activities, drive:


Bar Harbor, Maine

Bar Harbor, Maine sits comfortably where the Atlantic Ocean kisses the rugged coastline of New England. Acadia National Park, the only National Park in New England, is a stone’s throw away. Here, you can explore rocky coastlines and climb massive boulders for stunning views. Horse-drawn carriage rides offer a nostalgic way to appreciate the scenery.


The town is famous for its seafood, particularly the iconic lobster rolls and blueberry ice cream. West Street, a historic district, is a must-visit. It’s home to resilient shingle-style mansions that survived the 1947 fire. The Village Green hosts concerts and art shows. Meanwhile, the Abbe Museum offers insights into Maine’s Native American heritage.


Kayaking, boating, hiking the Great Meadow Loop, and strolling along Frenchman’s Bay are just a few options in Bar Harbor.


Acadia National Park boasts breathtaking landscapes, diverse outdoor activities, hiking trails, and camping opportunities. The 27-mile Park Loop Road on Mount Desert Island offers a scenic drive starting in Bar Harbor.


Artsy Retreats: Creative Havens in New England

New England isn’t just about natural beauty and history; it’s also a haven for creatives. With vibrant arts scenes, unique shopping, and cultural events, read on for an artsy retreat for inspiration and creativity.


Burlington, Vermont

Lively college town with a thriving arts scene and beautiful Lake Champlain views

Burlington, Vermont is a lively college town. The University of Vermont (UVM) brings life to the pedestrian-only Church Street. Here, students and locals mingle with chefs, many who’ve escaped the hustle of New York City. These chefs have introduced eateries that focus on local produce, like Hen of the Wood and Leunig’s Bistro.


When winter hits, Burlington lives up to its title as a gateway to Bolton Valley. You can enjoy downhill skiing or cross-country skiing from UVM to the lake. Some compare Burlington to a mini-Seattle. After all, it’s a hub of progressive thinkers, university students, and influential figures.


The heart of downtown Burlington is the Church Street Marketplace. This pedestrian-friendly area features hip sidewalk cafes, art galleries, and bars. The Fleming Museum on the UVM campus is a gem in the art scene. It showcases a broad spectrum of art and artists. The Firehouse Center for the Arts keeps the art scene buzzing all year round, hosting exhibitions and art programs.


The Flynn Performing Arts Center is a beautifully restored art deco masterpiece. It hosts concerts, plays, and Broadway shows on tour.


And Burlington is a food lover’s paradise. It offers farm-to-table dining, guided food and craft beer tours, and a Saturday farmer’s market.


And, added benefit, there’s a train line from NYC to Vermont that arrives in Burlington. So not having a car is no excuse for visiting!


Rockport, Massachusetts

Rockport, MA, harbor

Rockport, Massachusetts, is a picturesque seaside town. It is well-known for its rich arts community. This unique town offers creative inspiration through its stunning beaches, unique galleries, and shops. Rockport is one of New England’s best-kept secrets. It’s a perfect weekend getaway from Boston for a relaxing time away from crowds.


The town is at the top of Cape Ann. It’s a picturesque art settlement with numerous sightseeing opportunities. The landscape is simply picturesque. One of the most photographed places in the area is Motif No. 1, a fishing shed.


Visitors have the chance to explore numerous art galleries throughout the city. For the adventurous, there are whale watching trips at nearby Gloucester. If you prefer peace, you can rent kayaks for a ride along the shore.


New Haven, Connecticut

Tower on the Yale campus in New Haven, Connecticut

The Yale University Art Gallery, America’s oldest university art museum, houses an impressive collection that spans all periods and cultures. Another must-visit is the Yale Center for British Art. It boasts the largest collection of British art outside the UK. Both museums are free to all visitors.


New Haven’s creative energy isn’t confined to its museums. The Yale Repertory Theatre is renowned for its innovative productions, demonstrating the city’s vibrant performing arts scene. And the city’s historic neighborhoods are home to even more art studios and galleries.


The dining scene in New Haven, CT, is just as compelling as its arts scene. Around the Yale campus, a variety of restaurants and cafes cater to diverse tastes. Whether you’re craving the famous New Haven-style pizza at Frank Pepe Pizzeria or the innovative dishes at Union League Cafe, the city offers a culinary journey that complements its rich arts scene.


Culinary Delights: Foodie-Friendly New England Towns

Portland Head Light at Fort Williams Park, Cape Elizabeth, Maine.

New England is a gastronomic delight. From fresh seafood to farm-to-table dining and local breweries, these towns serve up a culinary adventure.


Portland, Maine

Portland, Maine is a coastal city with a thriving food scene. Known for its fresh seafood and farm-to-table dining, Portland offers a culinary experience unlike any other. Whether you’re sampling the local fare at Becky’s Diner, The Highroller Lobster Co., or Isa Bistro, your tastebuds are in for a treat.


Greenwich, Connecticut

Canoeing at Greenwich Point Park

Greenwich, Connecticut is an upscale town offering a diverse culinary scene. From fine dining to casual eateries and local markets, Greenwich serves up a variety of flavors. Whether you’re dining at one of the Michelin-starred restaurants or grabbing lighter fare on Greenwich Avenue, Greenwich offers a foodie-friendly experience.


Kennebunkport, Maine

Kennebunkport, Maine, charms visitors with its picturesque seaside views. Renowned for its delectable seafood, this town also boasts of delightful inns and a vibrant downtown dining scene. Whether you’re savoring the local lobster at a beachside shack or enjoying a meal at a quaint inn, Kennebunkport ensures a memorable culinary journey.


Island Escapes: New England’s Offshore Gems

Lighthouse on Nantucket island

Escape the hustle and bustle of the mainland with a visit to New England’s offshore gems.


Nantucket, Massachusetts

Known for its pristine beaches, historic architecture, and relaxed ambiance, Nantucket, Massachusetts is a charming island. You can explore the island’s rich history, bask in the sun on the beach, or savor the local cuisine. Each of these activities contributes to the unique island escape that Nantucket offers.


Martha’s Vineyard, Massachusetts

Martha’s Vineyard in Massachusetts is a stunning island. Its beautiful beaches, historic towns, and lively arts scene attract celebrities. Whether you’re delving into the island’s history, spending a day at the beach, or immersing yourself in the local art scene, the many things to do on Martha’s Vineyard promise a unique island experience.


Block Island, Rhode Island

Block Island, Rhode Island, offers a serene escape. With its beautiful beaches, scenic cliffs, and relaxed atmosphere, it’s a haven. From exploring the island’s natural beauty to spending a day at the beach or browsing local shops, Block Island ensures a tranquil getaway.


Historic Cities: Urban Adventures in New England

Sunset over an ocean beach, with a schooner in full sail near Salem, Massachusetts.

Step back in time and explore the rich history of New England’s historic cities.


Boston, Massachusetts

Boston, Massachusetts, is New England’s most populous city, and it’s steeped in history. The city boasts iconic landmarks like The Boston Common and The Freedom Trail. It’s also known for its diverse neighborhoods and a thriving food scene. These elements combine to offer a unique urban adventure. It also makes a great pied-a-terre in the area, so you can explore the many fantastic weekend getaways from Boston within easy reach.


Salem, Massachusetts

Salem, Massachusetts is renowned for its witch trials, which draws visitors from far and wide in October. And this historic city offers a variety of fascinating museums and historic sites to please them all. It also boasts a lively waterfront area. Exploring the city’s history, visiting the museums, or enjoying the waterfront, all contribute to Salem’s unique urban adventure. And if you’re not a huge fan of crowds, head over to nearby Marblehead, Massachusetts.



New England is a land of rich diversity and enchanting experiences. Coastal towns charm visitors with their unique appeal. Historical cities offer a journey back in time. The New England arts scene stimulates creativity, while the breathtaking fall foliage provides a visual feast. No matter what your passion is – outdoor adventures, historical exploration, culinary delights, or artistic pursuits, New England promises to have something that will pique your interest. It’s time to start planning your New England adventure!


Frequently Asked Questions


What are the 7 states of New England?

New England is comprised of six states: Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island, and Vermont. This naming was done by Captain John Smith, an English explorer who ventured into the region in the early 17th century.


What did a typical New England town look like?

A typical New England town typically ranges in geographic area from a few hundred acres to approximately six miles by six miles. The towns are often irregular in shape and the center may contain a town common or green that serves as a small park for the community.


Why is New England called New England?

The name “New England” was actually assigned by Captain John Smith. He explored the region in 1614 and decided to name it after England, a common practice when discovering new places.


What was the organization of a typical New England town?

The organization of a typical New England town was built around town meetings. These meetings were usually held in a central meetinghouse, which also hosted church services and gatherings. The meetinghouse often overlooked a central pasture, known as the green. This pasture was utilized by the community.


What is the prettiest state in New England?

Vermont is often considered the prettiest state in New England. It is known for its charming towns, vibrant fall foliage, and picturesque landscapes.


Leave a Reply

Your email address will not be published. Required fields are marked *