America's Most Charming Region: The best places to visit in New England & when

Everyone is falling in love with New England right now, and it’s easy to see why — it’s one of the top destinations in the US for travellers seeking natural beauty, rich history, and year-round seasonal charm.

From the rugged coastline of Maine to the rolling hills of Vermont, this enchanting region wears every season beautifully, from fiery autumn foliage to sun-drenched summers to cosy winter escapes.

So, whether you’re here for the seafood shacks and lighthouses, the historic streets of Boston, or a road trip through the idyllic small towns of Vermont, this New England travel guide will help you plan the perfect adventure for you.

Read on to discover everything you need to know before travelling to the US' most picturesque region, including the many wonders that each season brings.

"There’s nothing quite like autumn in New England — hills painted in brilliant reds and golds, the scent of crisp leaves and fresh cider in the air, and storybook towns that feel frozen in time. It's one of the most popular seasons to visit, and the best hotels and inns book up months in advance. If you want the best experience, planning early isn’t just a suggestion — it’s a must!" — Steph, Travel Specialist

Steph, Travel Specialist 

• Why visit New England?
• Where is New England & what makes each state special?
• Best places to visit in New England
• New England through the seasons
• Boston through the seasons
• Planning your New England adventure
• Final tips for exploring New England

Why visit New England?

The charm of New England travel lies in its diversity. The region is made up of six states — Maine, Vermont, New Hampshire, Massachusetts, Connecticut, and Rhode Island — each offering something unique. With its windswept coastlines, pristine lakes, formidable mountain peaks, and characterful cities, there’s no shortage of things to do and see.

One of the best things about New England is its seasonal charm. In autumn, the region becomes a tapestry of colours as the leaves turn brilliant shades of orange, red, and gold. During winter, New England transforms into a white wonderland, perfect for cosy inn stays and winter sports. Spring brings fresh maple syrup and scenic outdoor adventures, while summer boasts vibrant festivals, beach breaks, and wine tasting.

But it’s not just about the seasons. The deep history of the region, especially in places like Boston, Salem, and Newport, as well as its status as an intellectual hub, creates an atmosphere of refined discovery. From its Ivy League universities to its early colonial settlements and Revolutionary War sites, New England is a perfect destination for culture lovers.

Where is New England & what makes each state special?

New England is located in the northeastern part of the United States and is made up of six states: Maine, Vermont, New Hampshire, Massachusetts, Connecticut, and Rhode Island. Each state brings its own distinct character to the table, making the region a rich tapestry of postcard-perfect landscapes and (some quirky) experiences.

Maine

Maine is known for its dramatic coastlines, iconic lighthouses, and fresh seafood. The state’s rugged natural beauty draws many outdoorsy travellers, from hikers and bikers to kayakers and beachgoers.

The Acadia National Park is one of the most popular attractions in the state, offering visitors a chance to explore coastal forests, jaw-dropping cliffs, and savour amazing views of the Atlantic Ocean, all in one place.

Maine is also famous for its lobster and is the birthplace of the beloved lobster roll. No visit to here would be complete without hitting one of the many lobster shacks dotted along its coastline, as Maine is renowned for serving up some of the best seafood in the country!

Unsurprisingly, Portland, the state’s largest city, is defined by its thriving food scene, which includes not only seafood but also craft breweries, artisanal markets, and delicious farm-to-table delights.

Vermont

Vermont is often considered the quintessential New England state, enchanting travellers with its quaint communities and rolling green hills.

It's home to some of the most charming small towns in the country, where historic buildings, covered bridges, and local shops line cobblestone streets in places like Woodstock, Stowe, and Montpelier (the state capital).

The Green Mountains lie at the heart of Vermont, offering breathtaking scenery and a wide range of outdoor activities, such as hiking, biking and skiing. The Long Trail and Appalachian Trail wind through these extraordinary mountains and it's also where you'll find Mount Mansfield — the state's highest peak!

A state with a sweet tooth, Vermont is also the home of Ben & Jerry’s Ice Cream Celebrated for their fun and creative flavours, visitors can take a tour of the Ben & Jerry’s Factory in Waterbury, where they can learn all about how it's made and, of course, sample some delicious scoops.

Vermont is also famous for producing some of the best maple syrup in the world. The tradition of maple syrup production has been a part of Vermont’s culture for centuries, and visitors can tour sugarhouses, sample syrup, and even watch the syrup-making process in action.

New Hampshire

New Hampshire is a hidden gem in New England, offering endless outdoor adventures, scenic driving routes, and rich colonial history.

It’s best known for the White Mountains, a hiker’s paradise with over 1,200 miles of trails. The state’s highest peak, Mount Washington, offers spectacular views, while resorts like Cannon Mountain and Loop Mountain provide pristine slopes and excellent skiing opportunities in the winter months.

New Hampshire's Kancamagus Highway is one of the most scenic drives in the country, particularly in autumn when the foliage is at its peak. The state is also known for its beautiful lakes, including Lake Winnipesaukee, which is a favourite spot for boating, fishing, and exploring charming towns like Meredith and Wolfeboro.

But New Hampshire isn’t just about nature — historic cities, like Portsmouth, offer a window into the state's past with its maritime museums, colonial buildings and reenactments. The city also boasts a lively arts scene, as well as fabulous food scene serving up the state's famously good seafood at waterfront restaurants.

Massachusetts

From the bustling streets of Boston to the serene shores of Cape Cod, every corner of Massachusetts has a story to tell.

At the heart of the state, Boston — the place where the American Revolution began — is a truly dynamic and historic city. It's where you can walk the iconic Freedom Trail, visit Paul Revere's House, or explore Boston Common, all while enjoying the city’s world-class museums, theatres, and vibrant food scene. Sports fans can also catch a game at Fenway Park — one of the oldest ballparks in America!

The state is home to some of the most prestigious universities in the world, including Harvard University and MIT in Cambridge, which add to Massachusetts' cultural identity as a hub of innovation and academic excellence.

The Berkshires in western Massachusetts are a New England gem, offering rolling hills, lush forests, and charming towns. Ideal for hiking, biking, and winter skiing, the region also boasts rich cultural attractions like the Norman Rockwell Museum in Stockbridge and Tanglewood in Lenox, where the Boston Symphony Orchestra performs each summer under the stars.

Finally, if you're craving coastal beauty, head to the idyllic Cape Cod peninsula with its windswept dunes, melancholic marches, and picturesque towns, like Provincetown. Or you can hop over to Martha’s Vineyard and Nantucket — two of New England's most beloved islands — for a laidback oceanfront escape with whale watching opportunities.

Connecticut

Connecticut may be small in size, but it’s packed with character.

One of the best-known spots is New Haven, home to the prestigious Yale University, which lends the city an intellectual and artistic atmosphere. The Yale University Art Gallery and the Yale Peabody Museum of Natural History are just a few of the cultural gems that visitors can enjoy here.

Connecticut’s coastline is another huge draw for visitors to the state. Mystic, perhaps the most famous coastal town, is one of the best places to experience it. It's home to the historic Mystic Seaport, a living history museum where visitors can step back in time and explore 19th-century ships, maritime exhibits, and stroll through the streets of the recreated village.

The state’s natural beauty is equally stunning, especially in areas like the Litchfield Hills and Housatonic Valley, which are great for outdoor adventures. Litchfield Hills, in particular, offers amazing hiking trails, rolling hills, and some of the most striking autumn foliage you’ll ever see.

And while New England might not be as famous as some other places in the US its wine production (ahem, California), Connecticut is increasingly coming under the spotlight, thanks to the 40 wineries that are scattered across its rural landscape. The Connecticut Wine Trail is a 'must do' for those who love a tipple, taking you through several scenic vineyards, with opportunities to taste the local varieties.

Rhode Island

Rhode Island, though the smallest state in the US, packs a punch when it comes to attractions.

One of the most iconic destinations in Rhode Island is Newport, known for its sweeping sandy shores, characterful coastal towns and Gilded Age mansions. In fact, the city’s famous mansions, like The Breakers and Marble House, once home to America’s wealthiest families, are now open to the public and provide a fascinating glimpse into the opulent lifestyles of the 19th-century elite.

Rhode Island is also renowned for its maritime history, with sites like the Herreshoff Marine Museum, which celebrates the legendary boat-building company that crafted some of the most iconic yachts in history.

On top of its mansions and museums, Rhode Island has an incredible food scene to get stuck into. The state is famous for its creamy clam chowder, stuffed quahogs, and just-of-the-boat seafood, with coastal towns like Narragansett and Block Island dishing up some of the best seafood in the state.

Best places to visit in New England

Now that you know what makes each state unique, here's a handy guide to the must-visit places and attractions in each of them.

Maine

• Portland: A vibrant coastal city known for its iconic lighthouses, craft breweries, and delicious seafood — particularly the famous lobster rolls.

• Acadia National Park: Awe-inspiring national park with dramatic coastlines, mountain trails, and spectacular views of the Atlantic Ocean.

• Bar Harbor: Located at the entrance to Acadia National Park, this picturesque town is great for whale watching and boat tours.

• Kennebunkport: A classic New England coastal town with beautiful beaches, historic charm, and cosy inns.

Vermont

• Montpelier: The smallest state capital in the US, brimming with historic architecture, quirky local shops, and the nearby Hubbard Park for outdoor adventures.

• Stowe: Nestled in the heart of the Green Mountains, Stowe is a winter wonderland with world-class ski slopes and year-round hiking trails.

• Burlington: A lakeside city with a lively arts scene, local shops, and great dining, plus access to the beautiful Lake Champlain.

New Hampshire

• White Mountains: A hiker's paradise, home to Mount Washington — the highest peak in the Northeast — and the scenic driving route along Kancamagus Highway.

• Lake Winnipesaukee: Known for its crystal-clear waters and breathtaking scenery, Lake Winnipesaukee is a favourite spot for boating, fishing, and hiking.

• Portsmouth: A historic coastal offering attractions like the Strawbery Banke Museum, the Portsmouth Harbor Lighthouse, and the scenic Waterfront Walkway.

Massachusetts

• Nantucket: A picture-perfect island off the coast, renowned for its charming cobblestone streets, dune-backed beaches, and historic lighthouses, like Brant Point Lighthouse.

• Boston: The capital of Massachusetts and rich in American history with iconic landmarks like the Freedom Trail, Fenway Park, and Boston Common.

• Cape Cod: Known for its spectacular beaches, picturesque towns, such as Provincetown, iconic lighthouses, and top-notch seafood.

• Martha's Vineyard: A tranquil island famous its sandy beaches, scenic bike trails, sleepy harbour towns with gingerbread cottages.

• The Berkshires: Massachusetts' mountainous region with amazing hiking trails, home to the Tanglewood Music Festival in Lenox and the Norman Rockwell Museum in Stockbridge.

Connecticut

• Hartford: A historic city where you can tour the home and museum of esteemed America writer, Mark Twain. 

• Mystic: A charming coastal town known for its rich maritime history with top attractions like the Mystic Seaport Museum.

• New Haven: The home of Yale University, the city's highlights include the Yale Peabody Museum, as well as its legendary pizza joints, serving charred New Haven-style pizza.

• Litchfield Hills: A scenic countryside escape with hiking trails in Kent Falls State Park, skiing on Mohawk Mountain, and several well-known wineries and vineyards.

Rhode Island

• Newport: A seaside city famous for its Gilded Age mansions — most notably, The Breakers — as well as The Cliff Walk, a scenic 3.5-mile path along the coastline.

• Providence: The capital of Rhode Island with highlights including the mesmerising WaterFire art instillation, the world-class RISD Museum, and top-notch Italian restaurants on Federal Hill.

• Block Island – A peaceful island getaway, where you can hike up to the Mohegan Bluffs, visit the historic Southeast Lighthouse, and unwind on the sandy shores of Ballard’s Beach.

Tailormade New England Tours

New England through the seasons

While New England is a year-round destination, the best time to visit depends on what you’re looking to experience. Here’s a breakdown of what each season offers:

Autumn

Without a doubt, autumn, or 'fall', is the most iconic season in New England. Beloved for its enchanting fiery foliage, this time of year draws visitors from all over the world, as the landscape is painted in brilliant hues of red, yellow, and orange.

Take a scenic road trip to immerse yourself in the New England fall foliage. The Kancamagus Highway in New Hampshire, the Green Mountain Byway in Vermont, and the coastal roads of Maine offer some of the most beautiful views in the country at this time of year. Along the way, you'll also find harvest festivals popping up throughout the region, where you can sample delicious cider and apple pies.

If you're visiting in October, then a trip to Salem is a must! The town goes all-out for Halloween, with haunted house tours, spooky events, costume parades, and even witchcraft workshops. The Salem Witch Museum and The Witch House provide a deeper dive into the infamous trials, while Gallows Hill Park serves as a poignant reminder of the town's tragic and eerie history.

Winter

New England in winter is like stepping into a white wonderland with its snow-covered landscapes, charming small towns, and festive atmosphere.

Skiing and snowboarding are top draws, with famous resorts like Stowe in Vermont, Mount Washington in New Hampshire, and Killington offering some of the best slopes in the region. Ice skating is another seasonal favourite, especially at the rink in Boston Common, where you can skate against the stunning backdrop of the city’s skyline.

Of course, winter in New England isn’t just about icy adventures, Boston and Providence are filled with festive cheer during the winter months. Stroll through Christmas markets, drink hot cocoa in cosy cafes, and browse museums between walks in the rejuvenating winter air.

Spring

In Spring, New England bursts to life with blooming cherry blossoms, tulips, and lilacs. It's the perfect time to visit — without the summer crowds — allowing you to experience the beauty of the landscape in peace.

The weather is also just right for outdoor adventures, whether you’re hiking the White Mountains in New Hampshire, exploring the Green Mountains in Vermont, or enjoying a relaxing boat ride on Lake Winnipesaukee.

Spring is also the season for Maple syrup in New England, one of region's sweetest traditions. You can visit local sugarhouses, watch the syrup-making process firsthand, and indulge in fresh maple treats — the perfect way to savour the season!

Summer

One of the best things about summer in New England is the chance to enjoy the region's spectacular coastline in the sun.

Cape Cod, with its picturesque beaches and charming seaside towns, is a classic summer destination for swimming, sailing, or simply unwinding by the water. The Rhode Island coast is also a showstopper in summer, with Newport’s elaborate mansions and waterfront views, perfect for a scenic stroll or boat tour.

Summer is also the season for festivals and events. From the world-famous Maine Lobster Festival to Tanglewood in the Berkshires, where you can enjoy outdoor concerts in idyllic surroundings, New England’s summer events are well worth travelling for.

And, if your holiday happens to fall on the 4th of July, you're in for a real treat as fireworks light up the skies across all six states.

Boston through the seasons: baseball & brownstones

Prefer city breaks to country escapes? Boston, the beating heart of New England, is a city that offers a new perspective with each season, with so much to see and do.

Whether you’re strolling through historic neighbourhoods in the crisp autumn air, enjoying a festive winter market, or watching the 4th of July fireworks along the Charles River — here are some of the top seasonal experiences to enjoy in 'Beantown'.

Autumn in Boston: Historic walks & Halloween

One of the best ways to experience Boston in autumn is by walking the Freedom Trail. This historic route, which takes you past significant landmarks like the Old State House and Paul Revere’s House, feels even more striking with the fall foliage in the background. Or you can head to Beacon Hill to admire the city's classic brownstones, stopping at a local café for clam chowder and hot cider.

For sports lovers, there’s no better time than autumn to catch a Red Sox game at Fenway Park. The atmosphere is electric, especially during playoff season, when fans fill the stands in their red and blue, offering visitors a true Bostonian experience.

Or for a spookier twist on the season, take the short day trip to Salem, just a 30-minute train away from Boston. Steeped in the history of the infamous witch trials, this eerie city transforms into a Halloween wonderland each year with haunted tours and witchcraft-themed events taking place throughout October.

Winter in Boston: Christmas magic & museums

As the first snowflakes fall, Boston comes alive with festive cheer.

Soak in the season by ice skating on Frog Pond in Boston Common. The rink is surrounded by beautiful old trees and historic buildings, and when it's all lit up at night, it’s like something straight out of a storybook. Just a short walk away, you’ll also find Faneuil Hall and the "Blink!" light show, where thousands of lights dance to music and fill the air with festive spirit.

If you’re looking for souvenirs and seasonal eats, Boston has a few Christmas markets that are well worth checking out. The Boston Holiday Market at Snowport in the Seaport District is a must-visit, or if you're over in the South End, the SoWa Winter Festival offers handmade crafts, vintage finds, and artisanal treats.

Finally, when the cold gets too much, head into the Museum of Fine Arts to warm up while exploring its incredible collection of ancient artworks and contemporary masterpieces. The Isabella Stewart Gardner Museum is another gem; located in Boston's Fenway Kenmore neighbourhood, its central courtyard — filled with lush plants and flooded with light — is as much of a draw as its eclectic art collection.

Spring & Summer in Boston: Waterfront adventures

When spring and summer roll into Boston, it's all about making the most of the city's waterfront.

The Charles River Esplanade is one of the first places to feel like spring, with cherry blossoms in full bloom. It’s the perfect spot for a scenic morning bike ride, with the river on one side and the city skyline on the other. By summer, things start to heat up — the harbour fills with sailboats, the rooftop bars come alive, and visitors anticipate the iconic Boston Pops Fireworks Spectacular on the 4th of July.

If you’re in the mood for adventure, why not take the ferry over to the Boston Harbor Islands? It’s an easy escape from the city, offering hiking trails with amazing views, peaceful beaches, and fresh seafood that tastes even better with the sea breeze.

Across the river, Harvard Square in Cambridge has its own unique charm. It’s full of students, street performers, and history. If you’re a fan of cool exhibits, the Harvard Museum of Natural History is a must-see, especially for the incredible Glass Flowers exhibit. Walk through Harvard Yard, explore independent bookstores like Harvard Book Store, or sip a craft cocktail at one of the trendy bars.

Planning your New England adventure

Whether you're visiting for a long weekend or embarking on a two-week road trip, knowing how to get around, where to stay, and what to eat can make all the difference. Here’s everything you need to plan your perfect New England escape.

How to get around New England

New England is best explored by car. The region’s winding country roads, scenic coastal highways, and quaint small towns make road-tripping the ideal way to take in all the sights at your own pace.

• Driving: Renting a car is the best option for exploring rural areas, tiny towns, and hidden gems. Scenic routes like the Kancamagus Highway in New Hampshire, Route 100 in Vermont, and Maine’s Coastal Route 1 are bucket-list worthy!

• Trains: The Amtrak train service runs between major cities like Boston, Providence, Hartford, and Portland, but train options are limited in more remote areas.

• Ferries: If you're heading to Martha’s Vineyard, Nantucket, or Block Island, ferries are a scenic and efficient way to travel. The ferry ride itself is part of the adventure, offering stunning coastal views.

Already hit the open road in New England? Discover more of the best driving routes in the US.

Should I use a Travel Specialist?

If you're short on time or looking for a seamless experience, booking through a Travel Specialist can be a great option. They can craft perfectly tailored itineraries, secure hard-to-get reservations, and provide firsthand insights to enhance your New England experience.

Why Use a Travel Specialist?

• They offer expert advice on the best times and places to visit New England for autumn foliage, ski trips, or summer coastal getaways.
• They can arrange unique experiences like private lighthouse tours in Maine or farm-to-table dining in Vermont.
• They take care of all the little details, so you can focus on enjoying your trip.

"New England road trips are all about exploring charming towns and enjoying scenic drives at your own pace. A Travel Specialist can create a perfectly personalised itinerary, carefully selecting the best routes, hidden gems, and cosy spots, so you don’t miss a beat. They take care of all the details, ensuring a smooth journey with zero stress on your part." — Steph, Travel Specialist

Where to stay in New England?

New England’s hotel scene is as diverse as its states, offering everything from grand seaside resorts to boutique mountain retreats. Whether you’re dreaming of ocean views, a historic hideaway, or a cosy countryside escape, Inspiring Travel’s handpicked portfolio has something to suit every traveller.

Coastal Retreats: Classic Seaside Luxury

Pictured: Ocean House, Rhode Island

For those drawn to New England’s rugged coastline, Chatham Bars Inn in Cape Cod is a timeless retreat, offering elegant beachfront cottages and farm-to-table dining with stunning Atlantic views.

In Maine, the Cliff House sits perched dramatically above the ocean, where floor-to-ceiling windows bring the crashing waves right into your suite.

Or, for a taste of Gilded Age glamour, Ocean House in Rhode Island is an icon of coastal elegance, with its private beach and world-class spa.

Mountain Escapes: New England’s Countryside Charm

Pictured: Twin Farms, Vermont

In Vermont’s Green Mountains, Twin Farms delivers an ultra-luxurious rural experience with private cottages set against rolling meadows.

Or, stay at the Trapp Family Lodge — an Austrian-style mountain retreat inspired by 'The Sound of Music', located just 10-minutes away from Stowe Village. 

 Boutique Hotels & B&Bs: Intimate & Unique

Pictured: The Vanderbilt, Auberge Resorts Collection, Rhode Island

For travellers who love a more personalised touch, The Vanderbilt, Auberge Resorts Collection in Newport, Rhode Island, is a stately mansion-turned-boutique hotel with a rooftop bar boasting sunset views over the harbour.

In Boston, The Whitney Hotel offers understated luxury in the heart of Beacon Hill, with stylish interiors that reflect the city’s rich history.

City Hotels: Historic & Stylish Stays

Pictured: Raffles Boston, Massachusetts

For a seriously elegant stay in Boston, Raffles Boston blends timeless charm with modern luxury, offering stunning city views, a tranquil spa sanctuary, and the signature attentive service the Raffles name is known for.

Or, perched on the crest of Beacon Hill, XV Beacon is a historic boutique hotel housed in a 1903 landmark neoclassical building, where you'll find artworks by some of most renowned American artists hanging on its walls. 

More Luxury Hotels in New England

Where to eat in New England?

New England’s food scene is, quite simply, mouthwatering.

From fresh seafood to farm-to-table dining and classic comfort food — each state serves up something truly delicious. So, whether you want to tuck into a Maine lobster roll or a bowl of creamy clam chowder, here are some of the top foodie spots to get a real taste of New England.

Best seafood spots: Head to Eventide Oyster Co. (Portland, ME) for lobster rolls or The Black Pearl (Newport, RI) for a legendary bowl of chowder.

Farm-to-table dining: Vermont and Western Massachusetts are home to incredible farm-fresh restaurants like Hen of the Wood (Waterbury, VT) and The Old Inn on the Green (New Marlborough, MA).

Boston’s historic venues: Try Union Oyster House, the oldest restaurant in America, or explore Italian eateries in the North End.

Classic New England eats: Stop for apple cider donuts at Cold Hollow Cider Mill (VT), or grab a slice of Mystic Pizza (CT), made famous by the movie.

No matter where you go, New England’s food is as much a part of the experience as the scenery!

How many days do you need to visit New England?

A New England trip is best enjoyed over at least 7 to 10 days to truly experience its highlights. With so many charming towns, beautiful parks, and vibrant cities like Boston to explore, a longer trip gives you time to enjoy it all without feeling rushed.

If you’re keen on exploring the coast, mountains, and countryside, a two-week visit gives you the freedom to take day trips, hike scenic trails, and enjoy New England’s many seasonal experiences.

Final tips for exploring New England

Best time to visit
While autumn’s foliage is a showstopper, summer on the coast and winter in the mountains are equally as magical. Whether you’re soaking up the sun or skiing on fresh snow, each season has something special to offer.

Pack layers
New England weather can be unpredictable, especially in the mountains. Bring layers so you’re ready for chilly mornings, warm afternoons, and cooler evenings.

Book early
The best hotels and tours can fill up quickly during peak seasons — especially in autumn and summer. So, it’s best to book your trip in advance to avoid any disappointment.

Take it slow
The best part of New England is its charming small towns, so don’t rush through them! Take time to wander, explore local artisan shops, and enjoy the laidback essence of the region.

Ready for your perfect New England adventure?

Whether it's the charming coastal towns of Maine, the scenic mountain roads of Vermont, or the rich history of Boston, New England is calling your name this year.

Our Travel Specialists have explored this picturesque part of the US first-hand and are here to create your ultimate New England adventure. From cosy 'fall' retreats to summer road trips and winter escapes, we'll craft a completely bespoke itinerary, just for you.

Speak to one of our dedicated Travel Specialists to start planning your holiday today or browse our full collection of tailormade New England tours and luxury hotels for more inspiration.