New England Holidays 2026 & 2027 • View Itineraries
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New England Holidays 2026 & 2027 Road trips, escorted tours and more exploring the New England states

Holidays to Boston & New England

Delve into American history in Boston, where revolutionary landmarks and insightful museums meet cobblestone streets and characterful neighbourhoods.

Beyond the city, New England quickly becomes rolling hills and rugged shorelines, from Cape Cod’s windswept beaches to New Hampshire’s White Mountains. Each Autumn, New England’s six states are blanketed in a patchwork of ‘fall foliage’.

At FREEDOM we can create bespoke Boston and New England holidays, including city breaks, self-drive itineraries, and expert-led escorted tours, with a team of North America Experts always on hand to help craft your perfect trip.

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Popular New England Itineraries

You can book these New England itineraries as they are or alter them to suit your plans.

Highlights of New England Map of Highlights of New England

Highlights of New England

Boston | Kennebunkport | North Conway | Stowe | Mystic | Cape Cod

New England by Motorhome Map of New England by Motorhome

New England by Motorhome

New York | Sandwich | Plymouth | Salisbury Beach | Bar Harbor | Mount Blue State Park | Bethlehem | Arlington | Gardiner

Fall Colours of New England Map of Fall Colours of New England

Fall Colours of New England

Boston | Plymouth | Cape Cod | Hyannis | Newport | Providence | Killington | Stowe | North Conway | Portsmouth

Boston & New York Map of Boston & New York

Boston & New York

Boston | New York

Activities Included
Autumn Colours Map of Autumn Colours

Autumn Colours

Boston | Burlington | North Conway | Bar Harbor | Portsmouth

Treasures of Cape Cod & The Islands Treasures of Cape Cod & The Islands

Treasures of Cape Cod & The Islands

Boston | Sandwich | Edgartown | Martha’s Vineyard | Cape Cod | Nantucket Island | Newport

Save On 2027 Tours
New York & New England Map of New York & New England

New York & New England

New York | Hudson Valley | Catskill Mountains | Albany | Lake George | Stowe | Conway | Kennebunkport | Boston

New England’s Fall Foliage New England’s Fall Foliage

New England’s Fall Foliage

Boston | Williamstown | Stowe | North Conway | Portland

New England Explorer Map of New England Explorer

New England Explorer

Boston | Kennebunkport | Acadia National Park | Maine | White Mountains | The Berkshires | Newport | Cape Cod

New England & Southern Québec Map of New England & Southern Québec

New England & Southern Québec

Massachusetts | Vermont | New Hampshire | Maine | Quebec

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Eastern USA self drives, tours and multi centre holidays.
Freedom Destinations Travel Specialist

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Tell us where you want to go and what you would like to do and we will create your perfect America holiday – at a price you can afford.

call us on 0333 234 0922

New England Holidays 2026 & 2027

New England is a region celebrated for its rich history and picturesque landscapes. Story-book towns and villages dot rolling hillsides that transform into a mosaic of earthy colours each autumn. Wooden lighthouses overlook a spectacular coastline of craggy bays and forested islets, drenched in the purest sea air. For a soul soothing holiday, surrounded by natural beauty, New England will not disappoint.

Where is New England?

The New England region is situated in the far north east of the USA, bordering the Canadian provinces of Quebec to the north and New Brunswick to the east.

Boston, in Massachusetts, is the main gateway to New England. It is just under an 8 hour flight from the UK, and a 3 hours 30 minutes train journey from New York.

What States are in New England?

New England is comprised of six states: Maine, Vermont, New Hampshire, Massachusetts, Connecticut and Rhode Island.

Maine is the largest, sharing a 611 mile border with the Eastern Canadian provinces of Quebec and New Brunswick, and a stunning 3,500 mile coastline of rocky headlands and intricate islands with the Atlantic Ocean – which you can explore on a New England cruise.

Things to do in New England

Here are ten of our North America Experts’ favourites:

  • Admire the autumn colours – Visit New England in the fall to witness the hillsides transform into a patchwork of earthy reds and golden yellows
  • Eat lobster in Cape Cod – Where only the freshest seafood will do, then walk it off along miles of deserted beach, lapped by the Atlantic Ocean
  • Hike in Acadia National Park – 65 square miles of breathtaking scenery on Mount Desert Island, just off the coast of Maine
  • Spot lighthouses – New England is famous for them, with Portland Head, Nubble Point and New London Ledge three of the best!
  • Catch a game at Fenway Park – Home to the Boston Red Sox. While in the city, make sure to walk the Freedom Trail; a journey through American history
  • Summit Mount Washington – New England’s highest peak can be found in New Hampshire. But don’t worry, you don’t have to walk it! You can ride the cog railway to the top.
  • Go whale watching – Between April and October you can get some fantastic sightings of humpback whales and dolphins on a cruise from Boston.
  • Explore the Green Mountains – This spectacular mountain range in Vermont boasts miles of hiking trails and scenic driving routes.
  • Visit the cranberry bogs during harvesting – Cranberries are actually native to New England, and you can take a tour to learn how they’re grown, as well as sampling some delicious produce.
  • Admire Gilded Age mansions in Newport – This afluent region in New Hampshire boasts impressive architecture, like famous The Breakers.

When to Visit New England?

Although visiting New England in the fall is spectacular, it offers something at all times of the year.

Summer temperatures reach the mid to high 20°Cs, ideal for outdoor activities. September and October tend to be nearer 20°C, perfect to enjoy a tour of the autumn colours. Boston is popular for a winter city break, wonderfully festive, but not usually below zero during the day, due its coastal location.

Planning a New England Holiday

Whether you would like to book one of our New England self drives or just have a few questions on where best to visit, please get in touch, our North America Experts will be pleased to help.

Please note, fall foliage escorted tours sell out quickly, so advance booking is highly recommended.

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Tailor Made USA Holidays

With FREEEDOM you can choose where you’d like to go and how you’d like to travel.

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