Flying into Boston, the gateway of New England, there are a multitude of self-drive routes to take depending on whether it’s an active, beach, mountain or city holiday or a combination of all.

There really is something for everyone on New England holidays.

With varying landscapes and highlights in each state, we recommend you pick and choose depending on your interests, to help we’ve highlighted the best of each state below.

A popular time to visit the region is the famous fall foliage period starting from mid-September in Maine, New Hampshire and Vermont and occurring until mid-October in Massachusetts, Rhode Island and Connecticut (dates vary seasonally).

Summer is also a great time and one of our favourites for enjoying the beaches of Cape Cod, Nantucket and Martha's Vineyard.

Holidays to New England can also be taken in the winters when magical Boston and the mountains of Vermont are the perfect hideaways. 

All of our holidays are tailor-made to your requirements by an expert Travel Specialist
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Where to go in New England

Total results: 32
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Ocean Edge Resort & Golf Club
Hotel

Ocean Edge Resort & Golf Club

USA
New England
Cape Cod & The Islands (Massachusetts)

The resort is set on the ocean edge overlooking Cape Cod Bay, only 20-minutes’ drive to Chatham and 40-minutes’ drive to Provincetown. The Mansion is home to 90 elegant rooms and two to three-bedroom Presidential Bay accommodations. Whilst staying here enjoy exclusive access to Bay Pines Private Beach (not accessible by The Villages’ guests and public). In the Mansion, there are outdoor and i...

Occupying a fantastic location in Boston’s Copley Square, the Fairmont Copley Plaza is comprised of 383 beautifully decorated rooms and suites, restaurant and a 3000 square foot rooftop health club. The Fairmont Copley Plaza is located within walking distance of the shopping districts of Newbury Street and the Prudential Centre as well as nearby to the Boston Common and stylish Beacon Hill area. ...

Cliff House
Hotel

Cliff House

USA
New England
Maine Coast (Maine)

Sit back, relax, and enjoy the sea views at Cliff House, a breezy beach hotel in Maine that boasts a perfectly placed alfresco patio and two outdoor swimming pools overlooking the ocean. Well located and well equipped, Cliff House certainly has a lot to offer from its coastal perch. The look of the hotel inside is that of a sophisticated, elegant beach shack, so the floors are lined with pale wood...

Omni Mount Washington Resort
Hotel

Omni Mount Washington Resort

USA
New England
White Mountains (New Hampshire)

Built in 1902 in a Spanish Renaissance style, the property has recently undergone a $60 million renovation and expansion. Known for its fantastic golf courses and Spa, the property is home to 200 rooms and suites. At the Omni Mount Washington, there is a choice of rooms and suites including family rooms and rooms with beautiful mountain views. There’s something for all the family at the Omni. Gol...

Wequassett Resort & Golf Club
Hotel

Wequassett Resort & Golf Club

USA
New England
Cape Cod & The Islands (Massachusetts)

A luxurious and unique hotel, the Wequassett Resort and Golf Club is Cape Cod’s only member of the Preferred Hotels & Resorts Worldwide group. The area was discovered a few hundred years ago by Wampanoag Indians and named Wequassett meaning ‘crescent on the water’. Today 22 historic buildings and 120 lavish rooms, suites and cottages make up the fabulous resort. The Wequassett Resort and Golf Club...

Why you'll love it here...
  • The East Coast's most iconic Downtown Mansion was formerly owned by businessman Alfred Gwynne Vanderbilt
  • Stay at Newport's most centrally located luxury hotel close to the marina, shops, and restaurants
  • Enjoy rejuvenating spa treatments and swim year-round thanks to the indoor and outdoor pool
  • Visit The Dining Room for the $1 Oyster hour between 16:00-17:30 on Sunday to Friday
Ocean House Rhode Island
Hotel

Ocean House Rhode Island

USA
New England
Newport (Rhode Island)

Believe it or not, Ocean House has been a popular Rhode Island hotel in Watch Hill since the mid-18th century, having first opened its doors to the great and the good in 1868. Thankfully, this enticing heritage can be seen throughout the property, its original architecture and structure beautifully preserved: from semi-open-air terraces lined with stone pillars to a steep tiled roof typical of the...

Twin Farms
Hotel

Twin Farms

USA
New England
Stowe & Woodstock (Vermont)

Surrounded by thick forest that changes its colour throughout the year, before being blanketed in snow come winter, Twin Farms is a postcard-worthy boutique escape that has so much more to it than at first meets the eye. Take a quick look at this luxury Vermont property and you may think it’s simply a cute, rural farmhouse-style property, situated beside a picturesque pond with only forest for com...

White Elephant Village, Nantucket
Hotel

White Elephant Village, Nantucket

USA
New England
Cape Cod & The Islands (Massachusetts)

Situated a short walk away from downtown and the White Elephant Hotel in Nantucket, the White Elephant Village is home to a 20 room and suite Inn and 25 one, two and three-bedroom Residences in a village garden setting. The spacious residences are particularly popular with families or groups of friends, they are furnished with kitchens and a living room with gas fireplace. The upscale Rooms and Su...

White Elephant Hotel, Nantucket
Hotel

White Elephant Hotel, Nantucket

USA
New England
Cape Cod & The Islands (Massachusetts)

Situated on the waterfront in the heart of Nantucket, is the historic and treasured White Elephant Hotel, overlooking the charming harbour and only minutes from the boutiques, restaurants and art galleries. Furnished with 54 rooms, 11 garden cottages and a loft accommodation, décor is elegant yet understated. Enjoy complimentary morning coffee and pastries, afternoon port and cheese, beach and fer...

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