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New England Encompassed

Boston, Kennebunkport, Bar Harbor, Jackson, Vermont, Lenox, Newport, Cape Cod, London
Ref: 3447798

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Tailor-make this holiday from £1,795pp

  • We'll adapt this itinerary to suit you
  • Add local experiences
  • Choose accommodation
  • Designed to your budget
  • Flexible payments

Included in this Price

  • Direct international flights
  • 12 nights in 4-4.5* hotels & hand-picked accommodation
  • 13 days' car hire
  • Go Boston Card
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Here’s What Your Amazing Holiday Could Look Like...

Hit the road and explore the rugged coastline and wild mountains of glorious New England – lounge on peaceful beaches, breathe the fresh mountain air and visit world-class museums and art galleries. Famous for the warm reds and golds of the autumn trees, but beautiful any time of year, New England is filled with outdoor adventures and relaxed towns and cities.

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Planning your holiday

I have worked in the Piccadilly Branch since we opened the doors back in 2003, so in terms of knowledge there are few better. We have a lovely friendly team, and really can boast an expert in every co ...


Your Example Itinerary

Day 1

UK to Boston

Days 1-2


Explore the laid-back, European-style city of Boston, whose tree-lined streets are best explored on foot. Follow the Freedom Trail, a 2.5 mile route through Boston’s historical treasures, to learn more about the American Revolution. Visit the fabulous art and science museums, and don’t forget to take a look around the galleries and peruse the many shopping and dining options in the home of the Boston Red Sox.

Included Excursion:
Boston City Pass
Included in this price:

4* Fairmont Copley Plaza

Day 3


Drive north through sophisticated Portland and arrive in the pretty beachside town of Kennebunkport, located on the Kennebunk River. Once a ship building port, Kennebunkport’s streets are now lined with fine mansions once owned by sea captains. Relax on the secluded beaches, head out to sea on a whale watching trip or stay on land and try one of the tempting fine dining experiences on offer.

Included in this price:

4* Boathouse Waterfront Hotel & Marina

Days 4-5

Bar Harbor

Feast on fresh lobster and home-made blueberry pie in charming Bar Harbor, where the waterfront is surrounded by limestone cliffs and is just a stone’s throw from Arcadia National Park. Hike the hills and breathe the fresh air of this spectacular wilderness, encompassing soaring mountains and freshwater lakes overlooking a dramatic coastline.

Included in this price:

4.5* Atlantic Oceanside Hotel

Day 6


Today, drive to the highest point on the eastern seaboard before heading inland to Jackson, an excellent base for exploring the dramatic White Mountains. View the spectacular scenery by historic steam engine, drive to the summit of the northeast’s highest peak or ascend Mount Washington by cog railway. Once you’ve had your fill of the great outdoors, head to the local outlet village for a bit of retail therapy.

Included in this price:

3.5* Christmas Farm Inn and Spa

Day 7


Think vistas of rolling hills dotted with clusters of leafy trees, with wooden church spires peeking out from dappled forests. This is the Green Mountain Range, whose serene villages and verdant forests can be explored from the pretty ski resort town of Stowe. You’ll stay in the delightful Von Trapp Family Lodge, owned by the family made famous by the Sound Of Music. Here you can ski in winter and hike, bike and play golf in summer.

Included in this price:

4* Trapp Family Lodge, Stowe

Day 8


Stop off in Lenox, Massachusetts, gateway to the magnificent forests of the Berkshire Mountains, which are bursting with outdoor adventures. Grab a kayak, golf club or even a horse, and get exploring this diverse region. Those looking for a challenge can zipline through the forests, while those looking for something more sedate can take the scenic railway. If you’re here in the summer, why not catch the Boston Symphony Orchestra in action at Tanglewood?

Included in this price:

3* Courtyard by Marriott Lenox Berkshires

Days 9-10


Head for Newport, Rhode Island and admire the luxurious seaside mansions, climb historic lighthouses, and check out the numerous museums and forts. Quench your thirst on the Coastal Wine Trail, head to one of the two breweries in town or even try the rum distillery. There are ample eating opportunities too – try one of the gourmet seafood restaurants on the waterfront or take high tea in an elegant tearoom.

Included in this price:

2.5* Marshall Slocum Inn

Days 11-12

Cape Cod

End on a high with Cape Cod’s magnificent beaches and excellent whale watching opportunities. Take to the water in a sailing boat or a kayak, perhaps trying your hand at fishing while you’re there. See if you can keep your balance on a stand-up paddle board or take a more relaxing kayaking or canoeing trip. There are also plenty of off-road cycling trails, plus walking trails and numerous golf courses and spas, so there’s something for everyone.

Included in this price:

4* Chatham Bars Inn

Days 13-14

Boston to UK

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