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CLASSIC NEW ENGLAND SELF-DRIVE

Prices From*
£ 2999

Accommodation Throughout
International Flights

All our holidays can be tailor-made to meet your specific requirements.


bar harbor maine
lake champlain
portland
white mountains new hampshire
mt washington cog railway new hampshire
stowe vermont

Classic New England Self-Drive


Classic New England is an all-encompassing suggested self-drive holiday taking you to five of the states of New England. Starting and ending in Boston, enjoy the best of this area's coastline, beaches, villages and cities. This itinerary ensures culture, history and scenic beauty are discovered in the five states.

We recommend extending your stay in Boston by an extra night and if you're travelling in the summer, stay an extra night in Cape Cod to enjoy the beaches.

Call us for a tailor-made quote on your preferred destinations, hotels and dates.

What's Included
Western & Oriental - Accommodation Throughout
Accommodation Throughout
Western & Oriental - Car Hire
Car Hire
Western & Oriental - International Flights
International Flights

Itinerary


Boston, USA
Day 1 - Boston
Begin your fly-drive holiday with a stay in Boston, a city with plenty of old world charm and history. 
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Back Bay, Boston
Day 2 - Boston
Start your day with a walking tour along the Boston Freedom Trail, led by a knowledgeable 18th century costumed guide. The resot of the day is free for you to explore more of Boston such as the antique shops of Beacon Hill, the shops of Newbury Street and the fashionable area of Back Bay. Perhaps go on a trolley or duck tour of the city and visit some of the great museums, many of which are also great for families.
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kennebunkport,  maine
Day 3 - Mid-Coast Maine (90 miles)
Collect your rental vehicle from the Boston downtown depot and drive north to Maine, stop off in Kittery to go outlet shopping or in Portland to see the Old Port Exchange and enjoy a lunch of lobster or other local seafood specialties. Enjoy free time to explore the quaint coastal town of Kennebunkport with its gorgeous long sandy beaches, Seashore Trolley Museum and highly rated restaurants on Dock Square.
acadia national park maine
Day 4 - Bar Harbor, Maine (190 miles)
Continue your drive north following the coast to Bar Harbor, the gateway to the mountains and cliffs Acadia National Park. Go hiking to the Cadillac Mountain and spend time following the village trails along the picturesque shore. 
bar harbor maine
Day 5 - Bar Harbor, Maine
Start your day with a two-hour Lulu Lobster Boat Ride where you will learn more about the local lobster fishing industry and watch seals basking on the rocks at low tide or swimming and playing in the surf at high tide.
White Mountains, New Hampshire
Day 6 - White Mountains, New Hampshire (250 miles)
Travelling from Bar Harbor to the White Mountains, you’ll pass forests, fields, lakes, rivers and beautiful scenery.
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white mountains new hampshire
Day 7 - White Mountains, New Hampshire
Once in the White Mountains, drive to the peak of Mount Washington, take the Conway Scenic Railroad or visit the Lakes area.
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kancamagus highway usa
Day 8 - Northern Vermont (130 miles)
If you spent the previous nights in Jackson or North Conway, you can travel on the Kancamagus Highway, a scenic journey, to Lincoln. Arriving in Vermont, visit the Ben & Jerry’s Ice Cream Factory, see Lake Champlain from Burlington. 
Day 9 - Northern Vermont
Visit a typical New England village (Stowe) and also if you wish, the Shelburne Museum with its side-wheeler, gardens and Americana feel.
Day 10 - Stockbridge, Massachusetts (174 miles)
Today you’ll travel to Rutland, once the centre of the Vermont marble industry and en route to The Berkshires, stop off at Manchester Village. You may also wish to visit the Francine Clark Art Institute or the Hancocker Shaker Village. In Lenox, you can enjoy a performance by the Boston Symphony (depending on the season) and in Stockbridge, the very interesting museum in honour of Norman Rockwell, the American illustrator.
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Day 11 - Newport, Rhode Island (127 miles)
Before arriving at your next destination, visit the Old Sturbridge Village, a living 19th-century museum or the Mystic Seaport Museum in Mystic, Connecticut. Travel onwards to Newport where you’ll spend time in this charming yacht town..
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Day 12 - Newport, Rhode Island
The summer resort of America’s millionaires of the past, Newport is home to some beautiful summer mansions as well as stylish shops and restaurants (included in your holiday is admission to three mansions).
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Day 13 - Cape Cod, Massachusetts (75 miles)
Your final destination of Cape Cod is a real treat; a time to relax on the white beaches, go on a whale watching cruise (from Hyannis and included in your holiday).
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Day 14 - Cape Cod, Massachusetts
Visit the pretty town of Chatham and alternative Provincetown also known as P-Town. You can also take ferries to the islands of Martha’s Vineyard and Nantucket if you wish.
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plimoth plantation
Day 15 - Boston (75 miles)
In the morning, drive to the Plimoth Plantation to learn about 16th century life in this living museum and then travel onwards to Boston for your flight home or extend your holiday further in Boston.

Tour Notes 


Price Includes:

  • Return international flights from the UK to Boston
  • Private arrival transfer from Boston Airport to hotel
  • 2 nights at Fairmont Copley Plaza, Boston on a room only basis
  • 10 days intermediate size car rental including insurance
  • 1 night at The Boathouse Waterfront Hotel, Kennebunkport on a room only basis
  • 2 nights at Bluemose Inn, Bar Harbor on a room only basis
  • 2 nights at Omni Mount Washington on a room only basis
  • 2 nights at 506 On the River Inn, Woodstock on a room only basis
  • 1 night at The Inn at Stockbridge on a room only basis
  • 1 night at Vanderbilt Grace, Newport on a room only basis
  • 1 night at Chatham Bars Inn, Cape Cod on a room only basis

Excursions Included:

  • Boston Freedom Trail Walking Tour
  • Lu Lu Lobster Boat Ride, Bar Harbor
  • Mount Washington Cog Railway Ride
  • Hancock Shaker Village Self guided Tour
  • Newport Mansions Passport, Rhode Island (allows access to 3 Newport Mansions)
  • Whale Watching Tour from Hyannis
Western & Oriental - BROCHURES
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0207 666 1234
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