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New England Back Roads

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USA & Canada holidays  >  USA Fly Drive Holidays  >  USA Fly Drive Holidays  >  New England Back Roads

New England Back Roads

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USA Fly Drive Accommodation - New England Back Roads - Sunway.ie New England Back Roads, USA Fly Drive
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Highlights: Start in Boston and follow the famous Freedom Trail before heading north to New Hampshire and its treasure trove of shops, taverns and historical sites before continuing the coastal route to Maine and then Portland. From Portland continue through the White Mountains as you drive through Vermont and visit quintessential New England. Head South into the Berkshires then east to Hyannis and Cape Cod to explore the delightful coastal villages & relax by the white sandy beaches before heading back to Boston.

Itinerary - 8 DAYS / 7 NIGHTS

DAY 1 Boston

Arrive Boston. This evening, enjoy one of Boston's many restaurants, take in a show in Boston's theater district or stroll through lively Quincy Marketplace. Overnight Midtown Hotel.

DAY 2 Boston

A full day free to explore Boston, the cradle of American liberty. The Revolutionary era comes to life along the Freedom Trail walking route. Visit the haunts of the patriots who stoked the fires of democracy throughout the Colonies.

DAY 3 Boston - Coastal Maine - Portland, ME (152km)

Along the route north of Boston lies almost four centuries of history, as well as some of the coasts finest beaches and seascapes. First stop is Salem, the location of the infamous witch trials. Then drive along the coast to the charming harbor towns of Gloucester and Rockport. Enjoy the old-time seaport atmosphere of Portsmouth, New Hampshire and its wealth of historic buildings before crossing into Maine. Pass through Kennebunkport, summer home to Presidents, and enjoy exploring Portland, Maine’s largest city. Overnight Best Western Merry Manor Inn or Similar, 1 Night.

DAY 4 Portland - White Mountains (234km)

Your drive today takes you inland towards the spectacular scenery of the White Mountains, the rooftop of New England; a landscape dotted with historic villages and enchanting covered bridges. En-route, experience breathtaking views of mountain ranges and pristine forests. Overnight Town & Country Inn, NH or Similar, 1 Night.


DAY 5 White Mountains - Stowe (208km)

Today, traverse the White Mountains that divide the New England states of New Hampshire and Vermont. The mountains are home to bears, moose, wild turkey, and deer. This route takes you through some of New England’s most beautiful scenery. Drive by Lyndonville and see Willey’s General Store in Greensboro before continuing through Craftsbury, a Grandma Moses kind of village, to Stowe. See picture-perfect villages and some of Vermont’s famous covered bridges. Overnight Golden Eagle Resort, VT or Similar, 1 Night.

DAY 6 Stowe - Green Mountains - Connecticut (240km)

Your drive today takes you alongside the Green Mountains of Vermont, part of the Appalachian Mountain range that stretches from Quebec in the north to Alabama in the south, and through the Connecticut River Valley. Step into Old Sturbridge Village and find yourself transported back in time. In historic households and shops, at water-powered mills and on working farms, explore the everyday tasks and seasonal celebrations of early 19th-century New England. Overnight Holiday Inn Express Mystic or Similar, 1 Night.

DAY 7 Connecticut River Valley - Cape Cod - Hyannis (224km)

Journey south towards the Massachusetts coast. Many of America's most prominent families - from the Astors to the Vanderbilts - have summered in Newport. Many of their homes are now preserved and open for tours. Continue along the coast on your way to the Cape. Explore magnificent Cape Cod with its high cliffs, rolling dunes, broad beaches, miles of walking trails, picturesque villages and delicious seafood. This peninsula is a beloved vacation spot for visitors and natives alike. Stop in Plymouth, a living panorama of Pilgrim and Colonial times and see the Mayflower II. Overnight Hyannis Harbour Hotel or Similar, 1 Night.

DAY 8 Hyannis -Boston (70mi/112km)
Morning to relax on the Cape. Drop your car off at Boston Logan airport.

Package includes:

  • Prices are based on 2 adults sharing
  • Flights Ex Dublin (For Shannon or Cork contact Sunway)
  • Accommodations as stated above
  • Standard 2 Door Economy car Hire
  • Taxes
  • Hotels may be substituted for higher categories
  • Car Hire can be upgraded
  • Car Hire Extras are payable locally

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