Spend eight days exploring beautiful New England. Pick up your rental car in Boston and head north to Wiscasset, “Maine’s Prettiest Village.” Continue to Bar Harbor and Acadia National Park on the rugged coast of Maine, then west to New Hampshire and the beautiful White Mountains. On to the Green Mountains to visit the historic village of Stowe, nestled beside Mount Mansfield, Vermont’s highest peak. Ride the gondola to the top for inspiring views of Lake Champlain and the Adirondacks, sample a cold treat at Ben & Jerry’s Ice Cream factory, or tour the Vermont Teddy Bear Factory, the largest maker of American-made teddy bears. Next, drive south to the Berkshire Hills with a stop along the way in the quintessential New England village of Woodstock. Visit the Hancock Shaker Village, a restored 19th-century settlement, and then Lenox, summer home of the Boston Symphony. Return to Boston to drop off your rental car and conclude your memorable vacation. 

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Itinerary

Day 1
Arrive in Boston. Pick up your rental car at the airport.

Day 2 Boston–Bar Harbor
Drive to Bar Harbor. Approximately 280 miles.

Day 3 Bar Harbor (Acadia N.P.)
Full day at your leisure.

Day 4 Bar Harbor–White Mountains
Drive to White Mountains. Approximately 317 miles.

Day 5 White Mountains–Green Mountains
Drive to Green Mountains. Approximately 86 miles.

Day 6 Green Mountains
Full day at your leisure.

Day 7 Green Mountains–The Berkshires
Drive to The Berkshires. Approximately 228 miles.

Day 8 The Berkshires–Boston
Return to Boston and drop your rental car off prior to departure. Approximately 130 miles.