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On this fall foliage tour, experience the spectacular beauty of autumn displays in Massachusetts, Maine, New Hampshire, and Vermont. Your colorful tour of New England begins in the historic city of Boston. You’ll head north into Maine, for a visit to the charming cobblestoned streets of the maritime city of Portland—complete with lighthouses and lobstermen. Head to Bar Harbor on Mount Desert Island—gateway to the woodlands and rocky seashores of stunning Acadia National Park. Keep an eye out for local residents including beaver, whales, and seabirds on your drive through the park. Head inland to the rugged White Mountains of New Hampshire where you’ll discover classic covered bridges, quaint towns, and forests bursting with seasonal colors. You’ll drive along New Hampshire’s Kancamagus Scenic Byway through the fragrant pine and colorful deciduous woodlands of Franconia Notch and White Mountain National Forest. Be enthralled with the kaleidoscope of fall colors of birch, beech, and maple trees on your way to Vermont where you’ll visit a sugarhouse in Montpelier that’s been producing maple syrup for eight generations! Travel to Woodstock where you’ll spend time at Billings Farm & Museum, an outdoor history museum and dairy farm. Continue on to Quechee Gorge State Park, Vermont’s ‘Little Grand Canyon’, to take in views of breathtaking Quechee Gorge. Then see historic Plymouth Rock where the pilgrims on the Mayflower landed in 1620. Spend two nights in Hyannis on Cape Cod including a day trip to the tip of the Cape to explore the picturesque coastal community of Provincetown with its rich maritime heritage, weathered cottages, and vibrant art scene. You’ll return to Boston for guided sightseeing that includes tracing the steps of Paul Revere near the Old North Church, seeing Boston Common, the old State House, and other locations that are significant to U.S. history along Boston’s Freedom Trail. From colorful American history to colorful fall scenery beyond compare, this New England vacation is a trip to create memories for all seasons!
Tour Itinerary
Day 1
BOSTON AREA
Welcome to New England! Your Tour Director is on hand from 3-6:00 p.m. to answer any questions.
Day 2
BOSTON–PORTLAND–BAR HARBOR
Head north into Maine, famous for its beautiful coastal region, its legendary lighthouses and lobster industry. Stop in the historic maritime city of Portland and enjoy an included city sightseeing tour. See the famous Old Port waterfront with its cobblestone streets lined with working fishing wharves and converted warehouses with restaurants and shops. Continue northeast via Bangor, to Bar Harbor, a popular seaside resort and gateway to Acadia National Park. (CB)
Day 3
BAR HARBOR. EXCURSION TO ACADIA NATIONAL PARK
Bar Harbor is situated on Mount Desert Island, home of ruggedly beautiful Acadia National Park. Drive through woodlands, past beaver lodges, rocky beaches, and rounded mountains to the summit of Cadillac Mountain, enjoying panoramic views along the way. At 1,530 feet, Cadillac Mountain is the highest point on the East Coast and one of the first to see the sunrise. Your afternoon is free to explore the quaint village of Bar Harbor on your own. Perhaps walk the Shore Path, or visit the shops, galleries, and boutiques that line the streets. Your Tour Director will have suggestions for sightseeing and dining. (CB)
Day 4
BAR HARBOR–FARMINGTON–NORTH CONWAY
Explore the roads less traveled of inland Maine, past pristine farmland with stone walls that mark centuries-old farms, blueberry barrens, peacefully still lakes, and forests noted for their vivid colors during the autumn. Stop to enjoy the small-town hospitality in Farmington, settled by veterans of the American Revolution. Overnight in North Conway. (CB)
Day 5
NORTH CONWAY–MONTPELIER
Today, you are greeted with picture postcard views of New Hampshire’s charming rivers as you drive along Kancamagus Scenic Byway, renowned for its fall leaf viewing. The “Kanc,” as the locals call it, remains unspoiled by homes or service stations for its entire length. A drive through White Mountain National Forest brings you to the spectacular mountain pass, Franconia Notch. Continue on and visit an eighth-generation sugarhouse and learn about traditional maple sugaring before ending the day in Montpelier, the capital city of Vermont. (B)
Day 6
MONTPELIER–WOODSTOCK–NORTH ADAMS
This morning visit Woodstock, its village green reminiscent of 19th-century England. Then explore Vermont’s rural heritage at Billings Farm & Museum, a living museum and working dairy farm, home to a famous herd of dairy cows. Travel to Quechee Gorge State Park, Vermont’s little Grand Canyon, and marvel at the views. Then return to simpler times with a visit to the charming Vermont Country Store in Rockingham. End today with an overnight in North Adams, a town nestled in the beautiful Berkshires. (B)
Day 7
NORTH ADAMS–PLYMOUTH–HYANNIS
Drive across Massachusetts today to Plymouth, the first landing place of the Mayflower Pilgrims in 1620 and see Plymouth Rock. Then cross the Cape Cod Canal, the widest sea-level canal in the world, on your way to the town of Hyannis, on the Cape Cod peninsula. Hyannis is known internationally as the “All-American City” and where you will find the John F. Kennedy Hyannis Museum, award-winning restaurants, and quaint storefronts.
Day 8
HYANNIS. DAY EXCURSION TO PROVINCETOWN
Today, drive the arm of the Cape, to the old whaling port of Provincetown. This eclectic seaside town is a tiny haven often referred to as “Land’s End.” Stroll MacMillan Pier with its fishing boats and craft shacks, browse the colorful shops of Commercial Street, or dig into a lobster roll, a delicious Portuguese pastry, or some tasty fried clams. There’s also time to kick up your wheels on an optional Sand Dune tour in National Seashore Park. Return to Hyannis, where the remainder of your day and evening are free for independent activities.
Day 9
HYANNIS–BOSTON
Depart this morning for Boston. Upon arrival, your guided tour focuses on the city’s most prominent landmarks. See the historic sights of the Freedom Trail like Boston Common, the Old State House, the Old North Church where two lanterns were hung on the night of Paul Revere’s famous ride, and Faneuil Hall. Have time to browse in Quincy Market and dig into a bowl of famous New England Clam Chowder. Then head to Boston Logan International Airport for those with homebound flights (please schedule flights after 3:30 p.m.). You may choose to extend your vacation with extra nights and explore Boston further.
What's Included
Meals
5 Breakfasts
Hotels
Studio Allston Hotel
First-Class
Acadia Inn
First-Class
Hampton Inn & Suites North Conway
Superior Tourist-Class
Comfort Inn & Suites Montpelier-Berlin
Superior Tourist-Class
Hotel Downstreet North Adams
Moderate First-Class
Margaritaville Resort Cape Cod
First-Class
Itinerary Dates & Prices
Start Date
End Date
Our Price
Guaranteed
Start Date
Sep 20, 2026
End Date
Sep 28, 2026
Our Price
$2,519
Guaranteed
Start Date
Sep 22, 2026
End Date
Sep 30, 2026
Our Price
$2,869
Guaranteed
Start Date
Sep 24, 2026
End Date
Oct 02, 2026
Our Price
$2,869
Guaranteed
Start Date
Sep 26, 2026
End Date
Oct 04, 2026
Our Price
$2,869
Guaranteed
Start Date
Sep 28, 2026
End Date
Oct 06, 2026
Our Price
$2,929
Guaranteed
Start Date
Sep 30, 2026
End Date
Oct 08, 2026
Our Price
$2,829
Guaranteed
Start Date
Oct 02, 2026
End Date
Oct 10, 2026
Our Price
$2,869
Guaranteed
Start Date
Oct 04, 2026
End Date
Oct 12, 2026
Our Price
$2,799
Guaranteed
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