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New England's Fall Foliage - Classic Group

8 day tour to United States
Tour Operator
Insight Vacations
Departures
Sep 19, 2027 – Oct 16, 2027
Prices From
$5,050

Embrace the beauty of New England during this 8-Day guided tour. Behold Boston, one of the oldest cities in the U.S. and where much of the country was formed; here, you will traverse part of the red-brick Freedom Trail, where you will see the hall that housed the country’s first-ever town meeting and many more historic sites. Admire the bronzing leaves of Vermont’s lush trees as you travel to Stowe, where the real Von Trapp family of ‘The Sound of Music’ chose to live — and where you will stay. In Montpelier, visit a maple syrup farm where you can taste the sweet golden liquid tapped straight from the trees. Ride a gondola at Loon Mountain Resort into New Hampshire’s White Mountains and see as far as Canada. See Maine’s oldest lighthouse in Portland, then celebrate your trip with a decadent fresh lobster dinner.

Tour Itinerary

Day 1

Affectionately known as Beantown, this revolutionary city is one of the oldest in the United States. After settling in, perhaps take a stroll to Downtown Crossing or historic Faneuil Hall. For those looking to shop, Quincy Market offers big brands and local products, set indoors and surrounding the columns of a regal 19th-century building. Join your Travel Director for dinner and an opportunity to mingle with fellow guests at your hotel.

Day 2

Today you’ll discover some of Boston’s most famous sights as you delve into the city’s transformative past. You’ll follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. See Boston Common, Boston Public Garden, Trinity Church and Copley Square. This afternoon, explore Stockbridge with Insight Choice. Choose to visit the Norman Rockwell Museum, home to the largest and most significant collection of original Rockwell art. Alternatively, choose to take a guided tour of Chesterwood, the former summer home and studio of renowned 20th-century sculptor Daniel Chester French, famous for his work on the Lincoln Memorial. Travel on through the rolling hills of the Berkshires and onto your upstate New York hotel, situated within the Saratoga Spa State Park.

Day 3

Trace the roots of Vermont’s rural traditions as you travel from Saratoga Springs into the heart of New England. In Weston, step inside the Vermont Country Store, a family-run emporium preserving generations of heritage brands and household curiosities. Browse shelves filled with locally made maple syrup, nostalgic sweets and artisanal Vermont cheeses, each reflecting the state’s rich tradition of craftsmanship. Continue to Woodstock, a village renowned for its Federal-style architecture and artisanal spirit. At Billings Farm Museum, gain insight into sustainable dairy farming practices and how 19th-century life shaped the region’s agricultural legacy. Later, at Morse Farm Maple Sugarworks, learn how maple sap is turned into syrup and taste the seasonal delicacy ‘sugar on snow’.Your day concludes at the Von Trapp Family Lodge, home to the famed musical family who made Vermont their refuge after fleeing Austria. Enjoy a hearty three-course dinner featuring Alpine flavors, thoughtfully paired with German-style lagers brewed onsite at the Von Trapp Brewery.

Day 4

Enjoy a Relaxed Start at the iconic Von Trapp Family Lodge, where Austrian heritage meets Vermont’s Green Mountains. Later, connect with the land at Bread Butter Farm during a guided tour, followed by a nourishing lunch by Blossom Whole Food Kitchen. This afternoon, take time to explore the picturesque town of Stowe, filled with artisan boutiques and local charm.

Itinerary Dates & Prices

Start Date Sep 19, 2027
End Date Sep 26, 2027
Our Price $5,425
Guaranteed
Start Date Sep 24, 2027
End Date Oct 01, 2027
Our Price $5,395
Guaranteed
Start Date Sep 25, 2027
End Date Oct 02, 2027
Our Price $5,295
Guaranteed
Start Date Sep 26, 2027
End Date Oct 03, 2027
Our Price $5,425
Guaranteed
Start Date Oct 01, 2027
End Date Oct 08, 2027
Our Price $5,395
Guaranteed
Start Date Oct 02, 2027
End Date Oct 09, 2027
Our Price $5,295
Guaranteed
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