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New England's Fall Foliage

Tour, Escorted tour

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New England's Fall Foliage
Follow Boston's Freedom Trail, visit a maple syrup farm in Montpelier and admire the bronzing leaves of New England’s trees.


Dining Summary
  • 2 Dinner with Wine (DW)
  • 7 Breakfast (B)
  • 1 Dinner (D)
  • 1 Lunch (L)
Choice Highlights
  • Choose between two carefully selected activities
  • Stockbridge: Take a self-guided visit to the Norman Rockwell Museum and grounds, which houses the largest collection of original Rockwell art pieces.
  • Stockbridge: Enjoy a self-guided tour of Chesterwood, the former summer home and studio of 20th-century sculptor, Daniel Chester French, best known for his work on the Lincoln Memorial in Washington, D.C.
Authentic Dining
  • Boston: Begin your tour savouring local flavours over dinner at your hotel.
  • Stowe: Enjoy Austrian-style lagers during your dinner at Von Trap Brewing's bierhall.
  • Portland: Enjoy an authentic Maine lobster dinner.
Insight Choice
  • Stockbridge: Take a self-guided visit to the Norman Rockwell Museum and grounds, which houses the largest collection of original Rockwell art pieces.
  • Stockbridge: Enjoy a self-guided tour of Chesterwood, the former summer home and studio of 20th-century sculptor, Daniel Chester French, best known for his work on the Lincoln Memorial in Washington, D.C.
  • Stockbridge: Choose a guided tour of Chesterwood, former summer home, studio and gardens of America's foremost 20th century public sculptor. Alternatively, travel west for a visit to the Norman Rockwell Museum.
Make Travel Matter
  • North Conway: Learn about regional flora and fauna with a Local Expert during an ecological look at autumn in New England. Your experience advances United Nations Sustainable Development Goal 15: Life on Land.
Summary
  • Lively Welcome Dinner in Boston • Highlight Dinner at the Austrian-style Trapp Family Lodge and Von Trapp Brewery • Celebration Dinner with lobster in Portland.
Top Rated Highlights
  • Kancamagus Highway: Journey through the dazzling crimson and orange hues of the famed Kancamagus Scenic Byway to North Conway. This spectacular section of Route 112 is unspoiled by industry and boasts 34.5 miles of untouched natural beauty.
  • Manchester: Take a scenic ride on the Gondola SkyRide at Loon Mountain Resort. On a clear day, you'll have superb panoramic views of New Hampshire, Maine, Vermont, New York and Canada.
  • Montpelier: Travel to Morse Farm Maple Sugarworks and taste a Vermont tradition ''sugar on snow'': maple syrup drizzled over packed snow.
  • Shelburne: Indulge in a Farm-to-Table lunch and meet chef Tessa Holmes for an in-depth look at regenerative farming and food production.
  • Boston: Unlock the secrets of the American Revolution on a tour of the historic red-brick Freedom Trail.
  • Woodstock: Explore the Rockefeller's renowned Billings Farm and Museum, showcasing Vermont's rural history.
  • Burlington: Stop by Lake Champlain Chocolates to satisfy your sweet tooth with a taste of their award-winning ice cream. Like their decadent chocolates, their ice cream is crafted with only the best local ingredients - including fresh cream, maple syrup, and honey.
  • Franconia Notch State Park: Take a scenic ride on the Gondola SkyRide (weather permitting).
  • Kancamagus Highway: Enjoy a picturesque drive along the Kancamagus Scenic Byway.
  • North Conway: Enjoy a scenic hike to Diana's Baths, which features a small series of captivating cascading waterfalls. This historic site is within the White Mountain National Forest and easy paced.

Interests
  • Festivals and Events
  • Gardens, Foliage, and Nature
7 Nights Starting At
October 19, 2025 through October 26, 2025
Book by:
October 15, 2025 7:00 PM
Book by 2025-06-21 to receive $477.00 Last Minute Deal Discount. Airfare not included
Last Minute Deal: Must book by 2025-06-21
Itinerary Map
Dates & prices
Additional
Offers
Starting From Additional Details
7 Nights from $4,298.00 (USD) Per Person
Book by 2025-06-21 to receive $477.00 Last Minute Deal Discount. Airfare not included
October 15, 2025 7:00 PM
7 Nights from $4,059.00 (USD) Per Person
Book by 2025-05-22 to receive $716.00 Last Minute Deal Discount. Airfare not included
September 15, 2025 7:00 PM
7 Nights from $4,076.00 (USD) Per Person
Book by 2025-05-24 to receive $719.00 Last Minute Deal Discount. Airfare not included
September 17, 2025 7:00 PM
7 Nights from $4,775.00 (USD) Per Person
Please Call, Airfare not included
September 22, 2025 7:00 PM
7 Nights from $4,825.00 (USD) Per Person
Airfare not included
September 23, 2025 7:00 PM
7 Nights from $4,875.00 (USD) Per Person
Please Call, Airfare not included
September 27, 2025 7:00 PM
7 Nights from $4,775.00 (USD) Per Person
Please Call, Airfare not included, Various departures
October 01, 2025 7:00 PM
7 Nights from $4,775.00 (USD) Per Person
Airfare not included, Various departures
October 08, 2025 7:00 PM
7 Nights from $4,388.00 (USD) Per Person
Book by 2025-06-17 to receive $487.00 Last Minute Deal Discount. Airfare not included
October 11, 2025 7:00 PM
7 Nights from $4,208.00 (USD) Per Person
Book by 2025-06-24 to receive $467.00 Last Minute Deal Discount. Airfare not included
October 18, 2025 7:00 PM
Additional
Offers










About Insight Vacations
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There's more to travel than simply visiting new places – join us for experiences that spark your curiosity and take you beyond traditional sightseeing. On our premium guided tours, every day is filled with fascinating facts and intriguing stories, while superior dining nourishes the body and stylish hotels rest the soul.

When you join a guided tour, you travel hassle-free. But when you join an Insight Vacations tour, you travel ‘business class’ - with all the perks.

Discover the superior touring experience you deserve.

Read More

About Insight Vacations

There's more to travel than simply visiting new places – join us for experiences that spark your curiosity and take you beyond traditional sightseeing. On our premium guided tours, every day is filled with fascinating facts and intriguing stories, while superior dining nourishes the body and stylish hotels rest the soul.

When you join a guided tour, you travel hassle-free. But when you join an Insight Vacations tour, you travel ‘business class’ - with all the perks.

Discover the superior touring experience you deserve.

Read More

Prices are per-person based on double occupancy, unless otherwise noted.