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New England's Fall Foliage - Classic Group

Tour, Escorted tour

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New England's Fall Foliage - Classic Group
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.


Dining Summary
  • 3 Dinner with Wine (DW)
  • 7 Breakfast (B)
  • 1 Lunch (L)
Choice Highlights
  • Choose between two carefully selected activities
  • Stockbridge: Enjoy the warm, colorful scenery as you travel west to Stockbridge for a visit to the Norman Rockwell Museum, home to the largest and most significant collection of original Rockwell art, including enduring favorites from Rockwell’s Saturday Evening Postcovers, together with changing exhibitions of works by American illustrators past and present
  • Stockbridge: Guided tour of Chesterwood, the former summer home, studio and gardens of America’s foremost 20th century public sculptor. Daniel Chester French is best known for the seated figure of Abraham Lincoln for the Lincoln Memorial. Visitors to Chesterwood will experience the life and work of this prolific and successful artist.
Additional Included Highlights
  • : From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
  • : Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
  • : We carry your bags for you and promptly deliver them to your hotel door.
  • : Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas.
  • : Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
  • : Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
Authentic Dining
  • Boston: Join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.
  • Shelburne: Meet the owners of Bread and Butter Farm to learn about the farm’s history and agricultural practices that align with their sustainability initiatives. Enjoy a farm-to-table lunch with ingredients fresh from the farm. Savor dishes such as butternut squash soup, kale and brussels salad, shepherd’s pie, garlic flatbread, and maple cookies.
  • Stowe: At your dinner, taste the creations of artisan brewers with Austrian-style lagers.
  • Portland: Enjoy an authentic Maine lobster dinner as you feast on the fresh and local delicacy known for its tender and rich flavor. Raise a glass as you mingle with new friends over this delectable Celebration Dinner.
Insight Choice
  • Stockbridge: Enjoy the warm, colorful scenery as you travel west to Stockbridge for a visit to the Norman Rockwell Museum, home to the largest and most significant collection of original Rockwell art, including enduring favorites from Rockwell’s Saturday Evening Postcovers, together with changing exhibitions of works by American illustrators past and present
  • Stockbridge: Guided tour of Chesterwood, the former summer home, studio and gardens of America’s foremost 20th century public sculptor. Daniel Chester French is best known for the seated figure of Abraham Lincoln for the Lincoln Memorial. Visitors to Chesterwood will experience the life and work of this prolific and successful artist.
Make Travel Matter
  • North Conway: Head to North Conway, where you'll learn about the local flora and fauna with a Local Expert for an ecological look at autumn in New England.
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.
  • Boston: Explore the great city of Boston, with your Travel Director and learn about its transformative past. You’ll follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. Journeying to other historically significant sights that include the Boston Common, the Old Corner Bookstore and the Bunker Hill Monument in Charlestown. View the colorful neighborhood of Back Bay and the lively North End, otherwise known as Boston’s Little Italy.
  • Weston: Step back into history with a visit to the Vermont Country Store where you'll find a nostalgic assortment of products ranging from local cheeses to whiskey pecan pie.
  • Woodstock: Visit the quintessential Vermont village of Woodstock. Then explore the Rockefeller's renowned Billings Farm and Museum, a captivating working dairy farm which also serves as a museum showcasing Vermont's rural past.
  • 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.
  • Montpelier: Travel to Morse Farm Maple Sugarworks, where maple syrup is "tapped" from the trees. Taste a Vermont tradition, the unusually named "sugar on snow’" which is maple syrup drizzled over packed snow. This tasty treat is traditionally served with a doughnut and pickle.
  • Franconia Notch State Park: Take a scenic ride on the Gondola SkyRide at Loon Mountain Resort (weather permitting). On a clear day, you'll have superb panoramic views of New Hampshire, Maine, Vermont, New York and Canada.
  • Kancamagus Highway: Later, 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 (55 kilometers) of untouched natural beauty.
  • Bretton Woods: More spectacular fall foliage awaits as you journey through Crawford Notch, a scenic pass through the White Mountains. Stop for pictures at the Silver Cascade Waterfall and Bretton Woods, which offers stunning views of Mount Washington, the tallest peak in the northeast at 6,288 feet (1,917 meters).
  • 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.
Well-being
  • : Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
  • : Experience enhanced hygiene protocols to align with the latest guidance following COVID-19. All Travel Directors and Drivers have completed training in enhanced well-being and hygiene protocols.
  • : Hand sanitizer is freely available on board for you to use throughout the day.
  • : We only work with establishments we are confident will consistently adhere to our high well-being standards, which include hotels, restaurants and sight-seeing venues.

Interests
  • Festivals and Events
  • Gardens, Foliage, and Nature
7 Nights Starting At
September 26, 2025 through October 03, 2025
Book by:
September 22, 2025 7:00 PM
Airfare not included
Itinerary Map
Itinerary Overview
Day 3
The Legends of the Fall and Stowe
Day 4
A Taste of Vermont Relaxed Start
Day 5
North Conway and the White Mountains
Day 6
Sightseeing in the White Mountains Relaxed Start
Day 7
The Rugged Maine Coast Relaxed Start
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Dates & prices
Additional
Offers
Starting From Additional Details
7 Nights from $4,645.00 (USD) Per Person
Airfare not included
September 22, 2025 7:00 PM
7 Nights from $4,400.00 (USD) Per Person
Airfare not included
September 15, 2025 7:00 PM
7 Nights from $4,500.00 (USD) Per Person
Airfare not included
September 17, 2025 7:00 PM
7 Nights from $4,575.00 (USD) Per Person
Airfare not included
September 20, 2025 7:00 PM
7 Nights from $4,775.00 (USD) Per Person
Airfare not included
September 23, 2025 7:00 PM
7 Nights from $4,800.00 (USD) Per Person
Airfare not included, Various departures
September 30, 2025 7:00 PM
7 Nights from $4,775.00 (USD) Per Person
Airfare not included
October 01, 2025 7:00 PM
7 Nights from $4,700.00 (USD) Per Person
Airfare not included, Various departures
October 08, 2025 7:00 PM
7 Nights from $4,575.00 (USD) Per Person
Airfare not included, Various departures
October 14, 2025 7:00 PM
7 Nights from $4,375.00 (USD) Per Person
Airfare not included, Various departures
October 18, 2025 7:00 PM
Additional
Offers










About Insight Vacations
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With Insight, you'll enjoy the best experiences your destination has to offer – all included within one price. You'll travel in business class elegance to quality, handpicked hotels in the best locations on our luxury coaches. They're specially configured with fewer seats to offer 100% more legroom than standard touring coaches.

You'll meet new people, too. Whether you join us on your own, as a couple, or with friends and family, the small group that you travel with will share your passion for travel, culture and discovery. Many of our guests form lifelong friendships on Insight tours.

Read More

About Insight Vacations
With Insight, you'll enjoy the best experiences your destination has to offer – all included within one price. You'll travel in business class elegance to quality, handpicked hotels in the best locations on our luxury coaches. They're specially configured with fewer seats to offer 100% more legroom than standard touring coaches.

You'll meet new people, too. Whether you join us on your own, as a couple, or with friends and family, the small group that you travel with will share your passion for travel, culture and discovery. Many of our guests form lifelong friendships on Insight tours.

Read More

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