7-Nights New England's Fall Foliage - Small Group from $5,850

Insight Vacations

OFFER ID 1556462

New England's Fall Foliage - Small 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 (D)
7 Breakfast (B)
1 Lunch (L)

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.

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 dinner and an opportunity to mingle with fellow guests at your hotel.
Stowe: At your dinner, taste the creations of artisan brewers with Austrian-style lagers.
Shelburne: Connect with Vermont’s agricultural heritage at Bread & Butter Farm, where you’ll meet the owners and explore how regenerative practices are restoring the land and honoring local traditions. Stroll the fields with Chef Tessa, a seventh-generation Vermonter, as she shares stories of seasonal living and sustainable sourcing. Then, gather fresh herbs and blooms before enjoying a wholesome Farm-to-Table lunch, thoughtfully prepared by Tessa and her team at Blossom Whole Food Kitchen.
Portland: Enjoy a 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.

Top Rated Highlights

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.
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.

Insight Choice

Stockbridge: Enjoy the w

7 nights from $5,850 per person

Itinerary

Click here for Full Itinerary Details

Itinerary Details

Insight Vacations: New England's Fall Foliage - Small Group

Day 1 - Welcome to Boston
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.
Accommodations: Hyatt Regency, Boston
Meals: Dinner

Day 2 - Beantown to Saratoga Springs
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 an 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.
Accommodations: The Gideon Putnam, Saratoga Springs
Meals: Breakfast

Day 3 - The Legends of the Fall and Stowe
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.
Accommodations: Trapp Family Lodge, Stowe
Meals: Breakfast, Dinner

Day 4 - A Taste of Vermont
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.
Accommodations: Trapp Family Lodge, Stowe
Meals: Breakfast, Lunch

Day 5 - North Conway and the White Mountains
Journey to New Hampshire’s White Mountains and enter striking Franconia Notch. 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. 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 of untouched natural beauty.
Accommodations: White Mountain, North Conway
Meals: Breakfast

Day 6 - Sightseeing in the White Mountains
This morning's MAKE TRAVEL MATTER® Experience with naturalist guide Chris Lewey provides an up-close and personal insight into New England's wildlife and ecology. Then, more spectacular fall foliage awaits as you journey through Crawford Notch, an arresting 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). Your Travel Director will guide you on a scenic hike to Diana's Baths, which features a series of small cascading waterfalls. Return to your hotel where you can enjoy an evening at leisure.
Accommodations: White Mountain, North Conway
Meals: Breakfast

Day 7 - North Conway - Kennebunkport - Portland
Cross from New Hampshire into Maine this morning and travel to Kennebunkport, a year-round coastal destination that is home to the rich and famous, and has even served as the summer retreat of former President George H. W. Bush. Travel along Ocean Drive, enjoying more stunning views of the Maine coastline, before arriving in Portland for an afternoon at leisure. In the evening, enjoy a delicious dinner featuring Maine lobster with your fellow travelers.
Accommodations: Westin Portland Harborview, Portland
Meals: Breakfast, Dinner

Day 8 - Portland - Boston
Head to Fort Williams Park, which is home to the iconic Portland Head Lighthouse that has been in operation since 1791 before driving along the jagged coast back to Boston. Guests departing Boston will arrive at Boston Logan International Airport. Those extending their stay will return to the Hyatt Regency Boston hotel.
Meals: Breakfast

Featured Destinations

Portland, ME

North Conway

Stowe

Saratoga Springs

Boston

The history and bricklaid beauty of Boston is easy to enjoy. Follow the Freedom Trail past Old North Church, Paul Revere Park, Fanieul Hall, the Commons, Old Ironsides and more landmarks of America's birth. Across the Charles River is Cambridge and Harvard. Venture to Marblehead and Salem to the south, or Lexington and Concord to the north. Back in town, have clam chowder at the warf or great Italian food in North End.

Excursions

Boston: Private North End Italian Food Tasting Walking Tour - 3 Hours

Boston: Private Sunset Boston Harbor Cruise with Cocktails and Hors d'oeuvres - 2 Hours

Boston: Private VIP Boston Yacht Experience With Cocktails & Hors d’oeuvres - 2 Hours

Boston: Boston Private Cycle Boat Charter - 4 Hours

Boston: Discover Boston Private Sightseeing Program - 4 Hours

Boston: Private Historic Boston Pub Crawl - 4 Hours

Boston: Freedom Trail Private Walking Tour - 1.5 Hours

Boston: Private Harvard Campus Tour - 1.5 Hours

Vacation Details

Valid Date Ranges

10/18/2026 - 10/25/2026

from $5,850 per person *

* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.

Prices Start At

from $5,850 per person

Length

7 Nights

Air City

Call for airfares from your city.

Vacation Rating

Deluxe

Remarks

Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.

All fares are quoted in US Dollars.

OFFER ID

1556462

Reference this number when contacting our agency so we may better serve you. Also keeping this number handy will allow you to locate this document again quickly.

Request More Info!

OVERVIEW SUPPLIERS DESTINATIONS

Vacations Search

Between

And

Escorted Tours Only

Land Only Tours