7-Nights New England's Fall Foliage - Small Group from $5,350

Insight Vacations

OFFER ID 1505937

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 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 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.
  • 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: Learn about regional flora and fauna with a Local Expert during an ecological look at autumn in New England. Your experience advances UN Global Goal 15: Life on Land.
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.
  • Franconia Notch State Park: Take a scenic ride on


7 nights from $5,350 per person

Itinerary

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 with Wine

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 Bunker Hill Monument, 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
Journey through the bronze fall foliage of Vermont. Visit the Vermont Country Store for a unique shopping experience - you'll step back into history with their nostalgic assortment of products. Explore the Rockefellers' renowned Billings Farm and Museum, a captivating working dairy and farm life museum, followed by a stop in the quintessential Vermont village of Woodstock with its picturesque, covered bridge. Take in the fall foliage from Queechee Gorge and Bridge, a 50-meter-deep gorge offering stunning views of Ottauquechee River. End your day in the northern Vermont town of Stowe, home to the breathtaking alpine setting that attracted the real Von Trapp family of "The Sound of Music." Enjoy Austrian-style lagers over at Von Trapp Brewing Bierhall.
Accommodations: Trapp Family Lodge, Stowe
Meals: Breakfast, Dinner with Wine

Day 4 - A Taste of Vermont Relaxed Start
Enjoy Vermont’s beautiful scenery ablaze with fall’s golden red colors. Stop by Lake Champlain Chocolates for a taste of their award-winning ice cream. Like their chocolates, their ice cream is crafted with only the best local ingredients — including fresh cream, maple syrup, and honey. Next, you'll travel to Morse Farm Maple Sugarworks, where maple syrup is "tapped" from the trees. Taste a Vermont tradition, the unusually named ‘sugar on snow’, a combination of maple syrup and packed snow. This tasty treat is traditionally served with a doughnut and pickle. Enjoy lunch at Bread & Butter Farm, hosted by Wholesome Foods Kitchen, while you learn about regenerative agriculture and organic farming. Return to the enchanting town of Stowe for an afternoon at leisure.
Accommodations: Trapp Family Lodge, Stowe
Meals: Breakfast, Lunch

Day 5 - North Conway and the White Mountains Relaxed Start
Move on to Vermont’s picturesque capital, Montpelier. 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 55.5 km of untouched natural beauty.
Accommodations: White Mountain Hotel and Resort, 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 Hotel and Resort, North Conway
Meals: Breakfast

Day 7 - The Rugged Maine Coast Relaxed Start
Cross from New Hampshire into Maine this morning as you travel along the jagged coastline. Head to Fort Williams Park which is home to the iconic Portland Head Lighthouse that has been in operation since 1791. Then spend the rest of your afternoon at leisure. In the evening, enjoy a delicious Celebration Dinner featuring Maine lobster with your fellow travelers.
Accommodations: Westin Portland Harborview, Portland
Meals: Breakfast, Dinner with Wine

Day 8 - Back to Boston
Known for its sandy beaches, Kennebunkport is a year-round coastal destination that houses the rich and famous, even serving as the summer retreat of former President George H.W. Bush. Travel along Ocean Drive with more stunning views of the Maine coastline, before driving back to Boston. Guests departing Boston will arrive at Boston Logan International Airport at 12:30 pm. Those extending their stay will return to the Hyatt Regency Boston hotel.
Meals: Breakfast

Featured Destinations
Saratoga Springs
Portland, ME
North Conway
Stowe
Boston

Vacation Details

Valid Date Ranges
09/14/2025 - 09/21/2025
from $5,350 per person
10/17/2025 - 10/24/2025
from $5,350 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 $5,350 per person
Length
7 Nights
Air City
Call for airfares from your city.
Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
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
1505937

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