Land Only Tours New England’s Fall Foliage

New England’s Fall Foliage

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Description:

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.
Starts:
Boston (MA), United States Of America
Ends:
Boston (MA), United States Of America
Duration:
8 days, 7 nights
From:
Sep 2026 - Oct 2026
Destination:
United States

Itinerary:

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.

Meals: Dinner

Accommodation: Hyatt Regency, Boston

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 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.

Meals: Breakfast

Accommodation: The Gideon Putnam, Saratoga Springs

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’.

Meals: Breakfast, Dinner

Accommodation: Trapp Family Lodge, Stowe

A Taste of Vermont

Enjoy a Relaxed Start in Vermont’s iconic 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.

Meals: Breakfast, Lunch

Accommodation: Trapp Family Lodge, Stowe

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 (seasonal). 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.

Meals: Breakfast

Accommodation: White Mountain, North Conway

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.

Meals: Breakfast

Accommodation: White Mountain, North Conway

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.

Meals: Breakfast, Dinner

Accommodation: Westin Portland Harborview, Portland

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

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. 
- North Conway: Learn about regional flora and fauna with a Local Expert during an ecological look at autumn in New England. Your visit directly supports United Nations Sustainable Development Goal 15: Life on Land.
- 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. 
- 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. 
- Boston: Join your Travel Director for dinner and an opportunity to mingle with fellow guests at your hotel.
- 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.
- 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).
- 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.
- 3 Dinner (D)
- 7 Breakfast (B)
- 1 Lunch (L)

Departure Dates:

Saturday 26 Sep 2026
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Saturday 03 Oct 2026
Unavailable
Sunday 27 Sep 2026
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Sunday 04 Oct 2026
Unavailable
Wednesday 30 Sep 2026
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Wednesday 07 Oct 2026
Unavailable
Friday 02 Oct 2026
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Friday 09 Oct 2026
Unavailable
Saturday 03 Oct 2026
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Saturday 10 Oct 2026
Unavailable
Sunday 04 Oct 2026
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Sunday 11 Oct 2026
Unavailable
Wednesday 07 Oct 2026
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Wednesday 14 Oct 2026
Unavailable
Friday 09 Oct 2026
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Friday 16 Oct 2026
Unavailable
Saturday 10 Oct 2026
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Saturday 17 Oct 2026
Unavailable
Friday 16 Oct 2026
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Friday 23 Oct 2026
Unavailable
Sunday 19 Sep 2027
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Sunday 26 Sep 2027
Friday 24 Sep 2027
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Friday 01 Oct 2027
Saturday 25 Sep 2027
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Saturday 02 Oct 2027
Sunday 26 Sep 2027
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Sunday 03 Oct 2027
Friday 01 Oct 2027
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Friday 08 Oct 2027
Saturday 02 Oct 2027
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Saturday 09 Oct 2027
Sunday 03 Oct 2027
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Sunday 10 Oct 2027
Friday 08 Oct 2027
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Friday 15 Oct 2027
Saturday 09 Oct 2027
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Saturday 16 Oct 2027
Sunday 10 Oct 2027
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Sunday 17 Oct 2027
Friday 15 Oct 2027
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Friday 22 Oct 2027
Saturday 16 Oct 2027
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Saturday 23 Oct 2027
Saturday 16 Sep 2028
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Saturday 23 Sep 2028
Sunday 17 Sep 2028
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Sunday 24 Sep 2028
Friday 22 Sep 2028
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Friday 29 Sep 2028
Saturday 23 Sep 2028
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Saturday 30 Sep 2028
Sunday 24 Sep 2028
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Sunday 01 Oct 2028
Friday 29 Sep 2028
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Friday 06 Oct 2028
Saturday 30 Sep 2028
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Saturday 07 Oct 2028
Sunday 01 Oct 2028
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Sunday 08 Oct 2028
Friday 06 Oct 2028
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Friday 13 Oct 2028
Saturday 07 Oct 2028
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Saturday 14 Oct 2028
Sunday 08 Oct 2028
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Sunday 15 Oct 2028
Friday 13 Oct 2028
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Friday 20 Oct 2028
Saturday 14 Oct 2028
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Saturday 21 Oct 2028
Sunday 15 Oct 2028
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Sunday 22 Oct 2028

Get the most attractive prices now!

United States
8 days, 7 nights
From
$4,946
per person

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With a tapestry of vibrantly coloured leaves at every turn, New England in the autumn is a sight to behold. On this eight-day guided women-only tour, explore Boston, one of the oldest cities in the U.S., walking part of the red-brick Freedom Trail and seeing the hall that housed the country’s first-ever town meeting. Marvel at the bronzing leaves of Vermont’s trees as you travel to Stowe and visit the women-owned and -managed Bread and Butter Farm. In Montpelier, delight in a visit to a maple syrup farm where you can taste the sweet golden liquid tapped straight from the trees. Ascend a gondola at Loon Mountain Resort into New Hampshire’s White Mountains and join a MAKE TRAVEL MATTER® Experience for an insightful talk by a woman who is an expert on the North Woods' wildlife and ecology. With your small group of like-minded travellers, celebrate your trip with a decadent lobster dinner.