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New England's Fall Foliage - Classic Group

Tour, Escorted tour
Offer Image
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 (D)
  • 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.
  • 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 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 fall in New England. Your visit directly supports United Nations Sustainable Development Goal 15: Life on Land.
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.
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.

7 Nights Starting At
Per Person

October 14, 2026 through October 21, 2026
Book by:
October 10, 2026 7:00 PM
Airfare not included
Interests
  • Gardens, Foliage, and Nature
Itinerary Map
Dates & prices
Additional
Offers
Starting From Additional Details
7 Nights from $5,195.00 (USD) Per Person
Airfare not included
October 10, 2026 7:00 PM
7 Nights from $5,150.00 (USD) Per Person
Airfare not included, Various departures
September 21, 2026 7:00 PM
7 Nights from $5,050.00 (USD) Per Person
Airfare not included
September 22, 2026 7:00 PM
7 Nights from $5,150.00 (USD) Per Person
Airfare not included
September 23, 2026 7:00 PM
7 Nights from $5,195.00 (USD) Per Person
Airfare not included
September 26, 2026 7:00 PM
7 Nights from $5,150.00 (USD) Per Person
Airfare not included
September 28, 2026 7:00 PM
7 Nights from $5,050.00 (USD) Per Person
Airfare not included
September 29, 2026 7:00 PM
7 Nights from $5,150.00 (USD) Per Person
Airfare not included
September 30, 2026 7:00 PM
7 Nights from $4,925.00 (USD) Per Person
Airfare not included, Various departures
October 05, 2026 7:00 PM
7 Nights from $4,795.00 (USD) Per Person
Airfare not included
October 06, 2026 7:00 PM
7 Nights from $5,150.00 (USD) Per Person
Airfare not included
October 07, 2026 7:00 PM
7 Nights from $5,150.00 (USD) Per Person
Airfare not included, Various departures
October 13, 2026 7:00 PM
Additional
Offers












Discover Our Tour Styles

Find the journey right for you with our selection of tour styles. Whether you're looking to see a number of destinations in a single tour, explore a single destination in depth or you want to take the road less traveled, we have the perfect holiday for you.

Discovery Journeys

Discovery Journeys are the ideal style for first-time travelers, showing you the very best your destination has to offer. Each tour will introduce you to multiple countries in one journey.

Regional Journeys

Travel deeper by picking one place that you’ve always longed to visit. Our Regional Journeys are carefully planned to let you explore one region or country in depth, in order to really know its people, traditions and culture.

Country Roads

Step off the beaten track and discover a different side of your destination. Steering clear of the well-trodden tourist trail, our Country Roads program sends you off to hidden retreats and unexpected adventures with lots of local flavor.

Easy Pace

Love full days at leisure while on holiday? Take more time to explore on your own, with a minimum of three nights in each destination and plenty of free time - including more Relaxed Starts - built into the itinerary.

Special Interest Tours

Explore our collection of Special Interest Tours that are themed around particular local festivals, events or cultural interests. These tours include stops at the Chelsea Flower Show in England, Oktoberfest in Germany and more.

Group Travel

Private Custom Groups

We offer the option to customize your own group tour. Our dedicated team of travel experts will create a tailor-made itinerary to suit your needs.

Groups on Set Departures

Pricing Scales to your group size. Our group sizes have no upper limits and our competitive pricing scales according to your group size and your budget.

We Make Travel Matter

Our history of traveling sustainably
OVER A DECADE OF POSITIVE IMPACT

There are few things more stylish and elegant than being a responsible tourist. That's why sustainable and responsible tourism is at the heart of what we do. As a premium travel brand, we recognize that it's our duty to set the right example. We work diligently to leave a positive impact on the planet, its people, and its wonderful wildlife. To cement our commitment, we created our 5-year How We Tread Right sustainability strategy and our not-for-profit organization, the TreadRight Foundation.

OUR COMMITMENT

  • Sustainability and conservation: We ensure that we’re protecting our invaluable landscapes and natural resources.
  • Cultural preservation: We ensure that the true economic benefit of travel is felt by local communities.
  • Protection of our world’s wildlife: We advocate for the highest standard of ethical wildlife experiences.

Our 5-year sustainability strategy
HOW WE TREAD RIGHT

Our 5-year How We Tread Right sustainability strategy is based on 11 measurable goals anchored to the United Nations Sustainable Development Goals, which address the issues of climate change, sustainable food production, waste reduction, travel experiences, diversity and inclusion, and wildlife.  

By traveling with Insight Vacations, you're supporting a responsible travel company that truly works hard to make a difference. 

How you have a positive impact
MAKE TRAVEL MATTER®️ Experiences

Travel is education and experience is the best teacher. Our MAKE TRAVEL MATTER®️ Experiences teach you about the world all while making it better. Whether that's through supporting local economies, preserving age-old traditions, or advancing conservation efforts for native ecosystems. Find out more about how you can be a truly sustainable traveler.  

Climate Action
OUR JOURNEY TO NET ZERO

Since the inception of our sustainability strategy, the global community has continued to rally in response to the urgent need for climate action. We're committed to achieve net zero greenhouse gas (GHG) emissions by the year 2050. 
Our dedication to this goal is outlined in our Climate Action Plan, with science-based targets that address our carbon footprint. We are proud of the fact that, alongside our sister brands, we became the first global tour operator to have near-term, long-term and net zero targets that are validated by the Science Based Target initiative (SBTi). Gain a deeper insight into our Climate Action Plan and how we're meeting our targets. 

Our strategic plan
DIVERSITY, EQUITY AND INCLUSION

We believe diversity is the foundation of meaningful travel. We set out with a curious mind, and the desire to meet new people, hear fresh perspectives and experience different cultures. Embracing and empowering diversity, equity and inclusion in all areas of life requires a conscious effort – whether at home, at work, or in our communities.

At the Travel Corporation (TTC), our Diversity, Equity and Inclusion (DEI) journey started many years ago, with the development of our DEI strategy. We’ve formalized goals in the following areas: People & Culture, Product & Experiences, and Marketing & Communications, to ensure we’re upholding our end. 

Find the journey right for you with our selection of tour styles. Whether you're looking to see a number of destinations in a single tour, explore a single destination in depth or you want to take the road less traveled, we have the perfect holiday for you.

Discovery Journeys

Discovery Journeys are the ideal style for first-time travelers, showing you the very best your destination has to offer. Each tour will introduce you to multiple countries in one journey.

Regional Journeys

Travel deeper by picking one place that you’ve always longed to visit. Our Regional Journeys are carefully planned to let you explore one region or country in depth, in order to really know its people, traditions and culture.

Country Roads

Step off the beaten track and discover a different side of your destination. Steering clear of the well-trodden tourist trail, our Country Roads program sends you off to hidden retreats and unexpected adventures with lots of local flavor.

Easy Pace

Love full days at leisure while on holiday? Take more time to explore on your own, with a minimum of three nights in each destination and plenty of free time - including more Relaxed Starts - built into the itinerary.

Special Interest Tours

Explore our collection of Special Interest Tours that are themed around particular local festivals, events or cultural interests. These tours include stops at the Chelsea Flower Show in England, Oktoberfest in Germany and more.

Group Travel

Private Custom Groups

We offer the option to customize your own group tour. Our dedicated team of travel experts will create a tailor-made itinerary to suit your needs.

Groups on Set Departures

Pricing Scales to your group size. Our group sizes have no upper limits and our competitive pricing scales according to your group size and your budget.

Our history of traveling sustainably
OVER A DECADE OF POSITIVE IMPACT

There are few things more stylish and elegant than being a responsible tourist. That's why sustainable and responsible tourism is at the heart of what we do. As a premium travel brand, we recognize that it's our duty to set the right example. We work diligently to leave a positive impact on the planet, its people, and its wonderful wildlife. To cement our commitment, we created our 5-year How We Tread Right sustainability strategy and our not-for-profit organization, the TreadRight Foundation.

OUR COMMITMENT

  • Sustainability and conservation: We ensure that we’re protecting our invaluable landscapes and natural resources.
  • Cultural preservation: We ensure that the true economic benefit of travel is felt by local communities.
  • Protection of our world’s wildlife: We advocate for the highest standard of ethical wildlife experiences.

Our 5-year sustainability strategy
HOW WE TREAD RIGHT

Our 5-year How We Tread Right sustainability strategy is based on 11 measurable goals anchored to the United Nations Sustainable Development Goals, which address the issues of climate change, sustainable food production, waste reduction, travel experiences, diversity and inclusion, and wildlife.  

By traveling with Insight Vacations, you're supporting a responsible travel company that truly works hard to make a difference. 

How you have a positive impact
MAKE TRAVEL MATTER®️ Experiences

Travel is education and experience is the best teacher. Our MAKE TRAVEL MATTER®️ Experiences teach you about the world all while making it better. Whether that's through supporting local economies, preserving age-old traditions, or advancing conservation efforts for native ecosystems. Find out more about how you can be a truly sustainable traveler.  

Climate Action
OUR JOURNEY TO NET ZERO

Since the inception of our sustainability strategy, the global community has continued to rally in response to the urgent need for climate action. We're committed to achieve net zero greenhouse gas (GHG) emissions by the year 2050. 
Our dedication to this goal is outlined in our Climate Action Plan, with science-based targets that address our carbon footprint. We are proud of the fact that, alongside our sister brands, we became the first global tour operator to have near-term, long-term and net zero targets that are validated by the Science Based Target initiative (SBTi). Gain a deeper insight into our Climate Action Plan and how we're meeting our targets. 

Our strategic plan
DIVERSITY, EQUITY AND INCLUSION

We believe diversity is the foundation of meaningful travel. We set out with a curious mind, and the desire to meet new people, hear fresh perspectives and experience different cultures. Embracing and empowering diversity, equity and inclusion in all areas of life requires a conscious effort – whether at home, at work, or in our communities.

At the Travel Corporation (TTC), our Diversity, Equity and Inclusion (DEI) journey started many years ago, with the development of our DEI strategy. We’ve formalized goals in the following areas: People & Culture, Product & Experiences, and Marketing & Communications, to ensure we’re upholding our end. 

About Insight Vacations
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PREMIUM TOURS FOR CURIOUS TRAVELERS

Insight Vacations is a premium tour operator that promises a superior experience from start to finish, with an elevated level of detail and attention at every step. Discover more about the Insight Vacations premium travel experience. 

PREMIUM EXPERIENCES

Exclusive, crafted experiences that get you up close and personal to every destination. Enjoy Insider Access before and after opening-hours and skip the line access at key sights. Take your pick from one, two or three curated Insight Choice experiences. Plus, Insightful Encounters with Local Experts and Specialists that add even more life, color and storytelling for a truly enlightening experience.

PREMIUM DINING

Whether you’re being welcomed into the workspaces of chefs or taking your seat at top-rated restaurants, you’ll find yourself dining on regional favorites with a seasonal twist. Take your seat for wine-paired meals and enjoy indulging your preferences from a curated choice of restaurants on Dine-Around evenings. Get hands-on with Cooking Demonstrations and enjoy an industry-leading vegetarian offering at every mealtime.

Read More

About Insight Vacations

PREMIUM TOURS FOR CURIOUS TRAVELERS

Insight Vacations is a premium tour operator that promises a superior experience from start to finish, with an elevated level of detail and attention at every step. Discover more about the Insight Vacations premium travel experience. 

PREMIUM EXPERIENCES

Exclusive, crafted experiences that get you up close and personal to every destination. Enjoy Insider Access before and after opening-hours and skip the line access at key sights. Take your pick from one, two or three curated Insight Choice experiences. Plus, Insightful Encounters with Local Experts and Specialists that add even more life, color and storytelling for a truly enlightening experience.

PREMIUM DINING

Whether you’re being welcomed into the workspaces of chefs or taking your seat at top-rated restaurants, you’ll find yourself dining on regional favorites with a seasonal twist. Take your seat for wine-paired meals and enjoy indulging your preferences from a curated choice of restaurants on Dine-Around evenings. Get hands-on with Cooking Demonstrations and enjoy an industry-leading vegetarian offering at every mealtime.

Read More

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