New England's Fall Foliage

New England's Fall Foliage

8 Views
8 Days From

$4775

$3674

This tour is no longer available, please see similar tours below or send an enquiry

Tour Overview

Follow Boston's Freedom Trail, visit a maple syrup farm in Montpelier and admire the bronzing leaves of New England’s trees.

Choice Highlights

  • Choose between two carefully selected activities
  • Stockbridge: Take a self-guided visit to the Norman Rockwell Museum and grounds, which houses the largest collection of original Rockwell art pieces.
  • Stockbridge: Enjoy a self-guided tour of Chesterwood, the former summer home and studio of 20th-century sculptor, Daniel Chester French, best known for his work on the Lincoln Memorial in Washington, D.C.

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.
  • Shelburne: Indulge in a Farm-to-Table lunch and meet chef Tessa Holmes for an in-depth look at regenerative farming and food production.
  • Boston: Unlock the secrets of the American Revolution on a tour of the historic red-brick Freedom Trail.
  • Woodstock: Explore the Rockefeller's renowned Billings Farm and Museum, showcasing Vermont's rural history.
  • 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 the Gondola SkyRide (weather permitting).
  • Kancamagus Highway: Enjoy a picturesque drive along the Kancamagus Scenic Byway.
  • 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.

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 United Nations Sustainable Development Goal 15: Life on Land.

Authentic Dining

Boston: Begin your tour savouring local flavours over dinner at your hotel.

Stowe: Enjoy Austrian-style lagers during your dinner at Von Trap Brewing's bierhall.

Portland: Enjoy an authentic Maine lobster dinner.

Insight Choice

Stockbridge: Take a self-guided visit to the Norman Rockwell Museum and grounds, which houses the largest collection of original Rockwell art pieces.

Stockbridge: Enjoy a self-guided tour of Chesterwood, the former summer home and studio of 20th-century sculptor, Daniel Chester French, best known for his work on the Lincoln Memorial in Washington, D.C.

Stockbridge: Choose a guided tour of Chesterwood, former summer home, studio and gardens of America's foremost 20th century public sculptor. Alternatively, travel west for a visit to the Norman Rockwell Museum.

Itinerary

Expand All

Day 1: Welcome to Boston

Location: Boston

Accommodation: Hyatt Regency, Boston

Accommodation Name: Hyatt Regency, Boston

Meals Included: Dinner

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. Savour dinner accompanied by wine in the company of your fellow travellers. ...more ...less

Day 2: Beantown to Saratoga Springs

Location: Boston, Stockbridge, Saratoga Springs

Accommodation: The Gideon Putnam, Saratoga Springs

Accommodation Name: The Gideon Putnam, Saratoga Springs

Meals Included: Breakfast

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.

Day 3: The Legends of the Fall and Stowe

Location: Vermont

Accommodation: Trapp Family Lodge, Stowe

Accommodation Name: Trapp Family Lodge, Stowe

Meals Included: Dinner

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. Followed by a stop in the quintessential Vermont village of Woodstock with its picturesque, covered bridge. Explore the Rockefellers' renowned Billings Farm and Museum, a captivating working dairy and farm life museum. 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.

Day 4: A Taste of Vermont Relaxed Start

Location: Vermont

Accommodation: Trapp Family Lodge, Stowe

Accommodation Name: Trapp Family Lodge, Stowe

Meals Included: Breakfast, Lunch

Enjoy Vermont’s beautiful scenery ablaze with fall’s golden red colours. Visit Lake Champlain Chocolates for chocolate and local ice cream tasting. Like their chocolates, the ice cream Enjoy Vermont’s beautiful scenery ablaze with fall’s golden red colours. Visit Lake Champlain Chocolates for chocolate and local ice cream tasting. Like their chocolates, the ice cream is crafted with only the best local ingredients, including fresh cream, maple syrup and honey. Next, you'll travel to a local sugar house and learn how 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.

Day 5: North Conway and the White Mountains Relaxed Start

Location: Montpelier, White Mountains, North Conway

Accommodation: White Mountain Hotel and Resort, North Conway

Accommodation Name: White Mountain Hotel and Resort, North Conway

Meals Included: Breakfast

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 Sky Ride 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 55.5 km of untouched natural beauty.

Day 6: Sightseeing in the White Mountains

Location: White Mountains

Accommodation: White Mountain Hotel and Resort, North Conway

Accommodation Name: White Mountain Hotel and Resort, North Conway

Meals Included: Breakfast

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 metres). 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.

Day 7: The Rugged Maine Coast Relaxed Start

Location: Maine

Accommodation: Westin Portland Harborview, Portland

Accommodation Name: Westin Portland Harborview, Portland

Meals Included: Breakfast, Dinner

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 Portland. In the evening, enjoy a delicious dinner featuring Maine lobster with your fellow travellers.

Day 8: Back to Boston

Location: Kennebunkport, Boston

Meals Included: Breakfast

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. Those extending their stay will return to the Hyatt Regency Boston hotel.

What's Included

  • Meals

    3 Dinners with Wine, 7 Breakfasts, and 1 Lunch are included.

  • Activities

    Choose between two carefully selected activities in Stockbridge: visit the Norman Rockwell Museum or take a guided tour of Chesterwood.

  • Hotel and Restaurant Tips

    Hotel and restaurant tips are included.

show more

What's Not Included

  • Flights

    Flights to and from the starting location are not included.

  • Travel Insurance

    Travel insurance is not included and is recommended.

  • Personal Expenses

    Personal expenses such as souvenirs, additional meals, and drinks are not included.

  • Optional Activities

    Optional activities not listed in the itinerary are not included.

Dining Summary

  • 2 Dinner with Wine (DW)
  • 7 Breakfast (B)
  • 1 Dinner (D)
  • 1 Lunch (L)
  • 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).
  • 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.
  • Summary

  • Lively Welcome Dinner in Boston • Highlight Dinner at the Austrian-style Trapp Family Lodge and Von Trapp Brewery • Celebration Dinner with lobster in Portland.
  • Check out our Q&As

    • What unique dining experiences are included in the tour?

      The tour includes several unique dining experiences such as an authentic Maine lobster dinner in Portland, a dinner with artisan brewers' Austrian-style lagers in Stowe, and a dinner with your Travel Director in Boston.

    • What activities are available in Stockbridge during the tour?

      In Stockbridge, you can choose between visiting the Norman Rockwell Museum, which houses the largest collection of original Rockwell art, or taking a guided tour of Chesterwood, the former home and studio of sculptor Daniel Chester French.

    • What is the 'sugar on snow' experience in Vermont?

      The 'sugar on snow' experience in Vermont involves tasting maple syrup drizzled over packed snow, traditionally served with a doughnut and pickle, at Morse Farm Maple Sugarworks.

    • What scenic views can be expected during the Gondola SkyRide at Loon Mountain Resort?

      During the Gondola SkyRide at Loon Mountain Resort, you can expect superb panoramic views of New Hampshire, Maine, Vermont, New York, and Canada, especially on a clear day.

    • What is the significance of the Freedom Trail in Boston?

      The Freedom Trail in Boston is a red-brick path that brings the story of the American Revolution to life, featuring historically significant sites such as the Bunker Hill Monument, Boston Common, and the Old Corner Bookstore.

    • What can visitors expect at the Vermont Country Store?

      Visitors to the Vermont Country Store can expect a nostalgic shopping experience with a variety of products ranging from local cheeses to whiskey pecan pie, offering a step back into history.

    • What is the MAKE TRAVEL MATTER® Experience in North Conway?

      The MAKE TRAVEL MATTER® Experience in North Conway includes an ecological exploration with a Local Expert, focusing on the regional flora and fauna, which supports UN Global Goal 15: Life on Land.

    • Can I join the tour once it has departed?

      We regret that no refunds can be made for absences from a tour, including experiences such as missed meals or sightseeing.

    • How long has the tour company been trading?

      Since 1978.

    • What Ethical Travel credentials does the tour company have?

      Insight Vacations is a founding member of the TreadRight Foundation, a joint initiative created by the brands within The Travel Corporation (TTC) almost 15 years ago to ensure our impact through tourism is positive. Our ethos to #MakeTravelMatter guides our decision-making at every level of our business.

    • Will the accommodation included meet local health and safety regulations?

      Yes

    • Do you operate a “single share” option and how does it work?

      You have two options as a solo traveller. Either choose to be matched with a same sex partner for a room share - at no extra cost. Or choose a room of your own with a reduced or even free private room upgrade on select tours.

    • What policies are in place for Covid-19?

      Please contact us for latest COVID-19 policies

    Reviews of this operator

    Peggy Lindenborn  

    Country Roads of Southern Italy and Sicily

    02-Nov-2021

    Country Roads of Southern Italy and Sicily is a delightful trip and our travel guides and driver, Enzo, Chris and Greg were amazing and made the trip very memorable. We saw so many places and had great experiences along the way! Thanks to them for such a wonderful vacation.! ...more ...less

    Feefo Trusted Reviews
    Trusted Customer  

    Best of Spain & Portugal

    11-Jan-2023

    Great itinerary, good pace, tour director was friendly and very knowledgeable and organised. Bus was very spacious and driver was great. Yes would recommend insight to friends and families

    Feefo Trusted Reviews
    Jacqueline Thornberry  

    Scenic Iceland and the Northern Lights

    31-Oct-2021

    The number is our group was small which meant we got to know each other. Our tour guide, Laura Spiers, was excellent as was our driver. The food was good, and of course everything we saw in Iceland was beautiful and educational.

    Feefo Trusted Reviews
    Kathryn Ronca  

    Enchanting Canyonlands

    08-Nov-2021

    The trip was fantastic. Everything was well planned and exceeded my expectations. All insight personal were courteous helpful and professional Ann Manual and Kevin were a topnotch team There was attention to every detail and at all times felt safe and always a personal touch to the trip. The motor coach was clean and roomy and there was multiple wipe downs during the day All hotels were top notch and all staff at the hotels and restaurants were helpful and courteous I would recommend this trip as it gave you a fantastic view of the natural wonders of the the West. ...more ...less

    Feefo Trusted Reviews
    Patrick Ong  

    Italian Intermezzo

    12-Jan-2023

    This trip is absolutely amazing! Worth every Penny! Our Tour guide did not Disappoint.

    Feefo Trusted Reviews

    1 Select your preferred date

    Friday - Friday

    Sep 19, 2025 - Sep 26, 2025
    $4775 $3674 (USD)

    Operator discount: -$1101 (USD)

    Sunday - Sunday

    Sep 21, 2025 - Sep 28, 2025
    $4795 $3719 (USD)

    Operator discount: -$1076 (USD)

    Saturday - Saturday

    Sep 27, 2025 - Oct 04, 2025
    $4825 $4399 (USD)

    Operator discount: -$426 (USD)

    Book with Confidence

    • Low Deposit

      Insight Vacations requires a minimum deposit of 350 USD per person or the full booking value, whichever is less, with the final balance not due until 90 days before departure.

    • Cancellation Policy

      We don't charge a cancellation fee, here is a summary of insight vacations charges.

      Up to 91 days before tour starts: Forfeit 100% of deposit.

      At 90 days before tour starts: Forfeit 50% of booking price.

      At 29 days before tour starts: Forfeit 80% of booking price.

      At 1 days before tour starts: Forfeit 100% of booking price.

    New England's Fall Foliage

    8 Days Starting and ending in Boston, USA

    Visiting: Boston, Stockbridge, Saratoga Springs, Vermont, Montpelier, White Mountains, North Conway, Maine, Kennebunkport ...more ...less

    Tour operator:

    Insight Vacations

    Tour code:

    SAENEN26

    Guide Type:

    Fully Guided

    Physical rating:

    Low

    Tour operated in:

    English

    Trip Styles:

    Small Group

    Interests:

    Eco Conscious, History

    From: $4775 $3674 (USD) Operator discount: -$1101 -23%

    NB: Prices correct on 23-Apr-2025 but subject to change.

    Similar Tours