New England Fall Foliage

New England's Fall Foliage (Summer 2019)

Duration: 8 days Visiting: United States

Prices from {{lowPrice}}

  • Overview
  • Itinerary
  • Highlights
  • Optional experiences
  • Accommodation
  • Reviews
  • Dates & prices

Embark on a colourful autumnal journey through this picturesque corner of North America and experience an Indian Summer in all its glory. Along the way you'll delve into Boston's transformative past as you follow part of the red-brick Freedom Trail. You'll visit the quintessential Vermont village of Woodstock and capture the Silver Cascade waterfall and Bretton Woods, which offers stunning views of Mount Washington, all while staying at the best addresses, with the best company.

  1. Day 1

    Welcome to Boston.

    Affectionately known as Beantown, this revolutionary city is one of the oldest in the United States. On arrival at Boston Logan International Airport, a transfer will take you to your centrally-located hotel, which is situated next to Boston Common, the city's largest park. 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. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.

  2. Day 2

    Beantown to Williamstown.

    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. Sights include Boston Common, the Old Corner Bookstore and the Bunker Hill Monument in Charlestown. Enjoy the warm, colourful 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. Travel on through the rolling hills of the Berkshires to your boutique hotel. Tucked away in the heart of Williamstown, this beautiful property is a prime example of timeless elegance.

  3. Day 3

    The Legends of the Fall and Stowe.

    Say goodbye to Massachusetts and journey through the bronze fall foliage of Vermont, where you’ll visit The Apple Barn Country Bake Shop for a revitalising pit stop of baked goods and fresh cider. Explore the Rockefellers' renowned Billings Farm and Museum, a captivating working dairy and farm life museum, before a stop in the quintessential Vermont village of Woodstock with its picturesque covered bridge. 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’ fame in the late 1940s. You’ll stay at the family’s Austrian-style lodge and indulge in a three-course Highlight Dinner, paired with a lager tasting from the on-site microbrewery.

  4. Day 4 - Relaxed Start

    A Taste of Vermont.

    Enjoy beautiful scenery ablaze with fall’s golden red colours as you continue to savour Vermont’s raw appeal. Prepare your taste buds for a guided tour of Ben and Jerry’s Ice Cream Factory, where you’ll be able to relish the quirky and fun flavours of the brand’s best products, including the Boston Cream Pie. Return to the enchanting town of Stowe where the rest of the day is yours. From wandering its quaint streets to hiking in the woods or relaxing back at your lodge, make the most of your last evening at this mountain resort.

  5. Day 5

    North Conway and the White Mountains.

    Move on to Vermont’s pretty capital, Montpelier. You'll travel to Morse Farm Maple Sugarworks and taste a Vermont tradition, the unusually named ‘sugar on snow’, which is maple syrup drizzled over packed snow. This tasty treat is usually served with a doughnut and pickle. Journey to New Hampshire’s White Mountains and enter striking Franconia Notch. Have your cameras on standby for 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.  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.

  6. Day 6 - Relaxed Start

    Sightseeing in the White Mountains.

    This morning, enjoy an insightful presentation by a naturalist on the North Woods' 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). Return to your hotel in the idyllic village of North Conway where you can enjoy an evening at leisure.

  7. Day 7 - Relaxed Start

    The rugged Maine coast to Portland.

    Leave behind New Hampshire's colourful leaves as you enter the deep green pine forests of western Maine. In Kennebunkport, travel along Ocean Drive with stunning views of the Maine coastline. This coastal town houses the rich and famous, even serving as the summer retreat of former President George H.W. Bush. There will be time to browse the many galleries and shops, or walk along the waterfront before continuing to historic Portland. In the evening, enjoy a Celebration Dinner at Tiqa, a Mediterranean restaurant, with your fellow travellers.

  8. Day 8

    Back to Boston.

    Continue south to the charming Nubble Lighthouse, situated just metres from Cape Neddick Point, before driving back to Boston. Guests departing Boston will arrive at Boston Logan International Airport at 14:30. Those extending their stay will return to the Hyatt Regency Boston hotel.




  • North Conway: With an expert naturalist, learn about the wildlife and ecology of the North Woods.


  • Boston: Follow part of the red-brick Freedom Trail that brings to life the story of the American Revolution.
  • Stockbridge: Visit the Norman Rockwell Museum, a wonderful snapshot of Americana, built to showcase the amazing artwork produced during his long career.
  • Woodstock: Explore one of the finest operating dairy farms in America and also a museum of Vermont’s rural past at the Billings Farm and Museum.
  • Franconia Notch: Enjoy superb panoramic views onboard the aerial tramway.
  • Quechee Gorge: Stop for fall foliage picture-taking at the Silver Cascade Waterfall and Bretton Woods.
  • White Mountains: Travel through Crawford Notch. Enjoy views of Mount Washington.
  • Kennebunkport: Drive along Ocean Drive. See the homes of the rich and famous, including the summer retreat of former President George H.W. Bush. Browse in the galleries and shops.
  • Woodstock: See the famous covered bridge.


  • Bennington: Taste fresh cider at the Apple Barn and Country Bake Shop.
  • Stowe: At your Highlight Dinner, taste the product of artisan brewers during a three-course meal.
  • Waterbury: Learn the secrets behind the most famous ice cream in America and sample delicious flavours at Ben and Jerry's Ice Cream Factory.
  • Montpelier: Visit Morse Farm Maple Sugarworks and taste a Vermont tradition: ‘sugar on snow’.
  • Portland: Toast to your fond travel memories over a Celebration Dinner at one of Portland's renowned restaurants.
  • Dining Summary: 7 Breakfasts (B) and 5 Dinners with wine (DW).


  • Boston: Located in the heart of downtown, the Hyatt Regency Boston is just steps away from some of the city's most famous sites.
  • Williamstown: The Orchards Hotel is an oasis of quiet charm and set against the backdrop of the magnificent Berkshire Mountains.
  • Stowe: Enjoy a stay at the European-style Trapp Family Lodge, owned by the family who inspired 'The Sound of Music'.
  • North Conway: The White Mountain Hotel and Resort is a warm and comfortable retreat with a breathtakingly beautiful setting and scenic mountain views.
  • Portland: The Westin Portland Harborview brings the best of downtown Portland to your doorstep.


  • Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas
  • Enjoy the comfort of Insight's luxury, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom
  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary
  • We carry your bags for you and promptly deliver them to your hotel door
  • 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
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available)
  • From time to time, your Travel Director will enchant you with an Insight Flourish, which is a local specialty representing the destination
  • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times
  • If your flights are outside these times, or you have booked additional nights accommodation with Insight Insight Vacations, you may purchase transfers or make your own way from/to the airport.

Optional experiences

Most Insight trips already include a host of bonus highlights and comprehensive sightseeing. There may also be an exciting array of Optional Experiences which will turn an already amazing experience into the trip of a lifetime! These are entirely optional and can be booked through your Travel Director/Local Representative at the commencement of your trip. Please note, many Optional Experiences are operated by independent third party suppliers, not Insight Vacations.

Prices and availability of Optional Experiences are subject to change.



Hyatt Regency Boston

Boston (Traditional) - USA

Discover the city’s newly renovated, downtown destination, Hyatt Regency Boston, where luxury and convenience collide. Steps from Boston’s most desirable area-attractions such as the Boston Common, Faneuil Hall, and Boston’s famous shopping destination, Newbury Street, the hotel sits at the edge of the city’s excitement. Tour the Freedom Trail, visit the Museum of Fine Arts, or catch a game at historic Fenway Park, all just minutes from Hyatt Regency Boston. Hyatt Regency Boston is the premier hotel for business and leisure travelers. Expect the best at Hyatt Regency Boston, where we make for easy, productive and stylish travels.

The Orchards Hotel

Williamstown (Traditional) - USA

Uncover an oasis of quiet charm, set against the backdrop of the magnificent Berkshire mountains. The Orchards Hotel, nestled within the picturesque town of Williamstown, Massachusetts, expertly blends old-fashioned New England elegance with modern convenience, creating an atmosphere that is as delightfully esthetic as the area itself.

Trapp Family Lodge

Stowe (Heritage) - USA

Situated on 2,500 acres in beautiful Stowe, Vermont, the Trapp Family Lodge is a mountain resort in the European tradition by the von Trapp family that inspired “The Sound of Music”. This unique luxury mountain resort features Austrian-inspired architecture and European-style accommodations. Open year-round, the Trapp Family Lodge offers superb mountain views, old world comforts and impeccable service, along with activities for every season.

White Mountain Hotel & Resort

North Conway (Traditional) - USA

Featuring 80 Standard, Deluxe and Superior guest rooms and suites with spectacular mountain and cliff views, this full-service hotel and resort offers all of the modern amenities that discerning travelers have come to expect. Our Victorian architecture and traditional décor create a warm and comfortable retreat while award-winning dining, championship golf and exhilarating outdoor recreation set the stage for an unforgettable experience. Head out and explore the New England countryside or just sink into an Adirondack chair, breathe in the fresh mountain air and let the stress of the day melt away.

Westin Portland Harborview

Portland (Contemporary) - USA

Guest Reviews & Experiences

Our guests rate us 4.5 out of 5 based on 11491 independent user reviews received during the past year.

  • 29 November, 2018


    Trip: Everything went as we anticipated and we enjoyed the activities included. Perhaps a few less picture stops.

    Service: Everything went well any and all concerns were answered,.

  • 19 November, 2018


    Trip: Some days were too full of activites - prefer to have some relaxing time rather than be on the go constantly.

    Service: There were people upset that we did not stay at the Von Trapp hotel. (We were not ones who were complaining). Our tour guide, Gordon Schoen, went out of his way to explain what happened to the itinerary and that we actually getting an upgrade to a different hotel. Several people were so belligerent with Gordon that he arranged for our tour to have tea and cookies at the Von Trapp hotel. He also was accommodating to those of us who were Catholic and needed to go to church on Saturday (based on our schedule) by dropping us off at Mass. Excellent customer service!

  • 13 November, 2018


    Trip: Loved the trip, scenery and Trapp Family Lodge everything I hoped for and more.

    Service: This was our 2nd trip with Insight and was concerned they wouldn't be able to make the experience as wonderful as our 1st trip, they did. Guide, blhotels and fellow travelers all made this a vacation to remember.

  • 13 November, 2018


    Trip: 1st time in this part of the USA & loves the experience!

    Service: Excellent itinerary, locations & tour guide!!

  • 12 November, 2018


    Trip: The locations, hotels and activities were well planed and we enjoyed them so much.

    Service: It was incredible. The staff were very professional and a joy to be with.

  • 11 November, 2018


    Trip: Even though Insight had no control over weather conditions on some days at times scheduling could have been better. For instance. Who wants to do Ben and Jerry’s at 9:00 am.

    Service: Yes. Even our travel agent,Jane Barnett; gave top advice and help

  • 11 November, 2018


    Trip: Well thought out itinerary seeing highlights of New England.

    Service: Everything was first class. My wife and I couldn’t find fault with any aspect of our trip.

  • 09 November, 2018


    Trip: The leaves were near peak. We enjoyed the cooler weather.

    Service: Gary was great! We greatly enjoyed the trip and the folks on it.

  • 09 November, 2018


    Trip: We were there peak foliage season.

    Service: Great trip.... great customer service. We made friends and lifetime memories.

  • 08 November, 2018


    Trip: Well, I misread the first part and pretty well filled in all the pieces, so just read that.

    Service: I have wanted to visit New England for a very long time. Thanks to your service, that wish was fulfilled. I loved the scenery but wished we could have stopped longer at some of the places. Especially the Norman Rockwell Museum. That seemed to be the biggest gripe of my travelling companions as well. Overall, the hotels were great (the Orchard was not up to what was advertised) and places that I probably would not have stayed if I had gone on my own. The guide was knowledgeable and the driver was very courteous and helpful. Thanks to your excursion service, I would like to travel New England again on my own.

  • 06 November, 2018


    Trip: Variety of stops and fantastic views!!!

    Service: This was my first Insight Vacations trip and it was outstanding.. The timing was fantastic to see New England's Fall Foliage. The bus driver Joseph and our tour director Colleen were awesome. I would definitely recommend Insight Vacations for group travel.

  • 05 November, 2018


    Trip: The leaves hadn't quite turned to the Deep Reds Maroons crimson but we can't troll control Mother Nature all the time

    Service: The driver Andre and the coach tour director Jason Cohen were very conscientious and comment on the seats were that they didn't have leg extensions .I like to have my legs out like in a recliner chair and I was told that they had leg extensions and the footrest in the front was broken and kept falling down so it was uncomfortable for me also I'd recommend more leisurely walking around time we didn't get to stop for very long.

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