Overview
Itinerary
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. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel. (DW) Stay: Hyatt Regency Boston
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 Beacon Hill, Newbury Street, Faneuil Hall Marketplace and the Old South Meeting House.
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. Travel on through the rolling hills of the Berkshires and onto your upstate New York hotel, situated within the Saratoga Spa State Park. (B/DW) Stay: The Gideon Putnam, Saratoga Springs
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.
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 during your Highlight Dinner at Bierhall Restaurant. (B/DW) Stay: Trapp Family Lodge, Stowe
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. 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. (B)
Move on to Vermont's pretty 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 34.5 miles of untouched natural beauty. (B/DW) Stay: North Conway Grand Hotel, North Conway
In the morning, join a MAKE TRAVEL MATTER® Experience as you enjoy an insightful talk by a naturalist expert 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 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. (B)
Cross from New Hampshire into Maine this morning as you travel along the jagged coastline. Then spend the rest of your afternoon at leisure.
In the evening, enjoy a delicious Celebration Dinner featuring Maine lobster with your fellow travelers. (B/DW) Stay: Westin Portland Harborview, Portland
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. (B)
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. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel. (DW) Stay: Hyatt Regency Boston
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 Beacon Hill, Newbury Street, Faneuil Hall Marketplace and the Old South Meeting House.
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. Travel on through the rolling hills of the Berkshires and onto your upstate New York hotel, situated within the Saratoga Spa State Park. (B/DW) Stay: The Gideon Putnam, Saratoga Springs
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.
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 during your Highlight Dinner at Bierhall Restaurant. (B/DW) Stay: Trapp Family Lodge, Stowe
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. 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. (B)
Move on to Vermont's pretty 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 34.5 miles of untouched natural beauty. (B/DW) Stay: North Conway Grand Hotel, North Conway
In the morning, join a MAKE TRAVEL MATTER® Experience as you enjoy an insightful talk by a naturalist expert 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 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. (B)
Cross from New Hampshire into Maine this morning as you travel along the jagged coastline. Then spend the rest of your afternoon at leisure.
In the evening, enjoy a delicious Celebration Dinner featuring Maine lobster with your fellow travelers. (B/DW) Stay: Westin Portland Harborview, Portland
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. (B)
Trip Inclusions
- 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.
- 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.
- 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.
- 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.
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: Head to North Conway, where you'll learn about the local flora and fauna with a Local Specialist for an ecological look at autumn in the North Woods.
- 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).
- Boston: At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.
- At your Highlight Dinner, taste the creations of artisan brewers with Austrian-style lagers.
- 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.
- Dining Summary: 5 Dinners with Wine (DW), 7 Breakfasts (B)
- 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.
- Itinerary and inclusions are subject to change
- Price is for land, cruise and internal flights as specified. Flights not specified are not included
- 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.
- 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.
- 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.
- 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.
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: Head to North Conway, where you'll learn about the local flora and fauna with a Local Specialist for an ecological look at autumn in the North Woods.
- 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).
- Boston: At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.
- At your Highlight Dinner, taste the creations of artisan brewers with Austrian-style lagers.
- 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.
- Dining Summary: 5 Dinners with Wine (DW), 7 Breakfasts (B)
- 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.
- Itinerary and inclusions are subject to change
- Price is for land, cruise and internal flights as specified. Flights not specified are not included
Trip Reviews (6) Most Recent 'New England's Fall Foliage' Reviews
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Insight Vacations Worldwide (2024-25)
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Insight Vacations Worldwide (2024-25)
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Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Prices and trip information are correct at the time at this point in time, however are subject to confirmation at the time of booking and are subject to change by Insight Vacations. For cruise itineraries, cabin images are sourced from Insight Vacations. These should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.
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