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New England's Fall Foliage

8 Day U.S. Tour to Maine, Vermont & New Hampshire | Operated by InsightVacations

  • 8 Days

  • 1 Country

    United States
  • 11 Cities

    Boston, Saratoga Springs, Weston, Billings, Stowe, Waterbury, Montpelier, Franconia Notch State Park, North Conway, Kennebunkport, Portland
  • 12 Meals

    5 Dinner with Wines, 7 Breakfasts
  • Pace: Comfortable

    Mainly 2–3-night stays in each location. Comfortable travel days with numerous stops. Requires 1-3 miles of walking per day that might involve some uneven surfaces, such as cobblestones and stairs.

Trip Itinerary

Day 1: 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. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.

Hotel: Hyatt Regency Boston
Included Meals: Dinner with Wine
Authentic Dining: Welcome Dinner in Boston Join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.
Notes
Day 2: 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. 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.

Hotel: The Gideon Putnam
Included Meals: Breakfast, Dinner with Wine
Top Rated Highlights: Historic Boston Freedom Trail 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. 
Insight Choice: Visit the Norman Rockwell Museum in 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
Insight Choice: Tour Chesterwood in 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. 
Notes
Day 3: The Legends of the Fall and Stowe

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 Astrian-style lagers over dinner.

Hotel: Trapp Family Lodge
Included Meals: Breakfast, Dinner with Wine
Top Rated Highlights: Visit the Vermont Country Store in 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. 
Top Rated Highlights: Visit the Billings Farm and Museum in 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. 
Authentic Dining: Stowe Dinner At your dinner, taste the creations of artisan brewers with Austrian-style lagers.
Notes
Day 4: A Taste of Vermont

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 for an afternoon at leisure. This evening, enjoy Austrian-style lagers during a dinner at Von Trapp Brewing's bierhall.

Hotel: Trapp Family Lodge
Included Meals: Breakfast
Top Rated Highlights: Visit Lake Champlain Chocolates 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. 
Top Rated Highlights: Visit Morse Farm Maple Sugarworks in 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.
Notes
Day 5: North Conway and the White Mountains

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 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 unspoilt by industry and boasts 34.5 miles of untouched natural beauty.

Hotel: North Conway Grand Hotel, North Conway
Included Meals: Breakfast, Dinner with Wine
Top Rated Highlights: Gondola SkyRide Transport in Franconia Notch 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.
Top Rated Highlights: Enjoy a Drive Along the Kancamagus Scenic Byway 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.
Notes
Day 6: Sightseeing in the White Mountains

In the morning, join a MAKE TRAVEL MATTER® Experience as you enjoy an insightful talk by Chris Lewey, a naturalist expert on 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.

Hotel: North Conway Grand Hotel, North Conway
Included Meals: Breakfast
Top Rated Highlights: See Mount Washington in 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). 
Top Rated Highlights: See Diana's Baths in 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: Raven Wildlife Program Head to North Conway, where you'll learn about the local flora and fauna with a  Local Expert for an ecological look at autumn in New England.
Notes
Day 7: The Rugged Maine Coast

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 the evening, enjoy a delicious Celebration Dinner featuring Maine lobster with your fellow travelers.

Hotel: Westin Portland Harborview
Included Meals: Breakfast, Dinner with Wine
Authentic Dining: Celebration Dinner in 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.
Notes
Day 8: Back to Boston

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.

Included Meals: Breakfast
Notes
This itinerary is for reference only. Upon booking with GET, guests will receive tour documents which will list all confirmed hotels and itineraries based upon the guest's departure date.

Price Includes

Dining Summary
  • - 5 Dinner with Wines (DW)
  • - 7 Breakfasts (B)
Authentic Dining
  • Join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.
  • At your 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.
Top Rated Highlights
  • 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. 
  • 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. 
  • 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. 
  • 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.
  • 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.
  • 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.
  • 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). 
  • 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. 
Insight Choice
  • 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
  • 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
  • Head to North Conway, where you'll learn about the local flora and fauna with a  Local Expert for an ecological look at autumn in New England.