New England's Fall Foliage - Small Group

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. Join your Travel Director for dinner and an opportunity to mingle with fellow guests at your hotel.
Hotel: Hyatt Regency, Boston

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. 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.
Hotel: The Gideon Putnam, Saratoga Springs

The Legends of the Fall and Stowe

Trace the roots of Vermont's rural traditions as you travel from Saratoga Springs into the heart of New England. In Weston, step inside the Vermont Country Store, a family-run emporium preserving generations of heritage brands and household curiosities. Browse shelves filled with locally made maple syrup, nostalgic sweets and artisanal Vermont cheeses, each reflecting the state's rich tradition of craftsmanship. Explore Woodstock, a village renowned for its Federal-style architecture and artisanal spirit. At Billings Farm & Museum, gain insight into sustainable dairy farming practices and how 19th-century life shaped the region's agricultural legacy. Later, at Morse Farm Maple Sugarworks, learn how maple sap is turned into syrup and taste the seasonal delicacy 'sugar on snow'. Your day concludes at the Von Trapp Family Lodge, home to the famed musical family who made Vermont their refuge after fleeing Austria.
Hotel: Trapp Family Lodge, Stowe

A Taste of Vermont Relaxed Start

Enjoy a Relaxed Start at the iconic Von Trapp Family Lodge, where Austrian heritage meets Vermont's Green Mountains. Later, connect with the land at Bread & Butter Farm during a guided tour, followed by a nourishing lunch by Blossom Whole Food Kitchen. This afternoon, take time to explore the picturesque town of Stowe, filled with artisan boutiques and local charm. Return to the lodge for a hearty three-course dinner featuring Alpine flavors, thoughtfully paired with German-style lagers brewed onsite at the Von Trapp Brewery.
Hotel: Trapp Family Lodge, Stowe

North Conway and the White Mountains Relaxed Start

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.
Hotel: White Mountain, North Conway

Sightseeing in the White Mountains

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 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: White Mountain, North Conway

North Conway - Portland Relaxed Start

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 travelers.
Hotel: Westin Portland Harborview, Portland

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

Dates	From Price	Price My Trip
Sep 19, 2026 - Sep 26, 2026	$5,895 pp \| Land Only	Price My Trip
Oct 18, 2026 - Oct 25, 2026	$5,895 pp \| Land Only	Price My Trip