Itinerary Details
Insight Vacations: New England's Fall Foliage, a Women-Only Tour
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 dinner and an opportunity to mingle with fellow guests at your hotel.
Accommodations: Hyatt Regency, Boston
Meals: Dinner
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. 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.
Accommodations: The Gideon Putnam, Saratoga Springs
Meals: Breakfast
Day 3 - 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’. End your day in Stowe, a picturesque town in northern Vermont known for its breathtaking alpine scenery.
Accommodations: Stoweflake Mountain Resort and Spa
Meals: Breakfast, Dinner
Day 4 - A Taste of Vermont
Enjoy Vermont’s beautiful scenery ablaze with fall’s golden red colors. Stop by 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. Visit the women-owned and operated Bread and Butter Farm and Blossom Wholesome Foods Kitchen for an introduction to the farm, a hands-on activity and a farm-to-table lunch. This afternoon, take time to explore the picturesque town of Stowe, filled with artisan boutiques and local charm.
Accommodations: Stoweflake Mountain Resort and Spa
Meals: Breakfast, Lunch
Day 5 - North Conway and the White Mountains
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.
Accommodations: White Mountain, North Conway
Meals: Breakfast
Day 6 - Sightseeing in the White Mountains
In the morning, join a MAKE TRAVEL MATTER® Experience as you enjoy an insightful talk by a woman 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.
Accommodations: White Mountain, North Conway
Meals: Breakfast
Day 7 - North Conway - Kennebunkport - Portland
Cross from New Hampshire into Maine this morning and travel to Kennebunkport, a year-round coastal destination that is home to the rich and famous, and has even served as the summer retreat of former President George H. W. Bush. Travel along Ocean Drive, enjoying more stunning views of the Maine coastline, before arriving in Portland for an afternoon at leisure. In the evening, enjoy a delicious dinner featuring Maine lobster with your fellow travelers.
Accommodations: Westin Portland Harborview, Portland
Meals: Breakfast, Dinner
Day 8 - Portland - Boston
Head to Fort Williams Park, which is home to the iconic Portland Head Lighthouse that has been in operation since 1791 before driving along the jagged coast 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.
Meals: Breakfast
