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 a Welcome Dinner with wine and meet your fellow travellers.

Hyatt Regency Boston

Dinner with wine

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, where you can choose to visit the Norman Rockwell Museum, home to the largest and most significant collection of original Rockwell art, or alternatively, 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.

The Gideon Putnam

Breakfast, Dinner with wine

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 & 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.

Trapp Family Lodge

Breakfast, Dinner with wine

Enjoy Vermont’s beautiful scenery ablaze with fall’s golden red colours. 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 at leisure. 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.

Trapp Family Lodge

Breakfast

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 crimson and orange hues of the famed Kancamagus Scenic Byway to North Conway. This spectacular section of Route 112 is unspoilt and boasts 34 miles of untouched natural beauty.

North Conway Grand Hotel, North Conway

Breakfast, Dinner with wine

In the morning, 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. 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.

North Conway Grand Hotel, North Conway

Breakfast

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 travellers.

Westin Portland Harborview

Breakfast, Dinner with wine

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.

Breakfast