Overview

1. Day 1: Welcome to Boston

   On arrival at Boston Logan International Airport, a transfer will take you to your centrally-located hotel, which is situated next to Boston Common, the city's largest park. After settling in, perhaps take a stroll to Downtown Crossing or historic Faneuil Hall. At 6:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests at your hotel.

   meal(s):Dinner with Wine

   hotel:Hyatt Regency Boston.

2. Day 2: Beantown to Williamstown

   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. 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. Travel on through the rolling hills of the Berkshires to your boutique hotel. Tucked away in the heart of Williamstown, this beautiful property is a prime example of timeless elegance.

   meal(s):Breakfast, Dinner with Wine

   hotel:The Orchards Hotel

3. Day 3: The Legends of the Fall and Stowe (2 Nights)

   Journey through the bronze fall foliage of Vermont, where you'll visit The Apple Barn Country Bake Shop for a revitalizing stop of baked goods and fresh cider. Explore the Rockefellers' renowned Billings Farm and Museum, a captivating working dairy and farm life museum, before 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' fame in the late 1940s. You' ll stay at the family's Austrian-style lodge and indulge in a three-course Highlight Dinner, paired with a lager tasting from the on-site microbrewery.

   meal(s):Breakfast, Dinner with Wine

   hotel:Trapp Family Lodge

4. Day 4: Tastes of Vermont

   Enjoy beautiful scenery ablaze with fall's golden red colors as you continue to savor Vermont's raw appeal. Prepare your taste buds for a guided tour of Ben and Jerry's Ice Cream Factory, where you' ll be able to relish the quirky and fun flavors of the brand's best products, including the Boston Cream Pie. Return to the enchanting town of Stowe where the rest of the day is yours to spend at leisure.

   meal(s):Breakfast

5. Day 5: North Conway and the White Mountains (2 Nights)

   Move on to Vermont's pretty capital, Montpelier. You' ll travel to Morse Farm Maple Sugarworks and taste a Vermont tradition, the unusually named ‘sugar on snow,' which is maple syrup drizzled over packed snow. This tasty treat is usually served with a doughnut and pickle. Journey to New Hampshire's White Mountains and enter striking Franconia Notch. Take a scenic ride on the Gondola SkyRide at Loon Mountain Resort (weather permitting). 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.

   meal(s):Breakfast, Dinner with Wine

   hotel:White Mountain Hotel and Resort

6. Day 6: Sightseeing in the White Mountains

   This morning, enjoy an insightful presentation by a naturalist 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. Return to your hotel in the idyllic village of North Conway where you can enjoy an evening at leisure.

   meal(s):Breakfast

7. Day 7: The rugged Maine Coast to Portland

   Leave behind New Hampshire's colorful leaves as you enter the deep green pine forests of western Maine. In Kennebunkport, travel along Ocean Drive with stunning views of the Maine coastline. This coastal town houses the rich and famous, even serving as the summer retreat of former President George H.W. Bush. In the evening, enjoy a Celebration Dinner at Tiqa, a Mediterranean restaurant, with your fellow travelers.

   meal(s):Breakfast, Dinner with Wine

   hotel:Westin Portland Harborview

8. Day 8: Back to Boston

   Continue south to the charming Nubble Lighthouse, situated just feet from Cape Neddick Point, before driving back to Boston. Guests departing Boston will arrive at Boston Logan International Airport at 2:30 pm. Those extending their stay will return to the Hyatt Regency Boston hotel.

   meal(s):Breakfast