Itinerary
- Day 1
Boston
You'll arrive in Boston and check into your hotel, then have the afternoon free to explore at your own pace. Walk through Downtown Crossing or head over to Faneuil Hall and Quincy Market if you're interested in the historic side. By evening, meet up with your Travel Director and the rest of the group for dinner and a chance to get to know everyone.
- Meals
- Dinner (Join your Travel Director for dinner and an opportunity to mingle with fellow guests at your hotel)
- Accommodation
- Hotel (Hyatt Regency, Boston)
Included Activities
- Dinner with Travel Director at hotel
Optional Activities
- Stroll to Downtown Crossing
- Visit Faneuil Hall
- Explore Quincy Market
Landmarks Faneuil Hall Quincy Market 
- Day 2
Boston to Saratoga Springs
This morning you'll follow the Freedom Trail with your Travel Director, stopping at Boston Common, Boston Public Garden, Trinity Church, and Copley Square. After lunch, you'll have a choice to make: either visit the Norman Rockwell Museum to see original artwork or take a guided tour of Chesterwood, the former summer home and studio of sculptor Daniel Chester French. Later in the day, you'll head through the Berkshires and arrive at your hotel in Saratoga Springs, located right in Saratoga Spa State Park.
- Meals
- Breakfast
- Accommodation
- Hotel (The Gideon Putnam, Saratoga Springs)
Included Activities
- Freedom Trail guided walk
- Visit Boston Common
- Visit Boston Public Garden
- View Trinity Church
- View Copley Square
- Norman Rockwell Museum visit (Insight Choice option)
- Guided tour of Chesterwood (Insight Choice option)
Landmarks Freedom Trail Boston Common Boston Public Garden Trinity Church Copley Square Norman Rockwell Museum Chesterwood Saratoga Spa State Park - Day 3
Saratoga Springs to Stowe
You're heading from Saratoga Springs into Vermont today. Start at the Vermont Country Store in Weston to check out locally made maple syrup, artisanal cheeses, and other products. Then walk around Woodstock village to see the Federal-style architecture, followed by a stop at Billings Farm & Museum to learn about sustainable dairy farming and 19th-century agriculture. You'll visit Morse Farm Maple Sugarworks to watch maple syrup production and try 'sugar on snow.' By evening, you'll arrive in Stowe and settle in for the night.
- Meals
- Breakfast
- Accommodation
- Hotel (Trapp Family Lodge, Stowe), Hotel (Stoweflake Mountain Resort and Spa)
Included Activities
- Vermont Country Store visit
- Woodstock village exploration
- Billings Farm & Museum visit
- Morse Farm Maple Sugarworks visit and sugar on snow tasting
Landmarks Vermont Country Store Woodstock Billings Farm & Museum Morse Farm Maple Sugarworks - Day 4
Stowe
This morning is more relaxed so you can enjoy Vermont's fall foliage. You'll go back to Morse Farm Maple Sugarworks to see the syrup production again and taste 'sugar on snow' with a doughnut and pickle. After that, head to Bread and Butter Farm for a hands-on farm experience and lunch prepared by Chef Tessa. Before heading back to Stowe, stop by Lake Champlain Chocolates for their award-winning ice cream made with local ingredients. The rest of the afternoon is yours to spend however you'd like in Stowe.
- Meals
- Breakfast, Lunch (Connect with Vermont's agricultural heritage at Bread & Butter Farm, where you'll meet the owners and explore how regenerative practices are restoring the land and honouring local traditions. Stroll the fields with Chef Tessa, a seventh-generation Vermonter, as she shares stories of seasonal living and sustainable sourcing. Then, gather fresh herbs and blooms before enjoying a wholesome Farm-to-Table lunch, thoughtfully prepared by Tessa and her team at Blossom Whole Food Kitchen), Dinner (At your dinner, taste the creations of artisan brewers with Austrian-style lagers)
- Accommodation
- Hotel (Trapp Family Lodge, Stowe), Hotel (Stoweflake Mountain Resort and Spa)
Included Activities
- Morse Farm Maple Sugarworks visit and sugar on snow tasting
- Bread and Butter Farm visit and hands-on farm activity
- Farm-to-table lunch at Blossom Whole Food Kitchen
- Lake Champlain Chocolates ice cream tasting
Landmarks Morse Farm Maple Sugarworks Bread and Butter Farm Lake Champlain Chocolates 

- Day 5
Stowe to North Conway
You're traveling to New Hampshire's White Mountains today, driving through Franconia Notch State Park. Take a gondola ride at Loon Mountain Resort for views across New Hampshire, Maine, Vermont, New York, and Canada if the weather cooperates. Then you'll drive along the Kancamagus Scenic Byway on Route 112, which stretches for 34.5 miles and features incredible fall foliage in reds and oranges. You'll arrive in North Conway by evening.
- Meals
- Breakfast
- Accommodation
- Hotel (White Mountain Hotel and Resort, North Conway), Hotel (White Mountain, North Conway)
Included Activities
- Gondola SkyRide at Loon Mountain Resort
Landmarks Franconia Notch State Park Loon Mountain Resort Kancamagus Scenic Byway - Day 6
North Conway
Start with a talk from a woman naturalist expert about North Woods wildlife and ecology as part of a MAKE TRAVEL MATTER Experience. Later, journey through Crawford Notch and stop at Silver Cascade Waterfall and Bretton Woods, where you'll see Mount Washington, the tallest peak in the northeast. Your Travel Director will lead an easy-paced hike to Diana's Baths, where you can see cascading waterfalls in the White Mountain National Forest. Back at the hotel, the evening is yours to relax.
- Meals
- Breakfast
- Accommodation
- Hotel (White Mountain Hotel and Resort, North Conway), Hotel (White Mountain, North Conway)
Included Activities
- North Woods wildlife and ecology presentation by naturalist
- Crawford Notch scenic drive
- Silver Cascade Waterfall photo stop
- Bretton Woods Mount Washington viewpoint
- Scenic hike to Diana's Baths
Landmarks Crawford Notch Silver Cascade Waterfall Bretton Woods Mount Washington Diana's Baths - Day 7
North Conway to Portland
This morning you'll cross into Maine and travel along the jagged coastline. Head to Fort Williams Park to see the iconic Portland Head Lighthouse, which has been operating since 1791. Spend the afternoon exploring Portland at your own pace. In the evening, gather with the group for dinner featuring fresh Maine lobster.
- Meals
- Breakfast, Dinner (Enjoy an authentic Maine lobster dinner as you feast on the fresh and local delicacy known for its tender and rich flavour. Raise a glass as you mingle with new friends over this delectable meal)
- Accommodation
- Hotel (Westin Portland Harborview, Portland)
Included Activities
- Fort Williams Park visit
- Portland Head Lighthouse visit
- Maine lobster dinner
Optional Activities
- Explore Portland at leisure
Landmarks Fort Williams Park Portland Head Lighthouse 
- Day 8
Portland to Boston
You'll visit Kennebunkport, a coastal town known for its sandy beaches and as the former summer retreat of President George H.W. Bush. Drive along Ocean Drive to take in more views of the Maine coastline. After that, you'll head back to Boston. If you're departing Boston, you'll arrive at Boston Logan International Airport at 12:30 pm.
- Meals
- Breakfast
Included Activities
- Kennebunkport visit
- Ocean Drive scenic drive
Landmarks Kennebunkport Ocean Drive













