Fall Foliage Tour: Vermont to Massachusetts
8 days | 10 days with Boston, Massachusetts extension |
Soak up autumn’s magic as New England’s peaks and valleys come ablaze in crimson and gold.
Mother Nature’s most dazzling performance unfolds in New England each fall, as its forests erupt in fiery shades of red, orange, and gold. From Vermont’s dense Green Mountains to the rocky coastline of Portland, Maine, and the cobbled streets of Boston, Massachusetts, autumn transforms the region into a vibrant, leaf-strewn wonderland. Meander past covered bridges, sip cider straight from the mill, and stroll through charming towns that feel pulled from a storybook. With crisp air, cozy flavors, and rich history around every corner, this is the season New England was made for. Grab a bowl of clam chowder and extend your stay in Boston to see more of the city.
Your tour package includes
- 7 nights in handpicked hotels
- 7 breakfasts
- 2 dinners with beer or wine
- 1 wine tasting
- 2 food tastings
- 6 guided sightseeing tours
- Expert Tour Director & local guides
- Private deluxe motor coach
Included highlights
- Trapp Family Lodge
- Ben & Jerry's factory tour
- Cider Mill visit & tasting
- Omni Mount Washington Resort cheese & wine tasting
- Mount Washington Cog Railway
- Portland's Old Port
- Kennebunkport
- Salem
- Boston’s Freedom Trail
Itinerary

Burlington, Vermont
Day 1: Arrival in Burlington
Welcome to Vermont! After arriving in Burlington, make your way to your hotel to get settled in.
Day 2: Sightseeing tour of Vermont
Included meals: Breakfast, Tasting, Welcome dinner
An all-day foliage tour introduces you to Vermont’s scenic, rustic, quirky charm and the spirited small towns that make up the Green Mountain State. In the fall, the dense greenery of its resident birch, sugar maple, and beech trees turns to blazes of gold and vermilion.
- Stop in Stowe to enjoy a guided tour of the Trapp Family Lodge—yes, the Trapp family of “The Sound of Music” fame. This European-style mountain resort is ensconced among thousands of acres of trails, gardens, and pastures, and has been owned and operated by the Trapps since 1950.
- Make a sweet pilgrimage to the Ben & Jerry’s Factory in Waterbury. Of course, we won’t let you leave before you’ve had a scoop at this colorful, cow-print institution.
Join your group for a welcome dinner this evening, served with beer or wine.
Reviews
Hotels
We handpick every hotel to strike the balance of comfort, location, and local charm. Specific accommodations will vary based on your departure date, but these are frequently used hotels for this tour and we're confident you'll be satisfied.
Flights
Round-trip flights are one more thing we handle to make your journey as smooth as possible. Our team of travel experts will find the best flight itinerary for you at a competitive rate, thanks to our partnerships with top airlines.