Sun & Summit Destinations
Road Trip: New England Fall Foliage
A five-day loop from the Berkshires through southern Vermont and the White Mountains.
- Best time
- Late September in northern New England, early-to-mid October in the Berkshires and southern Vermont
- Getting there
- Albany (ALB) and Hartford (BDL) are both about an hour from the Berkshires; Boston is about 2.5 hours
- Stay
- 5 nights, with a base in the Berkshires
- Good for
- Couples, photographers, slow travelers
Days 1–2: The Berkshires, Massachusetts
Stay in the Berkshires and explore Lenox and Stockbridge, the Norman Rockwell Museum and the Mount, Edith Wharton's estate. Drive the Mohawk Trail (Route 2) for hairpin turns and wide valley views.
Day 3: Southern Vermont
Head north on Route 7 to Manchester and Arlington, then cut east on Route 100, one of the classic foliage drives, with covered bridges and general stores along the way.
Days 4–5: Woodstock and the White Mountains
Woodstock, Vermont, is a picture-perfect village with a working farm museum. From there, continue into New Hampshire for the Kancamagus Highway through the White Mountains, best in the morning light.
Where to stay
These resorts are in very different spots. Pick the one that fits how you want to spend the trip.
Stay in New England foliage
Tell us your dates and we'll find a Club Wyndham or RCI resort and send you a quote.
