New England Fall Foliage: 7 Day Road Trip Itinerary
20 Beautiful Road Trips to Plan NextNew England, USA
A Boston loop combining the White Mountains with Vermont towns. Foliage depends on elevation and weather rather than fixed calendar dates.

Suggested season: Late September–October; foliage varies
Driving estimates exclude stops, traffic and ferry waits. Pins represent town/area centres; use the daily map links for navigation.
Day 1: Boston
Walk part of the Freedom Trail and pause in Beacon Hill. Use walking and public transport within the city.
0–1 hours driving · Overnight: Boston
Google MapsDay 2: Boston → North Conway
Drive into New Hampshire and stroll through town. Check daylight and weather before taking mountain roads.
3–4 hours driving · Overnight: North Conway
Google MapsDay 3: North Conway → Lincoln New Hampshire
Use designated pullouts along the Kancamagus Highway. Leave plenty of time out of the car for short woodland walks.
1.5–2.5 hours driving · Overnight: Lincoln New Hampshire
Google MapsDay 4: Lincoln New Hampshire → Stowe
Pause in small towns on the way into Vermont. Slow down with Stowe’s village centre and easy walking paths.
2–3 hours driving · Overnight: Stowe
Google MapsDay 5: Stowe
Plan a short country drive followed by a walk along the recreation path. Stay off private land when taking photographs.
0–1.5 hours driving · Overnight: Stowe
Google MapsDay 6: Stowe → Woodstock Vermont
Explore Woodstock’s bridges and historic centre. Check opening hours before adding a farm visit.
1.5–2.5 hours driving · Overnight: Woodstock Vermont
Google MapsDay 7: Woodstock Vermont → Boston
Have breakfast in town before returning to Boston. Allow extra time for city traffic and rental return on a flight day.
2.5–3.5 hours driving · Overnight: End of itinerary
Google MapsBefore you drive
Weekend rooms can fill early. Foliage is never guaranteed; use town walks as a rainy-day alternative.
Official destination informationEstimated budget for two
Illustrative October 2026 planning allowances, not live prices or quotes. Two adults, one rental car, a shared mid-range room and 6 nights. Flights, visas, insurance upgrades, deposits and one-way rental fees excluded. Peak season and major activities may exceed these amounts.
- Room per night: 150–280 USD
- Car per day: 55–100 USD
- Food for two per day: 65–110 USD
- Fuel for the trip: 130–220 USD
- Visits, parking and toll allowance: 80–180 USD
Total range including 10% reserve: 2145–3905 USD
Midpoint estimate / per person: 3033 / 1516.5 USD
Hours, fees and access may change; check official links before travelling.