New England Fall Foliage: 7 Day Road Trip Itinerary

20 Beautiful Road Trips to Plan Next

New England, USA

A Boston loop combining the White Mountains with Vermont towns. Foliage depends on elevation and weather rather than fixed calendar dates.

New England Fall Foliage · schematic stop map

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 Maps

Day 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 Maps

Day 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 Maps

Day 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 Maps

Day 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 Maps

Day 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 Maps

Day 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 Maps

Before you drive

Weekend rooms can fill early. Foliage is never guaranteed; use town walks as a rainy-day alternative.

Official destination information

Estimated 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.