Ready-made plans

Custom planning is temporarily unavailable for this route. Ready-made plans are still available.

Home › Journeys › North America › New England Fall Road Loop

New England Fall Road Loop: Route Guide

Last updated:

Blazing red and orange fall foliage over a New England valley
Photo: chensiyuan · CC BY-SA 4.0 · Wikimedia Commons

Leave Boston for Portsmouth's historic waterfront, drive into the White Mountains, then explore Stowe and Woodstock before looping back to the city. The five-day autumn journey mixes mountain roads, village walks and river views. Check live foliage reports to choose the best open roads for your dates; the timing and strength of the colour change every year.

New England Fall Road Loop is a 640 km loop (self-drive). It works best as a 5-day trip; the plan below is the 5-day version for October, built from 778 verified places, with planned transit times, opening hours and daylight checked.

5
days
640km
distance
5
Stops
778
curated stops

View ready-made plans 5-day plan · best time to go

The route

Boston public heritage day→ 90 kmPortsmouth public waterfront day→ 140 kmWhite Mountains public byway day→ 150 kmStowe and Green Mountains public day→ 60 kmWoodstock and Boston return day

What you'll see

Boston Children's Museum
Engage with hands-on exhibits and explore the traditional Kyoto House.
Boston public heritage day
The Strawbery Banke Museum
Step back in time through preserved historic houses.
Portsmouth public waterfront day
Franconia Notch State Park
Explore lakes, beaches, and miles of hiking trails in a scenic mountain pass.
White Mountains public byway day
Vermont Ski and Snowboard Museum
Discover the history of winter sports through rotating exhibits.
Stowe and Green Mountains public day
Rockefeller National Historical Park
Explore grand mansion halls and hike scenic year-round trails.
Woodstock and Boston return day
The Museum of Fine Arts
Explore one of the largest art museums with impressive global collections.
Boston public heritage day
The Music Hall
Feel the atmosphere of live performances in a historic theater.
Portsmouth public waterfront day
NE Ski Museum (base of Aerial Tramway)
Explore the history of skiing through exhibits and a vintage video theater.
White Mountains public byway day

Choose your length

5-day plan14 stops · 16.6 h transit2.8 stops/day · 3.3 h transit/daySee the full plan →

When to go

Best months: September, October

Live-report foliage product. Colour moves by weather, elevation, latitude and tree species; check official state reports and redirect the drive rather than promising a peak date.

See the month-by-month breakdown →

Similar journeys

View ready-made plans