New England fall foliage road trip: New Hampshire, Vermont and the Berkshires

A loop from Boston through the White Mountains and the Kancamagus Highway, across Vermont's Green Mountains and down to the Berkshires.

Stops
5
Nights
7
Driving
492 mi
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A two-lane road bending through trees in autumn colour toward distant hills.

The route by road

Point at a leg of the route, or tap it, for its drive time.
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The stops, in order

  1. Boston, Massachusetts

    1 night

    Start here.

  2. 2 h 38 min · 138 mi from Boston

    North Conway, New Hampshire

    2 nights

    White Mountains; the Kancamagus Highway runs west from nearby Conway.

  3. 2 h 21 min · 115 mi from North Conway

    Stowe, Vermont

    2 nights

    Mount Mansfield and Smugglers' Notch.

  4. 1 h 27 min · 81 mi from Stowe

    Woodstock, Vermont

    1 night

    Village green and covered bridges.

  5. 2 h 41 min · 158 mi from Woodstock

    Lenox, Massachusetts

    1 night

    In the Berkshires, western Massachusetts.

Day by day

7 days with the nights above. Drive times are for a car without traffic; a day over six hours is flagged.

  1. Day 1: In Boston

    No driving

  2. Day 2: Boston to North Conway

    Night in North Conway

    2 h 38 min · 138 mi

  3. Day 3: In North Conway

    No driving

  4. Day 4: North Conway to Stowe

    Night in Stowe

    2 h 21 min · 115 mi

  5. Day 5: In Stowe

    No driving

  6. Day 6: Stowe to Woodstock

    Night in Woodstock

    1 h 27 min · 81 mi

  7. Day 7: Woodstock to Lenox

    Night in Lenox

    2 h 41 min · 158 mi
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Photo: Late fall foliage on the Kancamagus Highway, New Hampshire. “Kancamagus Scenic Byway - Fall Foliage Along the Kancamagus Highway” by Unknown author, Public domain, via Wikimedia Commons. “Portland-Head-Lighthouse” by Rapidfire, CC BY-SA 3.0. “Skyline Drive overlook view” by APK, CC BY-SA 4.0. “Blue Ridge Parkway October 2022 1 (Stoney Fork Overlook)” by Michael Barera, CC BY-SA 4.0.