1 / 5

Plan a 7-day New England fall foliage road trip from Boston through Vermont and Maine

This 7-day loop hits the absolute best of New England's fall colors, from the peaks of Vermont to the rugged Maine coast.

7days
24stops
DAY01

Boston → Woodstock Village

Overnight in Woodstock Village
  1. 09:00
    Boston· start
  3. 12:30
    Quechee Gorge
  5. 15:00
    Sleepy Hollow Farm
  7. 17:00
    Woodstock Village· overnight
Woodstock Eats
  • Worthy Kitchen · Farm-to-table comfort food. The craft beer list is legendary.
  • Mon Vert Cafe · Perfect spot for a quick latte and a local pastry in the heart of Woodstock.
Day 1 Budget
Gas & Snacks
$45
Woodstock Inn Stay
$350
DAY02

Woodstock → Stowe Village

Overnight in Stowe Village
  1. 09:00
    Woodstock· start
  3. 11:30
    Cold Hollow Cider Mill
  5. 14:00
    Smugglers' Notch
  7. 16:30
    Stowe Village· overnight
Stowe Fuel
  • Cold Hollow Cider Mill · You MUST get the cider donuts. They are warm, sugary perfection.
  • Hen of the Wood · High-end dining in an old grist mill. Book weeks in advance.
Day 2 Budget
Cider & Snacks
$30
Stowe Lodge
$280
DAY03

Stowe → North Conway

Overnight in North Conway
  1. 08:30
    Stowe· start
  3. 10:30
    Artist's Bluff
  5. 13:30
    Kancamagus Highway
  7. 16:30
    North Conway· overnight
Mountain Eats
  • Black Cap Grille · Solid American fare with a great local vibe in North Conway.
  • Polly's Pancake Parlor · A bit of a detour but totally worth it for the homemade batters.
Day 3 Budget
Park Entrance
$5
North Conway Hotel
$220
DAY04

North Conway → Bar Harbor

Overnight in Bar Harbor
  1. 09:00
    North Conway· start
  3. 11:00
    Bethel
  5. 16:00
    Bar Harbor· overnight
Bar Harbor Bites
  • Side Street Cafe · The Mac & Cheese with lobster is a total game-changer.
  • Mt. Desert Island Ice Cream · Unique flavors like Maine Sea Salt. Obama ate here!
Day 4 Budget
Gas
$55
Bar Harbor B&B
$300
DAY05

Cadillac Mountain → Bass Harbor Light

Overnight in Bass Harbor Light
  1. 06:00
    Cadillac Mountain· start
  3. 11:00
    Jordan Pond
  5. 14:00
    Thunder Hole
  7. 17:30
    Bass Harbor Light· overnight
Park Fuel
  • Jordan Pond House · You have to get the popovers with jam and tea. It's a tradition.
  • The Barnacle · Tiny spot for fresh oysters and local Maine brews.
Day 5 Budget
Acadia Pass
$35
Popovers & Tea
$40
DAY06

Bar Harbor → Portland Old Port

Overnight in Portland Old Port
  1. 09:00
    Bar Harbor· start
  3. 11:30
    Camden
  5. 15:30
    Portland Head Light
  7. 17:00
    Portland Old Port· overnight
Portland Eats
  • Eventide Oyster Co. · The brown butter lobster roll is life-changing. Expect a wait.
  • The Highroller Lobster Co. · Fun, modern take on lobster rolls and burgers in Portland.
Day 6 Budget
Gas
$40
Portland Hotel
$250
DAY07

Portland → Boston

  1. 09:00
    Portland· start
  3. 10:30
    Kennebunkport
  5. 14:00
    Salem
  7. 17:30
    Boston
Final Bites
  • Neptune Oyster · If you have one last meal in Boston, make it this. The Johnnycakes are fire.
  • The Friendly Toast · Funky breakfast spot in Portsmouth with great vibes.
Day 7 Budget
Gas & Parking
$50
Heads Up
  • Book hotels 6+ months in advance for October
  • Pack layers—it gets chilly at night
  • Cadillac Mountain needs a vehicle reservation