New England Fall Foliage 5-Day Loop
Boston, United States · 5 days · 19 stops · Balanced
Relaxed · Nature · Food · History
- Destination
- Boston, United States
- Duration
- 5 days
- Travel style
- Relaxed
- Interests
- Nature · Food · History
- Region
- Americas
- Best time
- May-Jun, Sep-Oct
From gateway to destination
- GatewayBOSBoston Logan International Airport
- Day 1Boston arrival3 stops · 13:00 – 19:00
- Day 2White Mountains, New Hampshire4 stops · 09:00 – 17:00
- Day 3Vermont villages4 stops · 09:00 – 17:00
- Day 4Green Mountains south4 stops · 09:00 – 18:00
- Day 5Back to Boston4 stops · 09:00 – 19:00
- DestinationBostonUnited States
Boston to the White Mountains and back — covered bridges, Kancamagus Highway colour, Vermont village greens, and cider donuts at every farm stand.
- Nature
- Road Trip
- Slow Travel
Day-by-day itinerary
Day 01
Boston arrival
3 stops · 13:00 – 19:00
- 13:00Freedom Walk through downtown
- 16:00Boston Public Garden autumn strolls
- 19:00North End Italian dinner
Next stop
Boston arrivalWhite Mountains, New Hampshire
Day 02
White Mountains, New Hampshire
4 stops · 09:00 – 17:00
- 09:00Drive north to North Conway
- 11:00Kancamagus Highway scenic stops
- 14:00Covered bridge loop
- 17:00Sunset from Cathedral Ledge
Next stop
White Mountains, New HampshireVermont villages
Day 03
Vermont villages
4 stops · 09:00 – 17:00
- 09:00Stowe village & church steeple
- 11:00Smugglers' Notch drive
- 14:00Ben & Jerry's factory tour
- 17:00Cider donuts at a farm stand
Next stop
Vermont villagesGreen Mountains south
Day 04
Green Mountains south
4 stops · 09:00 – 18:00
- 09:00Woodstock village green
- 11:30Quechee Gorge walk
- 14:00Maple syrup farm visit
- 18:00Fireside inn dinner
Next stop
Green Mountains southBack to Boston
Day 05
Back to Boston
4 stops · 09:00 – 19:00
- 09:00Morning foliage hike
- 12:00Scenic drive back via Wachusett
- 16:00Cambridge & Harvard Yard walk
- 19:00Seafood farewell dinner
Where to eat in Boston
Polly's Pancake Parlor
New Hampshire · $
Simon Pearce
Vermont farm-to-table · $$$
Union Oyster House
Boston chowder · $$
Journey practicalities
- Gateway
- BOS · Boston Logan International Airport
- Time zone
- America/New_York
- Currency
- USD
- Scheduled stops
- 19
- Journey pace
- Balanced
When to go
May-Jun, Sep-Oct
Foliage season moves north to south: northern New England typically peaks late September to mid-October, southern areas mid-October. Watch regional foliage reports before locking dates.
- Best months
- May-Jun, Sep-Oct
- Climate score
- Good · 72/100
Journey budget
850 USD
Estimated total for 5 days covering accommodation, local transport, food and the 19 scheduled stops. International flights are not included.
- Per day
- 170 USD
- Scheduled stops
- 19
Where to stay in Boston
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