New England Fall Foliage 5-Day Loop

Trip overview

• ✓Boston arrival
• ✓White Mountains, New Hampshire
• ✓Vermont villages

Day-by-day itinerary

1. Day 1 · Boston arrival

   • 🗽
     13:00Freedom Walk through downtown
   • 🍂
     16:00Boston Public Garden autumn strolls
   • 🍝
     19:00North End Italian dinner

2. Day 2 · White Mountains, New Hampshire

   • 🚗
     09:00Drive north to North Conway
   • 🍁
     11:00Kancamagus Highway scenic stops
   • 🌉
     14:00Covered bridge loop
   • 🌄
     17:00Sunset from Cathedral Ledge

3. Day 3 · Vermont villages

   • ⛪
     09:00Stowe village & church steeple
   • ⛰️
     11:00Smugglers' Notch drive
   • 🍦
     14:00Ben & Jerry's factory tour
   • 🍩
     17:00Cider donuts at a farm stand

4. Day 4 · Green Mountains south

   • 🏡
     09:00Woodstock village green
   • 🏞️
     11:30Quechee Gorge walk
   • 🍁
     14:00Maple syrup farm visit
   • 🔥
     18:00Fireside inn dinner

5. Day 5 · Back to Boston

   • 🥾
     09:00Morning foliage hike
   • 🚙
     12:00Scenic drive back via Wachusett
   • 🎓
     16:00Cambridge & Harvard Yard walk
   • 🦞
     19:00Seafood farewell dinner

Travel tips

• 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.
• Carry local currency for small eateries and street food; cards are widely accepted in cities.
• Book popular restaurants in advance during peak season.
• Use public transit where possible — most stops in Boston are tourist-friendly.

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