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New England

A fall trip through historic New England

This is one of my most anticipated vacations. Luckily I don't have to wait much longer because we are planning to book for the fall of 2024. The area is small enough we will hit 6 different states with 11 days total, including our travel days.


I planned this vacation with the intention of hitting the peak season for vibrant autumn colors as the leaves change. The area has a ton of history which we hope to mix in, but it will mostly be about scenery and gorgeous drives.



Day 1: Fly into Boston

  • Frederick Law Olmstead National Historic Site

  • John F Kennedy National Historic Site

  • Longfellow House

  • Minute Man National Historic Park

  • Katahdin Woods

Day 2: Explore Boston

  • Freedom Trail

  • Quincy Market

  • Boston Commons

  • Public Garden

  • African American National Historic Site


Day 3: Drive to Portland, ME

  • Salem

    • Witch Trials Memorial

    • House of Seven Gables

    • Sangus Iron Woods

    • Salem Maritime National Historic Site

Day 4: Drive to Bar Harbor

  • Tandem Coffee Roosters

  • Pemaquid Lighthouse

Day 5: Visit Acadia National Park and Bar Harbor

  • Park Loop Road

  • Cadillac Mountain

Day 6: Drive to Gorham, NH

  • Bass Harbor Head Lighthouse

  • Sunday River Covered Bridge

  • Maine Mineral and Gem Museum

Day 7: Drive to Stowe, VT

  • Mount Washington Auto Road

  • Kancamagus Scenic Byway

  • Littleton, NH

  • Original Ben & Jerry's

Day 8: Drive to Lenox, MA

  • Mass MoCA

  • The Mount

Day 9: Drive to Cape Cod, thru Mystic, CT & Newport, RI

  • Mystic via Litchfield Hills

  • Newport scenic self guided tour

  • New Bedford Whaling

Day 10: Explore Cape Cod

  • Relax

Day 11: Fly home

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