Winter New England

We met with some friends who came to visit us in Connecticut, and we drove to visit some New England states in the winter. We stopped in Brattleboro, Burlington, Lincoln, Portland, Brunswick, Ogunquit, Kennebunkport, and Boston.

Day 1 – 12/27 Th

Day exploring Fairfield, CT

Day 2 12/28 F

  • Drive 2h 20m to Brattleboro, VT for lunch
  • Lunch – Whetstone s. Station Restaurant
  • Drive 2 hours to Waterbury for Ben and Jerry’s Tour (stop in Montpelier)
  • Drive 30 minutes to Burlington (walk downtown)
  • Dinner – The Gryphon
  • Stay in Burlington Courtyard Williston

Day 3 12/29

  • Drive 40 minutes to Stowe
  • Lunch
  • Ice skating
  • 1h 40m to Lincoln,
  • Ice Castles
  • Dinner – The Covered Bridge Farm Table
  • Drive 20m to Plymouth Fairfield

Day 4 12/30 Sun

  • Snow tubing – Loon Mountain
  • Lunch at Loon Mountain
  • Snowshoeing Afternoon
  • Dinner – Italian Farmhouse
  • Stay for Night 2

Day 5 12/31 Mon

  • Drive 2h 10m to Portland, ME
  • Lunch – Market Street Eats
  • Pick up Holy Donuts
  • Outlets 20 min north –  Freeport
  • Dinner – Frontier
  • Stay Fairfield Brunswick Freeport

Day 6 1/1 Tues

  • Drive 5h back home
  • Stop at Merrimack Outlets near Manchester, NH
  • Stop in Worcester for lunch/beer
Winter New England Road Trip Itinerary