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Stratton Trip Guides

Straight answers for planning a Stratton trip: where to stay, how to get there, where to eat, what to do, and how to avoid overpaying for a rental.

Plan your trip

  • Where to stay for Stratton Mountain
  • Getting to Stratton from NYC, Boston and the airports
  • Stratton 2026–27 ski season
  • Book direct vs Airbnb vs Vrbo

Eat and explore

  • Where to eat near Stratton (and the best après)
  • Things to do besides skiing, season by season
  • Manchester, VT day trip

Find the right house

  • Walk-to-lifts rentals
  • Rentals with a hot tub, sauna or pool
  • Large-group and multi-family rentals
  • Dog-friendly rentals

By town

  • Winhall and Bondville
  • Jamaica

For owners

  • Renting out your home: Winhall STR license, Vermont rooms tax and the rest
  • List your home on Stay Stratton, free

Stay Stratton

Vacation homes near Stratton Mountain, Vermont. Compare the direct, Airbnb and Vrbo price, then book with the owner.

Homes

  • All homes
  • Hot tub & sauna
  • Walk to the lifts
  • Dog-friendly
  • Large groups

Plan

  • Where to stay
  • Getting here
  • Where to eat
  • Things to do
  • Book direct vs Airbnb

Owners

  • List your home free
  • Winhall STR rules & taxes
  • About
  • david@staystratton.com

© 2026 Stay Stratton LLC, Vermont. Independent directory; we don’t take bookings or payments. Not affiliated with Stratton Mountain Resort, The Stratton Corporation, Airbnb or Vrbo.

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