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Enjoy the Tranquility of Woodstock's Oldest Bed & Breakfast

Twin Gables of Woodstock is your doorway to this "Colony of the Arts". With Victorian charm and period furnishings, Twin Gables gives you the perfect location to explore Woodstock's world renown art, music and literature. Established in 1926, it is the oldest Bed&Breakfast in Woodstock, Take a dip in one of the local watering holes, many located within walking distance of this rustic B& B. Explore the great outdoors with the Catskill Mountains providing picturesque views, or visit the nearby Woodstock Farm Animal Sanctuary for a fun afternoon. Make your next trip to the East Coast a truly memorable experience by staying at Twin Gables of Woodstock!

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 10 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Woodstock
  • Nearby Water Mill Stream
  • Open Dates All Year


Established in 1926, Twin Gables of Woodstock is the oldest Bed & Breakfast in the Woodstock area. The Victorian house features period furniture and finishes that transport travelers to a time when this area was flourishing into Utopian artists' community it has become today.


The Catskill Mountains provide breathtaking views that will make your visit to Twin Gables of Woodstock unforgettable. Enjoy downhill skiing or snowboarding at local mountain destinations such as Hunter, Belleayre or Windham, located just a short drive away. For young children, Woodstock features Sled Hill, the perfect winter destination for kids.


Twin Gables of Woodstock provides the perfect four-season hideaway with outdoor attractions for every season. Conquer the Catskill Mountains by exploring the many hiking and biking trails that traverse the rocky wilderness. When the snow starts to fall, these same mountains turn into a skiing and sledding paradise. Sled Hill, an aptly named sledding hill, sits in the village of Woodstock.


The peaceful tranquility of Twin Gables of Woodstock provides the perfect rustic setting to rekindle your romance. Enjoy the artistic culture of the Woodstock area, and bask in the beauty of the Catskill Mountains. Without the distractions of television or radio in any of the rooms at Twin Gables, focus on the intimate details of relaxing weekend with your special someone.

Additional Information

  • Biking/Bicycling
  • Cross Country Skiing
  • Downhill Skiing/Snowboarding
  • Freshwater Fishing
  • Hiking
  • Wildlife & Nature
  • Photography
  • Shopping
  • Sightseeing
  • Swimming
Languages Spoken
  • English

Nearest Airports

  • Dutchess County Airport (POU) / 31.1 miles
  • Stewart International Airport (SWF) / 37.1 miles
  • Albany International Airport (ALB) / 51.5 miles

* Not all airports listed here may be open to public use, or service commercial flights

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