Where
To Stay
We’re skipping the hotel block so you can make a weekend of it, your way. Maybe that means a cute Airbnb tucked in the woods, a boutique inn with crisp sheets, or a big house full of friends. Below are a few local favorites to help you find a spot that feels like your kind of escape.
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Woodstock Way Hotel
A modern boutique hotel tucked right in downtown Woodstock, just a 5-minute walk to The Colony. Stylish, lively, and perfect if you want to be in the center of it all.
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The Hotel Dylan
Retro-cool and laid-back, this hotel is about a 7-minute drive from The Colony. Great for couples or groups looking for a relaxed stay with a pool and mountain views.
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The Herwood Inn
Chic with a creative twist, this boutique inn is less than a 10-minute walk to The Colony. Each suite has unique touches and a little local flair.
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The Woodstock Inn on Millstream
Peaceful and tucked along the water, about a 2-minute drive (or 12 minute walk without sidewalks) to The Colony. A perfect mix of nature and convenience.
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Courtyard by Marriott – Kingston
A reliable stay about 20 minutes from The Colony. Perfect for Marriott Bonvoy members looking to use or collect points, with plenty of nearby shopping and dining in Kingston.
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The Graham & Co.
A minimalist, design-forward motel in Phoenicia — around a 25-minute drive from The Colony. Think campfire vibes, mountain air, and cool upstate style.
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Twin Gables Guesthouse
A cozy, historic bed-and-breakfast right in town — about a 4-minute walk to The Colony. Ideal if you love charm, character, and a more intimate vibe.
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Vrbo
Another option for groups or families who want space to spread out. Search in or around downtown Woodstock to stay within 5–10 minutes of the venue.
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airbnb
Downtown Woodstock and the nearby hills have plenty of cozy cabins and stylish cottages. Many are within a 5–10 minute walk or drive to The Colony.
