The list.
11 hotels matching your filter · 83 in total

Doctor Sax House
A 1874 Prohibition speakeasy turned nine-room boutique, run by Kelly and Bryan Binder. Café on the ground floor.
Foxfire Mountain House
Layered, lived-in, and photographed a thousand times on Instagram — but earns it.

Granville House
Five rooms, Michelin Key, run by former New York restaurant pros. George Bailey's house, sort of.

Hotel Dylan
A Woodstock native's Novogratz-designed revival of a '70s bi-level motel. Turntables in every room.

The Christopher
Nine rooms in a white-clapboard historic, reworked with Art Deco geometric wallpapers and aqua tile.
The Herwood Inn
Four suites named for iconic female musicians — Carole, Aretha, Joni, Stevie.
The Hudson Milliner
A guesthouse run by two Brooklyn artists — original work in every room.

The Maker Hotel
Theatrical, layered, and collected — the Maker is a mood you can book.
Twin Gables
Woodstock's community-minded eclectic — like staying with an artist friend.

Urban Cowboy Catskills
A 19th-century Alpine Inn reborn as Nashville-in-the-Catskills. Copper tubs included.

Zey Hotel
Zach Erdem's art-forward 10-room boutique — the opposite of generic Southampton chintz.