Romantic Getaways in the Catskills

Windham, NY · Boutique Hotel

A hotel on Route 23 in Windham, in a 1920s-era lodge redesigned in a Scandinavian modernist style, with 23 rooms and 10 Lushna cabins. The cabins range from 150-square-foot A-frames to 400-square-foot suites with kitchenettes. A breakfast basket is delivered daily on request, and Dandies is the restaurant and bar. Listed in the MICHELIN Guide.

Lushna cabins from 150-square-foot A-frames to suites with kitchenettes. A breakfast basket delivered daily on request. Listed in the MICHELIN Guide.

Big Indian, NY · Boutique Hotel

A 26-room Eastwind hotel on McKenley Hollow Road in Big Indian, with Lushna cabins and suites and direct access to the McKenley Hollow trailhead. There is a heated outdoor pool open year-round, dry saunas, an infrared light room and a communal fire pit. The Dandelion Restaurant & Bar, in the main pavilion, is open to the public every evening. Listed in the MICHELIN Guide.

Round Top, NY · Inn

A 42-room inn on a 50-acre campus at 230 Winter Clove Road in Round Top, Greene County, near the waterfall it is named for. It runs arts programming alongside lodging, including residencies, workshops and events, and it hosts weddings. Artists have come to Round Top since the Hudson River School painters worked here.

Woodstock, NY · Boutique Hotel

A small hotel on Tannery Brook in Woodstock, built around a 15-foot waterfall and a short walk from Tinker Street and the village center. Rooms have turntables with artist-curated vinyl, Bose speakers, floor-to-ceiling windows and private outdoor space. There is no restaurant on site; the village's restaurants are a few minutes on foot. No pets. The sister property, Kingston Carriage House, is 25 minutes south. Listed in the MICHELIN Guide.

Tannersville, NY · Boutique Hotel

Sixteen rooms in a 150-year-old building in Hensonville, renovated by owners Ely and Danielle Franko and opened on Memorial Day 2024. Architectural Digest, Condé Nast Traveler and Esquire each named it a best new hotel of 2024. Matilda, the restaurant, comes from the chefs behind Wildair and Bar Contra in New York and is open to non-guests. Hunter and Windham Mountains are both minutes away.

Tannersville, NY · B&B

A 20-room Adirondack-style lodge on Route 23C in Tannersville, built as a hotel in the 1940s and renovated in 2008 as part of the Hunter Foundation's work in the village. Many rooms have fireplaces and whirlpool tubs, and there are 2 separate cabins with private terraces. A hot breakfast is included, and there is a library, a bar and a wraparound porch. Central Tannersville is a 4-minute walk; Hunter Mountain and Kaaterskill Falls are about 4 miles away. It is part of the {verdigreen} group.

Windham, NY · Boutique Hotel

A hotel at 43 Route 296 in Windham, open since 1982, whose name is Italian for 'Inn of Happiness.' Rooms come in three categories, and The Cottage on Main Street is rented separately. Food and beverage service has been suspended since December 2025 while the chef is on sabbatical, so there is no breakfast or dinner on site. Windham Mountain is a short drive.

Mount Tremper, NY · Boutique Inn

A 100-year-old inn on 10 private acres in Mount Tremper, with 11 rooms and a private cottage. Interiors mix Moroccan tiles, butterfly collections, sheepskin rugs and handmade wood beds around a stone fireplace. The Foxfire Bar Room serves dinner. The grounds have a pond, a lily pool and bonfire pits.

Mount Tremper, NY · Boutique Motel

The former Kate's Lazy Meadow motel on Route 28 in Mount Tremper, renovated in 2023 into 9 cabin-style suites across three buildings. The property covers 6 acres along the Esopus Creek, with river access, hammocks, Adirondack chairs and a fire pit. Phoenicia is a few minutes west. It is listed in the MICHELIN Guide.

Mount Tremper, NY · Resort

A resort on Route 28 in Mount Tremper with 53 rooms and suites split between a contemporary Inn and a log-built Lodge. Catamount Restaurant serves breakfast, brunch and dinner, and there is a full-service spa. Walking trails lead through meadow and woods to the Esopus Creek, and dogs are welcome, with a fenced dog park. The Kaatskill Kaleidoscope, 56 feet tall, opened in 1996 in a converted grain silo on the property, and the Shops at Emerson fill a restored 19th-century dairy barn.

Boiceville, NY · Boutique Inn / B&B

Built in 1928 as the summer estate of Richard Hellmann, of Hellmann's mayonnaise, on 200 acres on Mount Tycetonik, 8 miles from Woodstock. Seven rooms are split between the main house and a hillside cottage, including the Mobaccus suite with a 20-foot bay window over the valley. The great room has a cathedral ceiling and a stone fireplace. There is a sauna, a koi pond and trails on the grounds. It operates mainly as a wedding venue, with B&B stays on non-event weekends.

Stone Ridge, NY · Boutique Inn

A 1757 Dutch Colonial stone house in Stone Ridge, just under two hours from New York City, with 25 rooms across the main house, the Stable House, the Carriage House and a cottage, on 55 acres. Butterfield is the restaurant. The grounds have a cedar sauna, a cold plunge, a 100-year-old pool, a private lake and trails.

North Branch, NY · Inn

An inn established in 1868 on 7 acres between two creeks in North Branch, with rooms in three buildings. Since new ownership in 2023, chef Jake Eberle, formerly of Le Fond in Greenpoint, has run the restaurant, which has an open kitchen and an antique bar room. A chef-prepared breakfast is included with every stay.

Barryville, NY · B&B / Inn

An inn in the center of Barryville on the upper Delaware River, with four two-room suites named Drink, Eat, Soak and Steam: Steam has its own steam room, Soak a deep round tub, and Eat a full kitchen and a balcony. A 2-bedroom cottage behind the inn is set aside for guests with children or pets. There is a hot tub and a bar on site.

Margaretville, NY · Victorian Inn / B&B

A Queen Anne Victorian built in 1886 on the hill above Margaretville, listed on the National Register of Historic Places, with its original slate roof intact. There are 6 accommodations: 5 rooms and a 2-room suite. A full breakfast is served in the formal dining room on linen and English china, or on the verandah overlooking the Catskills. Belleayre Mountain is 9 miles away and Plattekill 10.

Phoenicia, NY · Boutique Resort

Five suites on Stony Clove Creek along Route 214 in Phoenicia, for guests 16 and older, with self check-in and no restaurant. A waterfront sauna looks over the creek, guests use the creek itself as a cold plunge, and there is a saltwater pool. Two of the suites, Trout Lily and the Meadow Suite, have full kitchens.