Where to Stay for Skiing in the Catskills

Hunter, NY · Lodge

The most-photographed lodge in the Catskills for a reason — the aesthetic is tight, the location is right on Route 23A approaching Hunter Mountain, and the heated outdoor pool against a snowy backdrop has launched a thousand Instagram posts. The substance matches the style. The Rounds — 11 luxury cabins with Japanese soaking tubs, star-gazing oculi, and 360-degree views — were named to Travel + Leisure's 2024 It List. The restaurant, Prospect, sources locally and runs an apres-ski program on winter weekends.

The heated pool. The Rounds cabins with Japanese soaking tubs and oculus skylights. The 1966 bones renovated with real intention.

West Kill, NY · Inn

Spruceton sits at the end of Spruceton Road in West Kill — which is to say, at the end of the road, literally. The surrounding terrain is some of the best hiking in the Catskills. The Devil's Path trailhead is minutes away. The inn has calibrated itself accordingly: good beds, a bar that doesn't close early, and an outdoor fire situation that makes staying in feel like the right call after a long day on the mountain.

Tannersville, NY · Boutique Hotel

Tannersville's 'painted ladies' Victorian strip is one of the more unexpected sights in the Catskills, and The Kaaterskill sits right in the middle of it. The hotel has real history in a town with real history, and the current version balances that heritage with the kind of comfort modern travelers expect. Hunter Mountain is a short drive. The main street is walkable. A genuine mountain town hotel, which is rarer than it sounds.

Tannersville, NY · Boutique Hotel

A Victorian mansion on Route 23A since the 1890s — original woodwork, stained glass intact. Twenty-two rooms, a bar with a jukebox that's become the actual living room of Tannersville, a billiards room, and a library left deliberately untouched. Hunter Mountain is minutes away. Kaaterskill Falls is eight minutes. In winter, they put out a sled menu.

Tannersville, NY · Inn

Six rooms and four standalone cabins on 168 wooded acres above Tannersville. Turn-of-the-century construction that has stopped trying to prove anything. The dining is what brings people back — full meals, local sourcing, the kind of table you sit at longer than planned. Hunter Mountain is a short drive.

Windham, NY · Resort

A full-service resort near Windham Mountain — swimming pool, outdoor activities, ski proximity, and the family infrastructure that makes a trip with kids actually work. Rooms are well-appointed without being precious. Designed for people with different definitions of a good day who need to share one property.

Round Top, NY · Inn

A historic inn in Round Top — one of the more genuinely beautiful and undervisited corners of Greene County — near its namesake waterfall. Arts programming runs alongside lodging: residencies, workshops, events. Round Top has drawn artists since the Hudson River School painters found the light here. That quality persists.

Tannersville, NY · Boutique Hotel

Opened Memorial Day 2024 and immediately named Best New Hotel by Architectural Digest, Condé Nast Traveler, and Esquire. Sixteen rooms in a 150-year-old property in Hensonville, renovated by owners Ely and Danielle Franko with a level of personal investment most hotels can't manufacture. Matilda — from the chefs behind Wildair and Bar Contra in NYC — is destination dining even for non-guests. Minutes from both Hunter and Windham Mountains.

Tannersville, NY · B&B

A B&B on Tannersville's main street, a short drive from Hunter Mountain's slopes. Mountain views from most rooms, breakfast included, and the kind of genuinely personal hospitality that newer design hotels in the corridor tend to advertise without delivering. The owners have been running this for years and it shows in how the place feels — a rarer thing in a corridor that's been fully discovered.

Windham, NY · Boutique Motel

Twelve rooms across a motel-style building plus a 5-bedroom hilltop home rental, with a restaurant that draws guests from neighboring properties. Positioned right in the heart of Windham's design corridor — next door to Eastwind, with its own distinct personality.

Round Top, NY · Inn

One of the oldest continuously operating inns in the Catskills — family-run since 1830 and still going. Full meal plan, golf, skiing, hiking, and events on property. Not a boutique play, but genuinely historic and an important piece of what the Catskills has always been.

Hunter, NY · Lodge

Nine rooms directly in front of the Hunter Mountain lifts, with trail views from the windows, full kitchens, fireplaces, and a large deck per unit. A game room on-site. No restaurant. The draw is practical: you can cook, spread out, watch the mountain, and not pay boutique prices. Starting around $141/night, it is the most affordable option within walking distance of the Hunter lifts.

Windham, NY · Boutique Hotel

A family-run boutique hotel in Windham with charming rooms and an excellent breakfast that guests talk about more than the rooms. Antique-accented aesthetic and warmth that the larger properties can't manufacture. The kind of find you feel like you discovered even though it's been here for decades.

Maplecrest, NY · B&B

A beloved B&B deep inside Catskill State Park in Maplecrest — a hamlet that hasn't been discovered and doesn't particularly want to be. Owners are routinely called the best in the region. The food is excellent, the setting is genuine, and the price is what you wish everything in the Catskills still cost.

Windham, NY · Boutique Hotel

A 29-room lodge on 9 acres in Windham with a heated indoor pool, a wood barrel sauna, and direct trail access to the Windham Path. Continental breakfast is included; mountain view rooms have private balconies. A separate 4-bedroom cabin sleeps up to 12. The aesthetic is modern European rather than alpine kitsch — cleaner and more understated than the name might suggest — and it competes well against the newer boutique arrivals in the corridor on amenity depth.

Margaretville, NY · Victorian Inn / B&B

A Queen Anne Victorian built in 1886 on the hill above Margaretville, on the National Register of Historic Places, with the original slate roof intact. Six rooms and a two-room suite, each with a private bath. Breakfast is served formally in the dining room on linen and English china, or on the verandah overlooking the Catskills — one of the better included breakfasts in the region. There is also a spa in the milk house of a circa-1910 Sears Roebuck barn on the property. Belleayre Mountain is nine miles away; Plattekill is ten. The most architecturally significant B&B in the Delaware County corridor.

Windham · Resort

Ski-in/ski-out lodging at Windham Mountain, with lift-accessed trails in winter and a golf course in summer. Windham is the Greene County alternative to Hunter — smaller, slightly more polished, different crowd energy. The mountain village is quiet in the shoulder seasons.