These Are the Top 5 Hotels to Stay in the Catskills

Our Favorite Accommodations for 2020

The Catskills are back, baby! Entire towns, from Woodstock all the way to Callicoon are fueled by a back to the land reinnassnace from city transplants, weekend escapists, and inspired naturalists. Contemporary shops, bars, restaurants, and accommodations are popping up throughout the region facilitating a modern upstate experience.

After long days of outdoor adventures, nothing beats retreating back to the comforts of a luxuriously rugged Catskills hotel. We chose our 5 favorites based on three key elements: design, atmosphere, and overall vibe.

The DeBruce

Photo by: Lawrence Braun
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Culinary-driven Country Inn (Livingston Manor)

Drop off your car keys when you arrive – the DeBruce in Livingston Manor is its own destination. Set on 600 serene and private acres, you’re sure to satisfy your fix for nature here. There are 30+ miles of hiking trails, picturesque lakes for swimming (or skating over during winter), and world-renowned Willowemoc River access for trying your hand at fly fishing. 

The DeBruce delivers cozy vibes to the max – big comfy couches, board games, and roaring fires are aplenty. A modest 14 rooms ensure a sense of tranquility and togetherness. But above all else, the star offering of this hotel is undoubtedly its culinary offerings. In-house guests are treated to regionally-inspired multiple-course dinners and gourmet breakfasts each day. Each meal provides an explorative journey through the farmed and foraged bounties of the Catskills land. Fully deserving of its national recognition as one of America’s best new restaurants, the DeBruce is certainly worthy of your weekend retreat.

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Farmhouse Catskills

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Swanky Farmhouse Revival (Callicoon Center, NY) 

Farmhouse is all about bringing the glory of the Catskills to a new generation. Its mid-century design is on point, the bar is speakeasy-inspired, the restaurant is farm-to-table, and its on-site barn has become a perfectly photogenic event space. Somehow, this feels like the algorithmic pinnacle of every “farmhouse design” Pinterest board – in the best way possible. 

The 75-room hip-luxury hotel in the heart of rural Sullivan County is surrounded by rolling hills, forests, rivers and lakes. You’ll be hiking, kayaking, fly-fishing, or horseback riding right nearby. Or, just kicking back and reveling in those luxurious farmhouse vibes by the fire with a few drinks. Either way, you won’t go wrong.  

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Eastwind Hotel & Bar

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Scandi-styled Upstate Digs (Windham, NY)

Sprawled on a hillside facing Windham mountain, Eastwind was rebuilt to reimagine what a mountain hotel should look and feel like. Its aesthetic is soothingly minimalistic, with reclaimed wood, a clean color palette, and a carefully curated mix of vintage and custom furniture throughout. Communal suppers turn guests into friends, and a cocktail lounge is rugged chic. The hotel’s location in Windham – appropriately dubbed “the Land in the Sky” – puts guests on the doorstep of adventure, where skiing, hiking, ziplining, water tubing, and more await.

Back inside, each of Eastwind’s 19 guest rooms is a swoon-worthy embodiment of Swedish lagom. Most notable are its Lushna cabins. With endless views, included wildlife journals, and camping kits (everything you need to grill), these insulated cabins offer the best year-round glamping experience this side of the forest.

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Scribner’s Lodge

Photo by Frederick Pikovsky @ FARM + LAND
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Contemporary Mountain Lodge (Hunter, NY) 

Formerly a funky ski resort from the late ‘60s, Scribner’s has transformed into a bespoke chic hotel worthy of a luxe retreat. Right in front of Hunter Mountain, this is the boutique Catskills hotel that your mountain adventure deserves. Rustic vibes – like vintage rugs and wall-to-wall books – pair perfectly with contemporary comforts like custom furniture and soothing candle scents (seriously, this place smells good).

Service is laid-back and friendly: invisible when you desire it so, available when necessary. S’mores kits await in your room with an invitation to gather ‘round the nightly fire. A massive outdoor pool becomes a sanctuary in the summer. Books, billiards, and floor-to-ceiling views are enjoyed in the library, and a rustic on-site restaurant and bar will give you something to look forward to after long days of exploring the wilderness. The hotel’s rotating menu of events – from lawn games and pool parties to movie screenings and yoga practices – might tempt you to never leave.

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Woodstock Way Hotel

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Peace, Love, Music, and More (Woodstock, NY) 

Woodstock is a way of life. The town is most famous for its epic three-day music festival of 1969, but Woodstock has been a magnet for freethinking musicians, artists, and dreamers since the late 1700s. In perfect harmony with this local culture, the Woodstock Way Hotel caters to a new generation of counter-culture creatives. Boiled down to the basics, this is a great hotel in a groovy town. 

Surrounded by trees and soundtracked by a babbling brook and nearby waterfall, the hotel embraces nature. Rooms are refreshingly minimal and crafted from reclaimed wood and low carbon-footprint materials. The overall atmosphere feels very zen. Each of the 12 rooms of this Catskills hotel is unique, though all foster relaxation and appreciation for the natural environment. Despite the impossibly serene setting, Woodstock’s vibrant Tinker Street – with cafes, restaurants, shops, galleries, and theaters – is just around the corner.   

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