Callicoon Hills Overview
Callicoon Center, New York
Photos courtesy of the hotel.
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Tucked into the Western Catskills in the tiny hamlet of Callicoon Center, Callicoon Hills is a laid-back boutique hotel that captures the nostalgic spirit of a classic Catskills summer resort while giving it a fresh, design-conscious update. About two hours from New York City, the property feels wonderfully removed from everyday life, surrounded by wooded hills, trails, lawns, and quiet corners made for slowing down.
The historic property has roots stretching back more than a century, including its days as a traditional Catskills boarding house and later as Hill's Villa during the region's mid-century resort era. Today, accommodations range from rooms in the historic Boarding House and poolside rooms to forest-facing Ridge Rooms, romantic A-Frames, and a private Creekside Cabin. The result is more relaxed than traditional luxury, a stylish Catskills retreat where thoughtful design, nature, food, and a sense of community matter more than formality.
Callicoon Hills is especially appealing for couples' weekends, friends' getaways, summer escapes, fall foliage trips, and travelers looking for a boutique Catskills hotel with plenty to do without ever feeling overscheduled. Days can move between hiking, swimming, yoga, sauna sessions, cocktails by the pool, and evenings around the fire before dinner at the Conover Club.
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Oversized outdoor pool with loungers, a seasonal pool bar, and summer food service.
Cedar barrel saunas tucked among the pine trees for an easy post-hike or post-swim reset.
Conover Club, the property's full-service restaurant and bar, serving wood-fired, seasonally driven dishes with local ingredients, natural wines, local drafts, and cocktails.
Rise & Shine coffee shop for espresso, bagels, pastries, and easy mornings before exploring the Catskills.
Indoor-outdoor fitness space with Peloton bikes, free weights, cardio equipment, and doors opening directly onto the lawn.
Forest yoga deck with weekend guided classes and space for independent practice.
On-property hiking trails through the woods and along the creek, with loops ranging from short walks to longer hikes.
Fire pits and complimentary s'mores kits for quintessential Catskills evenings outdoors.
Reflecting pond, lawns, and wooded gathering spaces designed for unhurried afternoons outside.
Distinctive accommodation options, including historic rooms, poolside stays, Ridge Rooms, intimate A-Frame cabins for two, and a private Creekside Cabin with a kitchen and wood stove.
Weddings, celebrations, retreats, and property buyouts, making Callicoon Hills particularly well suited to group gatherings in the Catskills
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Couples Retreats – Especially the A-Frames and quieter forest-facing accommodations
Romantic Escapes – Fires, cabins, wooded surroundings, and slow Catskills evenings
Friends' Trips – Pool days, drinks, dining, hiking, and plenty of communal outdoor spaces
Fall Foliage Trips – A cozy Western Catskills base for an autumn weekend
Summer Escapes – Swimming, hiking, tubing, outdoor dining, and long days outside
Off-the-Beaten-Path Getaways – Ideal for travelers who want the Catskills without a polished mega-resort atmosphere
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Callicoon & the Delaware River – Explore the small towns and river scenery that define this corner of Sullivan County.
Upper Delaware Scenic Byway – An excellent addition to a Catskills road trip, particularly during fall foliage season. The hotel specifically recommends the surrounding area for hiking and exploring.
Delaware River Fly-Fishing – The Western Catskills are known for fly-fishing, and Callicoon Hills highlights fishing the Delaware among its signature local adventures.
Delaware River Tubing – Spend a warm summer afternoon floating the river before returning to the hotel for dinner and drinks.
Livingston Manor & the Western Catskills – Build a larger Catskills weekend around nearby breweries, restaurants, local shops, hiking, and some of the region's increasingly strong food scene.
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Where I'm sending people now
Hawaii
Maui, Kauai, Oahu and the Big Island, and how to pick between them.
Italy
Rome and the Amalfi Coast, with the hotels and tours worth booking ahead.
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Punta Cana, Turks and Caicos and Puerto Rico, all-inclusive and not.