HIlls
Laid-back summer camp meets Catskills boutique hotel. Homespun and unpretentious, with genuinely warm service and a mid-century throwback atmosphere. Locals call it informal. Regulars call it their happy place.
Ask about the property treasure hunt — completing it earns you a complimentary beverage
Why It Matters
Michelin Guide listed and part of the Tablet Hotels collection. It predates the famous Borscht Belt boom by two decades, making it one of the region's longest-running resorts. The current owners reopened it in June 2021 with renovated rooms, new amenities, and Executive Chef Jean Paul Medina (formerly of The DeBruce and North Branch Inn) leading the kitchen.
One of the oldest continuously operating resorts in the Catskills, Callicoon Hills traces its roots to a boarding house built in 1905, which the Hill family converted into a full resort by the 1940s. Today, it sits on 23 acres in Callicoon Center, Sullivan County — about two hours from NYC — with 65 rooms spread across five distinct building types, an oversized outdoor pool, Scandinavian saunas, A-frame glamping cabins, and the Conover Club restaurant. The vibe is genuinely relaxed: no TVs in most rooms, nightly s'mores by the bonfire, and a slogan — 'a friendly place for nice people' — that's held since the '40s.
Where You'll Stay
13 room types available
A-Frame Cabin
Individual A-frame cabins set among the pines, accessed via a 12-minute hike through the property's back 23 acres. Floor-to-crown windows, plush Queen bed, Wi-Fi, electricity, solar-powered lights, and portable fans/heaters. Shared bathhouse with private bathrooms, rain showers, and heated floors. Adirondack chairs at communal firepits. Open May through October only.
Queen
Boarding House King
Upper floors of the historic 1905 Boarding House. Original hardwood floors, locally crafted touches, modern bathroom with subway-tile shower, plush bedding, and expansive windows with rolling hill views. No TV.
KingBoarding House King Suite
The top-of-range room in the main building. 360 sq ft on the 3rd floor, decorated in sage and saffron hues with bespoke furnishings. Corner views, plush King bed, sitting area with soft couches, coffee table, and writing desk.
KingBoarding House Queen
Spacious and cozy room in the historic Boarding House with an open floor plan, historic charm, and enough room to work or unwind. Decorated with locally sourced furnishings. No TV.
QueenCreekside Cabin
A standalone house perched along the property's edge near the creek and the historic barn. Sleeps 6 with two King bedrooms, a sofa bed, and two full bathrooms. Craftsman-style kitchen, cozy living space, outdoor chimenea, clawfoot tub, and a large TV — the only accommodation on property with one. Perfect for family groups or a small friend getaway. Dog-friendly.
2 Kings + 1 Sofa BedDeck House King
Upper floors above Conover Club with original hardwood floors, locally crafted details, and large windows. Same layout and feel as the Boarding House Kings but positioned in the Deck House wing.
KingDeck House Queen
Situated above the Conover Club restaurant, these rooms blend natural aesthetics with modern comfort. No pets allowed (Boarding House and Deck House are the no-dog areas).
QueenHill House Queen
160 sq ft room in the Hill House, one of three Ridge buildings on the west peak of the property. Sage and saffron hues, hardwood floors, bespoke furnishings, and views of the Boarding House and grounds. Wake up to the smell of Rise & Shine coffee.
QueenLake House King
170 sq ft on the Ridge with distant lake views, barn-style doors, and custom wood furnishings. Quiet and tranquil — reading nooks and calm hiking trails right outside. Dog-friendly.
KingPool House Accessible Queen
First-floor accessible room in the Pool House with dedicated parking directly in front. Dog-friendly. Same plush bedding and air conditioning as other rooms, with accessible bathroom features.
QueenPool House Double Full
210 sq ft with two full beds — designed for social stays and sharing. Bespoke craft furnishings, open floor plan, and landscape views. Dog-friendly. Sleeps up to 4.
2 Full BedsPool House King
210 sq ft, set directly behind the main Boarding House for easy pool and patio access. Custom-made furnishings, dog-friendly. Luggage assistance available for upper floor guests.
KingTree House King
170 sq ft room in the Tree House building, surrounded by forest on the hillside. One King bed with plush bedding, custom wood furnishings, sitting area, and sloped ceilings that add serious cozy factor. Dog-friendly.
KingThe Property
Eat & Drink
4 venues on property
Restaurant
Spa & Wellness
Treatment Menu
On Property
How you'll actually spend your days.
Seasonal glamping in individual A-frame cabins on the forested ridge, accessed via hiking trail. Open May through October.
Fishing is available on and around the property. Brown trout at Pepacton Reservoir is about a 30-minute drive from the hotel.
On-site trails wind through the 23-acre property, including paths up to the A-frame ridge area. Numerous additional hiking trails in the surrounding Catskills foothills are a short drive away.
Staff lights bonfires at the property's firepits every evening. S'mores supplies are complimentary and available from the front desk in the Boarding House.
A fun on-site scavenger hunt through the 23 acres. Complete it and earn a complimentary beverage.
Oversized seasonal outdoor pool with capacity for 150 (50 seated). The Reel Bar van serves poolside drinks and snacks. Unheated. Seasonal warm-weather months only.
Outdoor yoga deck with sweeping Catskills views. Open to practitioners of all levels. Capacity 20. Yoga mats also available in the indoor-outdoor gym.
Amenities & Practical Info
The details that matter for planning.
$15 resort passes available daily on a first-come, first-served basis for area locals. Includes pool, saunas, s'mores, and dining discounts. Call to reserve.
Complimentary morning coffee service available in the lobby.
Complimentary board games and reading materials available for guest use.
On-site barn available for weddings, corporate retreats, and private events. Property also available for full buyouts.
Spacious gym with both indoor (capacity 10) and outdoor deck (capacity 20) areas. Equipment includes Peloton bikes, full free-weight sets, yoga mats, medicine balls, and jump ropes.
Rolling 23-acre property with walking paths, hammocks, firepits, and forest trails leading to the A-frame ridge area.
Dogs are welcomed in the Pool House, Lake House, Tree House, Hill House, A-Frame cabins, and Creekside Cabin. Only service dogs allowed in the dining room. Boarding House and Deck House are no-pet zones.
King-sized seasonal pool with capacity for 150 guests (50 seated). Served by The Reel Bar, a retrofitted Citroën van, Fri–Sun in season.
UV-filtered water refill stations in the lobby.
Complimentary Wi-Fi throughout the property, including in A-frame cabins.
Sleek, modern Scandinavian saunas with capacity for 12. Included in the resort fee.
Outdoor yoga deck with panoramic Catskills views. Capacity 20. Open to all skill levels.
BUILD YOUR CALLICOON HILLS PLAN
Rooms, dining, spa, and resort experiences — organized into one trip plan.
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