Callicoon Hills
Foster Supply's big brother — 23 acres, proper restaurant, family-friendly.
Callicoon Hills is the larger, more grown-up cousin of the smaller Foster Supply inns scattered across the western Catskills. Sixty-five rooms across 23 acres in Sullivan County, a proper restaurant in a converted barn, a pool, tennis, hiking trails on property, and a clientele that looks like Brooklyn brought its kids and its parents.
The property has been a hotel of one kind or another for over a century — a Borscht Belt vacation house in the mid-20th, then dormant, then resurrected by Foster Supply Hospitality in 2021 as the largest in their family of upstate properties. It's their answer to the question of what a family-friendly modern Catskills resort looks like without becoming a generic resort.
The setting
Callicoon is in the western reaches of Sullivan County, on the Delaware River across from Pennsylvania. It's about two and a half hours from New York via Route 17 — further than the eastern Catskills, less developed, and noticeably quieter. The town itself has about 200 people, a single-screen movie theater, a Sunday farmers' market in season, and a butcher worth the drive.
The 23 acres sit on a hillside above town. From the property you look across rolling fields toward the Delaware. The road in is winding, the cell signal is spotty, and the soundscape is more or less crickets and the occasional truck on Route 17B.
The building
The original buildings are a 19th-century farmhouse plus a cluster of additions that grew incrementally — guesthouses, a barn, several small lodge buildings. Foster Supply's renovation kept the patchwork quality intact, repainting the woodwork in a controlled palette, refinishing floors, and laying in their signature country-modern interiors: pine, wool, mid-century chairs, the occasional vintage rug. Public rooms feel like the lobby of a country house, not the lobby of a hotel.
The barn houses the main restaurant. The original farmhouse holds the bar and a sitting room.
The rooms
Sixty-five rooms across multiple buildings — main lodge rooms, smaller cabin-style rooms in the outbuildings, a few suites configured for families. The sizing varies because the buildings vary; ask before you book if specifics matter. Beds are good, linens are good, bathrooms are properly modernized in subway tile and brass. From-rates start around $325, with family suites and weekend rates higher.
Family rooms can take two adults plus two kids, which is rare in the upstate inn category and accounts for a lot of the property's bookings.
Food & drink
The Kaatskeller is the on-property restaurant — barn-converted, locally sourced, three meals a day in season, open to non-guests for dinner with reservation. The bar program is ambitious; the wine list is competent without being precious. Breakfast is included for guests in some rates.
On the property
The size of the property means there's actually somewhere to go without leaving.
- Heated outdoor pool (seasonal)
- Two tennis courts
- Hiking trails on the 23 acres
- Fire pits and lawn games
- Bicycle rentals
- Family-oriented programming in summer
- Open year-round
Who it's for
- Families with kids old enough to wander the grounds
- Multigenerational groups taking adjacent rooms
- Couples okay with the property being livelier than a six-room inn
- Anyone wanting Catskills atmosphere without the social-media density of the eastern corridor
Who it's not for
- Couples seeking adults-only quiet — this isn't that
- Travelers who want to walk to a town center from their room
- Anyone expecting full-service spa and concierge ceremony
Nearby
Callicoon village is a five-minute drive — Matthew's on Main for dinner, the Delaware River walk, the Sunday farmers' market in season. Bethel Woods Center for the Arts (the original Woodstock site) is twenty-five minutes away with a summer concert calendar and a serious museum. The Upper Delaware Scenic Byway runs along the river for tubing and fly-fishing access. Narrowsburg, half an hour upriver, has the Tusten Theater and a couple of solid restaurants. Foster Supply also runs the smaller Arnold House and the DeBruce nearby — worth a drink-stop visit if the comparison interests you.
