
Worth booking if this price tier and vibe match your trip — only if you aren't chasing a boutique experience elsewhere.
← Back to Where to stayHistoric inn · Shelter Island · $$$
The Chequit
CoupleFirst dateIn-lawsRomantic
Hilltop inn at 23 Grand Avenue in Shelter Island Heights, the village overlooking Dering Harbor. Standard and Deluxe Kings, a lofted King suite and the balconied Chequit Suite, several with clawfoot tubs. Ferry-walkable.
HistoricWalkable to townRomantic
Book it
- Address:
- 23 Grand Ave, Shelter Island Heights, NY 11965, USA
- Phone:
- (631) 749-0018
- On site:
- Restaurant on site · Bar on site
- Open:
- Summer-only
- Good for:
- Couple · Solo
More places to stay near Shelter Island
- Historic waterfront hotel + cottages · Shelter IslandThe Pridwin Hotel & Cottages
- Boutique hotel · Shelter IslandSunset Beach
- Historic inn · Shelter IslandThe Ram's Head Inn
- Inn / hotel · Shelter IslandHouse On Chase Creek
- Inn / hotel · Shelter IslandShelter Island House
- Inn / hotel · Shelter IslandSeven on Shelter Island
Source: Hotel/operator official sites