Stay
The Hamptons is not one place. Pick the village that matches your temperament first; the bed comes after.
Where they are
Every hotel, inn, and campground on the map. Tap a marker for the full card and booking links.
- Boutique / historic inn
- Resort / oceanfront
- Cottages / B&B
- Modern boutique
- Camping
Hotels & inns
We do not book for you. Use this as a shortlist.
10 places
Shelter Island · 10 places
Shelter Island · Historic waterfront hotel + cottages
A Shelter Island tradition since 1927, now run by Cape Resorts.
Quiet luxuryHistoricBayfrontFamily-friendlySunset Beach
$$$$Shelter Island · Boutique hotel
Andre Balazs's bayfront hotel and beach bar at 35 Shore Road on Crescent Beach.
Buzzy / sceneBeachfrontDesign-forward
DanTD, CC BY-SA 4.0, via Wikimedia Commons The Chequit
$$$Shelter Island · Historic inn
Hilltop inn at 23 Grand Avenue in Shelter Island Heights, the village overlooking Dering Harbor.
HistoricWalkable to townRomanticShelter Island · Historic inn
Thirteen rooms on 4.5 hillside acres at 108 Ram Island Drive, built in 1919.
HistoricQuiet luxuryRomanticShelter Island · Inn / hotel
Guest house on Locust Avenue in Shelter Island Heights, a walk from the ferry.
Shelter Island · Inn / hotel
Boutique hotel on Stearns Point Road, Shelter Island Heights, with a restaurant, bar and bakery on site.
Show 2 more places to stay
Shelter Island · 10 places
Shelter Island · Inn / hotel
Six guest rooms on West Neck Road in Shelter Island Heights.
Shelter Island · Inn / hotel
Bed and breakfast on three wooded acres overlooking Chase Creek, all rooms with private baths.