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. Ten wooded acres on Crescent Beach with rooms and seven private cottages opening onto pool and lawns, plus courts, a spa and the Crescent Bar.
Quiet luxuryHistoricBayfrontFamily-friendlySunset Beach
$$$$Shelter Island · Boutique hotel
Andre Balazs's bayfront hotel and beach bar at 35 Shore Road on Crescent Beach. St. Tropez on Shelter Island. Restaurant open every day but Tuesdays for lunch and dinner.
Buzzy / sceneBeachfrontDesign-forward
DanTD / Wikimedia Commons (CC BY-SA 4.0) The Chequit
$$$Shelter Island · Historic inn
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 townRomanticShelter Island · Historic inn
Thirteen rooms on 4.5 hillside acres at 108 Ram Island Drive, built in 1919. Private beach, a farm- and sea-to-table restaurant and bar, and rooms from two-bedroom suites down to the Petit En Suite. Pet friendly.
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.