Shelter Island Heights, NY
Travel Guide
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Where to stay in Shelter Island Heights
Find the best Shelter Island Heights areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island Heights
Learn more about Shelter Island Heights
Photo by Erisa Dilo
Open Photo by Erisa Dilo
The Heights
If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.
Hay Beach
Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.
The Pridwin Hotel
81 Shore Road Shelter Island Heights NY
$590 nightly
The price is $675 total per night from Sep 13 to Sep 14
$675 total
Sep 13 - Sep 14
Total with taxes and fees
Book a stay at this beach hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Chequit
23 Grand Ave Shelter Island Heights NY
$293 nightly
The price is $334 total per night from Sep 8 to Sep 9
$334 total
Sep 8 - Sep 9
Total with taxes and fees
Stay at this hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and Sunset ...
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
$92 nightly
The price is $106 total per night from Aug 25 to Aug 26
$106 total
Aug 25 - Aug 26
Total with taxes and fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
North Fork Resort
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
Montauk Manor
236 Edgemere St. Montauk NY
Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
Cliffside Resort Condominiums
61475 Route 48 (North Road) Greenport NY
Book a stay at this beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
9/10 Wonderful! (285 reviews)
"great property! but couple of downsides- check in time is 5:00 pm, although they make it possible to get to room way earlier (3:00 pm). But check out time is 10:00 am which is really early and oractically does not give you enough time to do anything that day. For this type of a resort I wold expect ..."
Reviewed on Aug 18, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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- 67 Steps Beach
- Visit Montauk
- Shinnecock Nation Cultural Center and Museum
- Visit East Marion
- Visit Village of Southampton
- Visit Hamptons
- East Hampton Main Beach
- Visit South Jamesport
- Visit East Hampton
- Visit Laurel
- Visit Riverhead
- Visit Bridgehampton
- Visit Hampton Bays
- Visit Greenport
- Visit Sag Harbor
- Visit Orient
- Visit Montclair Colony
- Visit Shelter Island
- Visit Aquebogue
- Visit Southampton
- Visit Cutchogue
- Visit Mattituck
- Visit Wainscott
- Cooper's Beach
- Visit North Fork
- Visit Water Mill
- Visit Sagaponack
- Visit Jamesport
- Visit Suffolk County
- Visit Long Island
- Visit Amagansett Dunes
- Visit Noyack
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- Visit Southold
- Sunset Beach
- Crescent Beach
- Menhadden Lane Beach
- Sylvester Manor
- Shelter Island Country Club
- Ocean Beach Park
- Cooper's Beach
- Hammonasset Beach State Park
- East Hampton Main Beach
- Wolffer Estates Vineyard
- Orient Point County Park
- Ditch Plains Beach
- Essex Steam Train
- Hither Hills State Park
- Lake Montauk
- Shinnecock Hills Golf Course
- Rocky Neck State Park
- Macari Vineyards
- Connecticut River
- Clinton Crossing Premium Outlets
- Ponquogue Beach
- Parrish Art Museum
- Pindar Vineyards
- Harvey's Beach
- Sag Harbor Marine Park
- 67 Steps Beach
- The Jewish Center of the Hamptons
- Navy Road Park
- Westbrook Town Beach
- Raphael Winery
