Shelter Island Heights, NY
Travel Guide
Visit Shelter Island Heights
Where to stay in Shelter Island Heights
Find the best Shelter Island Heights areas and neighborhoods for the activities you enjoy most.
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
Fully refundableReserve now, pay when you stay
The price is SAR 2,006 per night from Sep 13 to Sep 14
SAR 2,006
SAR 2,521 total
13 Sep - 14 Sep
includes taxes & 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
The price is SAR 1,076 per night from Sep 8 to Sep 9
SAR 1,076
SAR 1,230 total
8 Sep - 9 Sep
includes taxes & 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 ...
9.2/10 Wonderful! (52 reviews)
"Room small but very functional, well decorated, bath modern, and very upscale. First night the attendant was wonderful. That was on the 18th. Next day, we had a leak at the shower because the molding on shower door was not working correctly, and the floor got wet. Staff was not really very responsive ..."
Reviewed on 20 August 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is SAR 327 per night from Aug 23 to Aug 24
SAR 327
SAR 376 total
23 Aug - 24 Aug
includes taxes & 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. ...
8/10 Very Good! (1,013 reviews)
"Clean room with crisp cold A/C. If you’re in the area and need a place to stay I would definitely recommend Pier Blue Inn. Helpful friendly staff."
Reviewed on 22 August 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.
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' ...
9.6/10 Exceptional! (50 reviews)
"THERE WAS ONLY ONE THING. THE LAST MORNING THERE WAS NO HOT H2O HOWEVER THE PROBLEM WAS FIXED."
Reviewed on 20 August 2026
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 ...
9.2/10 Wonderful! (1,389 reviews)
"The staff at the front desk and pool were not friendly. There were ants in the bedroom and when the staff were informed, they "told housekeeping". My 15 year old son was not permitted to use the hot tub even with my permission. There are few elevators and they run very slowly. Definitely not worth ..."
Reviewed on 21 August 2026
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! (286 reviews)
"TV options were limited and disappointing. No standard channels available."
Reviewed on 22 August 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.
