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
The price is AED 1,962 per night from Sep 13 to Sep 14
AED 1,962
AED 2,466 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 AED 1,042 per night from Sep 8 to Sep 9
AED 1,042
AED 1,191 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 ...
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is AED 351 per night from Sep 10 to Sep 11
AED 351
AED 404 total
10 Sep - 11 Sep
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! (1,006 reviews)
"Very nice family-owned inn and the WiFi is getting an uograde. Beautiful view of the water on the backside of the inn. It’s located close to everything. Good cost."
Reviewed on 15 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' ...
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! (1,387 reviews)
"It’s an olde roroperty overpriced for an early 2000’s condo style place."
Reviewed on 15 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! (283 reviews)
"Property beautiful!Check out early"
Reviewed on 14 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.
