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 ₩756,370 per night from Sep 14 to Sep 15
₩756,370
₩950,566 total
Sep 14 - Sep 15
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 ₩414,086 per night from Sep 13 to Sep 14
₩414,086
₩473,092 total
Sep 13 - Sep 14
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
Fully refundableReserve now, pay when you stay
The price is ₩139,507 per night from Aug 16 to Aug 17
₩139,507
₩160,431 total
Aug 16 - Aug 17
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! (1,004 reviews)
"Our unit had spider webs on the ceiling. Bed was short sheeted. We had to remake the bed ourselves. Nonexistent Wi-Fi connection. One bar. Kept disconnecting. One ice machine was working for all units. Staff was nice. Helpful. Upstairs chambermaid came down to remove the spider webs. We appreciated ..."
Reviewed on Aug 14, 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! (47 reviews)
"The property was very nice, fire pit, bbq per cabin. Also a toaster oven, microwave, full refrigerator, dishes, utensils, etc. roomy cabin with two bedrooms. Enjoyed our stay here. Thank you!"
Reviewed on Aug 14, 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 ...
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 Aug 14, 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.
