Shelter Island Heights Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Brian V. Rowe
Top hotels in Shelter Island Heights
The Pridwin Hotel
81 Shore Road, Shelter Island Heights, NY
9.4/10 Exceptional! (84 reviews)
Overall the places is nice, clean and great views
Reviewed on 21 Oct 2025
The Chequit
23 Grand Ave, Shelter Island Heights, NY
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.
Reviewed on 10 Oct 2025
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is 8.399.062 ₫ per night from 24 Nov to 25 Nov
8.399.062 ₫
11.463.354 ₫ total
24 Nov - 25 Nov
includes taxes & fees
8.2/10 Very Good! (688 reviews)
Amazing experience.
Reviewed on 10 Nov 2025
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.
Popular places to visit
Sunset Beach
Why not spend a care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
Crescent Beach
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
Sylvester Manor
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
