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 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
Shelter Island House
11 Stearns Point Rd Shelter Island Heights NY
8.2/10 Very Good! (57 reviews)
Great Shelter Island Hotel
One staff member was there to check us in. He was helpful in bringing our bags to our room. He also suggested several restaurants for us to try.
Reviewed on 24 Oct 2025
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is 10.269.090 ₫ per night from 12 Jan to 13 Jan
10.269.090 ₫
14.078.923 ₫ total
12 Jan - 13 Jan 2026
includes taxes & fees
8.2/10 Very Good! (701 reviews)
Everything was perfect. Staff, room, experience. Will definitely stay again.
Reviewed on 14 Dec 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.
