Shelter Island Heights Travel Guide

Tourist Guide

Photo by Erisa Dilo
Photo by tom owens
Photo by tom owens
Photo by Brian V. Rowe

Where to stay in Shelter Island Heights

Default Image

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

The Heights
The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road, Shelter Island Heights, NY
Stay at this 4-star beach hotel in Shelter Island Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
9.4/10 Exceptional! (84 reviews)
Overall the places is nice, clean and great views

Reviewed on 21 Oct 2025

The Pridwin Hotel
The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and ...
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.

Reviewed on 10 Oct 2025

The Chequit
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
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
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa and 2 restaurants. Our guests praise the room service in their reviews. ...
8.2/10 Very Good! (685 reviews)
Well worth upgrading room. Amenities were amazing

Reviewed on 7 Nov 2025

Gurney's Montauk Resort & Seawater Spa
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.
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
Stay at this 3.5-star aparthotel in Montauk. Enjoy free Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,261 reviews)
Place is Beautiful,Quiet and Cozy. Kitchen could use some Paper Towels and maybe some Napkins.

Reviewed on 31 Oct 2025

Montauk Manor
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road), Greenport, NY
Stay at this 3-star beach aparthotel in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
8.8/10 Excellent! (247 reviews)
Location good. Room could use some renos.

Reviewed on 4 Nov 2025

Cliffside Resort Condominiums
Montauk Oceanside Suites

Montauk Oceanside Suites

3 out of 5
115 South Emerson Avenue, Montauk, NY
Stay at this 3-star aparthotel in Montauk. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...
8.4/10 Very Good! (417 reviews)
Clean. Nice full kitchen comfortable bed. Good location

Reviewed on 4 Nov 2025

Montauk Oceanside Suites
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

Cities near Shelter Island Heights