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

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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 Chequit

The Chequit

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

Reviewed on 10 Oct 2025

The Chequit
Shelter Island House

Shelter Island House

3.5 out of 5
11 Stearns Point Rd Shelter Island Heights NY
Stay at this golf hotel in Shelter Island Heights. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Sunset Beach and Shelter Island Country ...
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

Shelter Island House
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 Rp6.503.640 per night from 15 Dec to 16 Dec
Rp6.503.640
Rp8.876.217 total
15 Dec - 16 Dec
includes taxes & fees
Stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills ...
8.2/10 Very Good! (697 reviews)
EVERYTHING about our stay at Gurneys was wonderful. The staff was outstanding and so accommodating. The room was beautiful looking out at the ocean. We have decided to make a family tradition to go to stay.

Reviewed on 8 Dec 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 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 rooms in ...
9/10 Wonderful! (1,265 reviews)
Staff was very nice and helpful! The gym was fantastic! Clean and well-equipped!

Reviewed on 30 Nov 2025

Montauk Manor
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
Stay at this beach aparthotel in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and East End ...
8.8/10 Excellent! (249 reviews)
The unit was cute and well-appointed. I would recommend a new refrigerator in the unit, as the freezer door was broken.

Reviewed on 12 Nov 2025

Cliffside Resort Condominiums
Driftwood Resort

Driftwood Resort

3.5 out of 5
2178 Montauk Highway Montauk NY
Stay at this beach condo in Montauk. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Walking Dunes Trailhead and Hither Hills State Park ...
8.8/10 Excellent! (236 reviews)
The room was beautiful and very clean. The pool was wonderful and so warm. We also used the tennis courts. I would highly recommend this hotel!!!!

Reviewed on 1 Oct 2025

Driftwood Resort
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.

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