Shelter Island Heights, NY

Travel 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

View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature

The Heights

4.5/5(10 area reviews)

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
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. ...
9.4/10 Exceptional! (84 reviews)
Overall the places is nice, clean and great views

Reviewed on Oct 21, 2025

The Pridwin Hotel
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 WiFi, 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 Oct 10, 2025

The Chequit
Shelter Island House

Shelter Island House

3.5 out of 5
11 Stearns Point Rd Shelter Island Heights NY
Book a stay at this golf hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sunset Beach and Shelter Island ...
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 Oct 24, 2025

Shelter Island House
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 WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,262 reviews)
Our room was decorated nicely and larger than we expected.

Reviewed on Nov 14, 2025

Montauk Manor
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
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 ...
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 Nov 12, 2025

Cliffside Resort Condominiums
Montauk Oceanside Suites

Montauk Oceanside Suites

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

Reviewed on Nov 4, 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.

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