Shelter Island Heights

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

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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
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Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Hay Beach
The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road, Shelter Island Heights, NY
The price is CA $778 per night from Aug 4 to Aug 5
CA $778
CA $977 total
Aug 4 - Aug 5
includes taxes & fees
Stay at this 4-star 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! (66 reviews)
Beautiful hotel
"Beautiful place"

Reviewed on Jul. 13, 2025

The Pridwin Hotel
The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
The price is CA $709 per night from Aug 27 to Aug 28
CA $709
CA $811 total
Aug 27 - Aug 28
includes taxes & fees
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and ...
8.8/10 Excellent! (31 reviews)
"we loved it!"

Reviewed on Jul. 9, 2025

The Chequit
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is CA $850 per night from Aug 13 to Aug 14
CA $850
CA $1,230 total
Aug 13 - Aug 14
includes taxes & fees
Stay at this 4-star beach hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Point Lighthouse and Montauk Point ...
8.6/10 Excellent! (192 reviews)
"We really enjoyed our stay at Marram and would return in the future. The beach is beautiful and they have more than enough chairs and umbrellas to go around. Staff was friendly and helpful and the property was very well maintained. The location is great and easily walkable to most areas. They have ..."

Reviewed on Jul. 28, 2025

Marram
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 WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,220 reviews)

Reviewed on Jul. 27, 2025

Montauk Manor
The Surf Club

The Surf Club

3.5 out of 5
20 Surfside Avenue, Montauk, NY
Stay at this 3.5-star beach aparthotel in Montauk. Enjoy free WiFi, a beach locale, and room service. Popular attractions Montauk Point Lighthouse and Montauk ...
8.4/10 Very Good! (264 reviews)
"Cute little area to get away from NYC. The property had everything you needed for a summer weekend. Parking on site. Bedrooms all clean and spacious with extra bedding if needed. Yard was also very big and private. I would stay here again."

Reviewed on Jul. 24, 2025

The Surf Club
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 WiFi, free parking, and a beach locale. Popular attractions Montauk Point Lighthouse and Montauk Point ...
8.4/10 Very Good! (397 reviews)
"Vert good deal. Very convenient to beaches bars and shopping and restaurants older building but very clean. I would definitely recommend and we WILL GO BACK"

Reviewed on Jul. 24, 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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Cities near Shelter Island Heights