Where to stay in Shelter Island Heights

The Heights

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

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

The Pridwin Hotel

81 Shore Road, Shelter Island Heights, NY

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! (64 reviews)

"Lovely hotel/ resort. Look forward to going again!"

Reviewed on 24 Jun, 2025

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The Chequit

23 Grand Ave, Shelter Island Heights, NY

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 ...

8.6/10 Excellent! (30 reviews)

"we loved it!"

Reviewed on 9 Jul, 2025

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Marram

21 Oceanview Terrace, Montauk, NY

S$973

23 Jul - 24 Jul

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! (178 reviews)

Marrom hotel stay

"Javier ( manager), Luisa (pool attendant) and staff were exceptional!!!! The accommodation and considerations were so great. We only stayed one night but aren’t leaving without booking another trip soon. Btw, the food for adults were fantastic, however nothing to accommodate the kids which was weird ..."

Reviewed on 9 Jul, 2025

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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

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! (1,210 reviews)

"Beautiful property and spacious rooms"

Reviewed on 7 Jul, 2025

The Surf Club

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! (260 reviews)

"The hotel property and beach were very nicer the accommodations were tight for 4 adults. My twins are 18. The sofa bed was old and very uncomfortable. For the price you pay they should have comfortable accommodations for the sofa bed guests."

Reviewed on 27 Jun, 2025

Montauk Oceanside Suites

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! (388 reviews)

"good location, short walk to beach. modern room.. walk to town 3 short blocks"

Reviewed on 30 Jun, 2025

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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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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.