Name: Montauk Yacht Club
Rating: 8.4

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! (77 reviews)

"Shelter Island is definitely a gem"

Reviewed on 11 Sept, 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 ...

8.8/10 Excellent! (36 reviews)

"Always a sold stay on Shelter Island"

Reviewed on 23 Aug, 2025

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Montauk Yacht Club

32 Star Island Rd, Montauk, NY

Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...

8.4/10 Very Good! (1,006 reviews)

"House car was great"

Reviewed on 12 Sept, 2025

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See all 4,754 properties in Shelter Island Heights

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! (1,248 reviews)

"Clean spacious room. Friendly staff. Excellent onsite restaurant"

Reviewed on 12 Sept, 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 and South Edison Beach are located ...

8.4/10 Very Good! (414 reviews)

"Property was clean and nice but did not smell good inside, it need candles and air freshener, also think something was off about the sewage system"

Reviewed on 16 Sept, 2025

Windward Shores Ocean Resort

2062 Montauk Highway, PO Box 7031, Amagansett, NY

Stay at this 3-star beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...

8.6/10 Excellent! (293 reviews)

"Very nice & affordable"

Reviewed on 2 Sept, 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.

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.