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
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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.

Hay Beach
The Pridwin Hotel
The Pridwin Hotel
4 out of 5
81 Shore Road, Shelter Island Heights, NY
The price is ₹33,728 per night from 14 Jul to 15 Jul
₹33,728
₹42,388 total
14 Jul - 15 Jul
includes taxes & fees
Stay at this 4-star beach hotel in Shelter Island Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
9.4/10 Exceptional! (61 reviews)
"Lovely hotel/ resort. Look forward to going again!"

Reviewed on 24 Jun 2025

The Pridwin Hotel
The Chequit
The Chequit
3 out of 5
23 Grand Ave, Shelter Island Heights, NY
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and ...
8.6/10 Excellent! (29 reviews)
"Excellent"

Reviewed on 10 Nov 2024

The Chequit
Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
Stay at this beach hotel in Montauk. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the property condition in their ...
8.4/10 Very Good! (999 reviews)
"Loved the cleanliness, views, and amenities"

Reviewed on 25 Jun 2025

Montauk Yacht Club
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 Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,200 reviews)
"Fantastic Historical value Br"

Reviewed on 22 Jun 2025

Montauk Manor
Windward Shores Ocean Resort
Windward Shores Ocean Resort
3 out of 5
2062 Montauk Highway, PO Box 7031, Amagansett, NY
Stay at this 3-star beach aparthotel in Amagansett. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (285 reviews)
"Easy checking in and out Easy access few steps to beach from first floor unit"

Reviewed on 14 Jun 2025

Windward Shores Ocean Resort
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 Wi-Fi, free parking and a beach locale. Popular attractions Montauk Point Lighthouse and Montauk Point ...
8.4/10 Very Good! (383 reviews)
"Close by to everything. Neighbors can be noisy, but that doesn't reflect on the property."

Reviewed on 27 May 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.

Popular places to visit

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