Shelter Island Heights Travel Guide

Tourist Guide

Photo by Erisa Dilo
Photo by Erisa Dilo
Photo by tom owens
Photo by tom owens
Photo by tom owens
Photo by tom owens
Photo by Brian V. Rowe
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
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! (60 reviews)
"WELL APPOINTED"

Reviewed on 18 May 2025

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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

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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! (1,000 reviews)
"front desk was lovely !!"

Reviewed on 8 Jun 2025

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Montauk Yacht Club
See all 4,773 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
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! (1,199 reviews)
"Great service. Room was very dated. Tennis was great. Will consider staying here again."

Reviewed on 19 Jun 2025

Montauk Manor
Offshore Montauk
Offshore Montauk
4 out of 5
71 S Emerson Ave, Montauk, NY
Stay at this 4-star beach aparthotel in Montauk. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Montauk Point Lighthouse and Montauk ...
4/10 (1 review)
"This is a newly completed/renovated property. Hopefully with time it will develop to a better condition and as it’s advertised, luxury. But right now expect minimal comfort and amenities. It’s like a motel and not a hotel; not worth the price tag."

Reviewed on 22 Jun 2025

Offshore Montauk
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
See all 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.

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.

Sunset Beach

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.

Crescent Beach

Shelter Island Country Club

Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.

Shelter Island Country Club

Things to do

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

£118
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
See all activities in Shelter Island Heights

Cities near Shelter Island Heights

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Shelter Island

Photo by Benny Goh

East Marion