Shelter Island Heights, NY

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

View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature

The Heights

4.5/5(10 area reviews)

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 AED 768 per night from May 18 to May 19
AED 768
AED 965 total
18 May - 19 May
includes taxes & fees
Stay at this 4-star beach hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
"Fantastic property. Rooms are beautifully appointed, decor is super chic and comfortable. Gorgeous views and amenities. Absolutely enjoyed our second stay at The Pridwin!"

Reviewed on 27 October 2024

The Pridwin Hotel
Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
The price is AED 1,025 per night from May 19 to May 20
AED 1,025
AED 1,590 total
19 May - 20 May
includes taxes & fees
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! (1,005 reviews)
"Amazing stay; they accommodated early checkin for us. We were able to use bikes on the property and the food at Ocean Club restaurant was really good. Both indoor and outdoor pools were open on May 10th. Will definitely return back."

Reviewed on 11 May 2025

Montauk Yacht Club
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is AED 617 per night from May 20 to May 21
AED 617
AED 777 total
20 May - 21 May
includes taxes & fees
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! (1,181 reviews)
"Everything was excellent. The people were friendly, very helpful. The room was very clean."

Reviewed on 8 May 2025

Montauk Manor
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! (1,181 reviews)
"Everything was excellent. The people were friendly, very helpful. The room was very clean."

Reviewed on 8 May 2025

Montauk Manor
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 daily housekeeping. Popular attractions Montauk Point and South Edison Beach are ...
8.4/10 Very Good! (372 reviews)
"Good"

Reviewed on 29 April 2025

Montauk Oceanside Suites
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 and South Edison Beach ...
"The pictures of the property showed the bed in the bedroom facing the window with direct ocean views I was dis appointed to find out the bed was moved and no longer faced the ocean view."

Reviewed on 11 October 2024

The Surf 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.

Popular places to visit

Reviews of Shelter Island Heights

4.7
Top Destination
5 - Excellent
14
5 - Excellent 70%
4 - Good
5
4 - Good 25%
3 - Okay
1
3 - Okay 5%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Very serene and quiet.

5/5 - Excellent

Verified traveler

love the island and the local very friendly will go back but not stay at the pridwin, we did eat dinner there was very disappointing food was dry and overdone

5/5 - Excellent

Verified traveler

We loved the area, the people, the food, the ferry. We came to celebrate our anniversary and we will be back.

5/5 - Excellent

Jennifer

Wonderful, peaceful place to visit. Easy to get to from NYC. I'd go back in a heartbeat.

5/5 - Excellent

Phil

Over rated and expensive