Shelter Island Heights, NY

Travel Guide

coastal landscape at Greenport at the islands of shelter islands heights, county New York
coastal landscape at Greenport at the islands of shelter islands heights, county New York
View of Dering Harbor
View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature
One of my favorite places, anywhere.  Reminiscent of the south of France, this little slice of heaven delivers every time.  Really cool French riverria vibe, with food and vin rose to boot.  Burratta on avocado puree with truffle oil, and fried artichoke hearts, with rose on ice (pictured) were only the beginning of yet another great al fresco meal, and memorable evening on Shelter Island.  We came by boat, anchored out, and swam in, but drive from the mainland, via the cute little 10 car ferry (part of the charm of making the trip).  Love, love this spot.

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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
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is SAR 1,350 per night from Mar 15 to Mar 16
SAR 1,350
SAR 1,850 total
15 Mar - 16 Mar
includes taxes & fees
Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ...
8.4/10 Very Good! (736 reviews)
I took my husband for a relaxing weekend for his birthday at Gurneys Resort. We had an ocean front room with a beautiful view! The room and resort was beautiful and clean. We hung out at GiGis bar a lot and the bar tenders were great! Super friendly and helpful! I loved our stay however I was truly ...

Reviewed on 4 March 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is SAR 568 per night from Mar 30 to Mar 31
SAR 568
SAR 722 total
30 Mar - 31 Mar
includes taxes & fees
Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (1,300 reviews)
Always such a pleasure at the Manor.

Reviewed on 28 February 2026

Montauk Manor
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
Book a stay at this beach hotel in Montauk. Enjoy a beach locale, daily housekeeping, and a picnic area. Popular attractions South Edison Beach and Kirk Park ...
9.2/10 Wonderful! (188 reviews)
Great view of sunrise and sunset

Reviewed on 19 January 2026

Montauk Blue Hotel
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 aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (1,300 reviews)
Always such a pleasure at the Manor.

Reviewed on 28 February 2026

Montauk Manor
4BR Beach Cottage sits on private beach.  Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Westbrook CT
Book a stay at this beach cottage in Westbrook. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Westbrook Town Beach and Clinton ...
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3 out of 5
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
North Fork Cottages & RV Resort
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