Shelter Island Heights, NY

Travel Guide

coastal landscape at Greenport at the islands of shelter islands heights, county New York
Shelter Island Heights
Shelter Island Heights
Shelter Island Heights
Shelter Island Heights

Where to stay in Shelter Island Heights

The Heights

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 NT$18,117 per night from Apr 16 to Apr 17
NT$18,117
NT$24,839 total
Apr 16 - Apr 17
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! (749 reviews)
Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back.

Reviewed on 2026/3/27

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is NT$6,010 per night from Apr 19 to Apr 20
NT$6,010
NT$7,493 total
Apr 19 - Apr 20
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! (1,309 reviews)
Went for a quick one both stay with my kids to go hiking. We picked this place because they had a pool. Everything was clean and nice. The rooms were cool the kids loved it

Reviewed on 2026/3/28

Montauk Manor
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
The price is NT$7,059 per night from Apr 6 to Apr 7
NT$7,059
NT$8,669 total
Apr 6 - Apr 7
includes taxes & fees
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
Enjoyable stay.

Reviewed on 2026/3/28

Water's Edge Resort & Spa
See all 4,791 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 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! (1,309 reviews)
Went for a quick one both stay with my kids to go hiking. We picked this place because they had a pool. Everything was clean and nice. The rooms were cool the kids loved it

Reviewed on 2026/3/28

Montauk Manor
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway Amagansett NY
Book a stay at this beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (310 reviews)
When I went to the property it was not shoveled. A challenge to get to the room. I enjoyed the room with minor things that could change.

Reviewed on 2026/3/2

Windward Shores Ocean Resort
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
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 carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.

Sunset Beach

Crescent Beach

Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.

Crescent Beach

Sylvester Manor

You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.

Sylvester Manor