Shelter Island Heights

Travel Guide

A pebbled beach with a sunset and a distant bridge.
coastal landscape at Greenport at the islands of shelter islands heights, county New York
A coastal landscape with a sunset, a marina, and a residential area.
Shelter Island Heights
Shelter Island Heights

Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

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.

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
The price is RM2,667 per night from 6 Jul to 7 Jul
RM2,667
RM3,352 total
6 Jul - 7 Jul
includes taxes & fees
Stay at this beach hotel in Shelter Island Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
9.6/10 Exceptional! (88 reviews)
"Beautiful! Relaxing vacation! A bit pricey, to be expected. Barbecue ($85) was beautifully set up. Menu was disappointing. Past reviews cited appetizers like lobster rolls and fritto misto. These were absent. $4 for a small lemonade which was mostly ice, REALLY!"

Reviewed on 19 Jun 2026

The Pridwin Hotel
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 RM4,571 per night from 24 Jun to 25 Jun
RM4,571
RM6,267 total
24 Jun - 25 Jun
includes taxes & fees
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 Hills ...
8.4/10 Very Good! (808 reviews)
"Room had a musty odor."

Reviewed on 21 Jun 2026

Gurney's Montauk Resort & Seawater Spa
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
The price is RM2,875 per night from 20 Jul to 21 Jul
RM2,875
RM3,757 total
20 Jul - 21 Jul
includes taxes & fees
Stay at this hotel in Montauk. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Montauk Point Lighthouse and Montauk Point are located ...
9.2/10 Wonderful! (141 reviews)
"Awesome room. Great amenities"

Reviewed on 19 Jun 2026

Offshore Montauk
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 Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (1,358 reviews)
"all beautiful"

Reviewed on 2 Jun 2026

Montauk Manor
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
9.2/10 Wonderful! (24 reviews)
"Excellent place definitely love it. Definitely a little expensive for one night on the weekend but I love it and definitely would go back the cleanest place absolutely atmosphere people will break full was great. Highly recommend."

Reviewed on 20 Jun 2026

North Fork Resort
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
Stay at this beach aparthotel in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and East End ...
9/10 Wonderful! (258 reviews)
"Great 2BR property on the cliff overlooking the sound. Loved our stay!"

Reviewed on 19 Jun 2026

Cliffside Resort Condominiums
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

Things to do