Shelter Island Heights
Travel Guide
Visit Shelter Island Heights
Where to stay in Shelter Island Heights
Find the best Shelter Island Heights areas for the activities you enjoy most.
Photo by Erisa Dilo
Open Photo by Erisa Dilo
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
81 Shore Road Shelter Island Heights NY
The price is S$977 per night from 8 Jul to 9 Jul
S$977
8 Jul - 9 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
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is S$1,809 per night from 28 Jun to 29 Jun
S$1,809
28 Jun - 29 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! (811 reviews)
"Amazing stay over Father's Day weekend. Weather was perfect. Staff was very helpful and friendly from the valet, to reception, to the breakfast cafe, to the spa and beach staff. Bicycles were readily available as well. Our only unexpected minor irritation was the extremely loud outdoor music until ..."
Reviewed on 23 Jun, 2026
Offshore Montauk
71 S Emerson Ave Montauk NY
The price is S$1,083 per night from 6 Jul to 7 Jul
S$1,083
6 Jul - 7 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! (142 reviews)
"It was a comfortable room and well-located."
Reviewed on 23 Jun, 2026
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
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 ...
North Fork Resort
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
Cliffside Resort Condominiums
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! (260 reviews)
"Good location. Pretty beach. Didn't care for pool directly outside patio. 10 am checkout for a vacation rental is objectionable. Although we were very grateful to receive a text saying that we could check in at around 2:30, a standard checkin time of 5 pm per web site is ridiculous. But overall a ..."
Reviewed on 23 Jun, 2026
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.
Check Shelter Island Heights hotel availability
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.
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.
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.
