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 Chequit
23 Grand Ave Shelter Island Heights NY
The price is S$293 per night from 4 Oct to 5 Oct
S$293
4 Oct - 5 Oct
includes taxes & fees
Stay at this hotel in Shelter Island Heights. Enjoy free Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and Sunset ...
The Pridwin Hotel
81 Shore Road Shelter Island Heights NY
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! (122 reviews)
"Wonderful- so charming and comfortable; upscale yet casual"
Reviewed on 22 Sept, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is S$120 per night from 28 Sept to 29 Sept
S$120
28 Sept - 29 Sept
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8/10 Very good! (1,000 reviews)
"Nice room,"
Reviewed on 22 Sept, 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 ...
9.2/10 Wonderful! (1,406 reviews)
"My fiancé and I had a wonderful stay. Our room was so nice, much bigger than anywhere we’ve traveled before and very homey. The staff were very friendly and helpful. There are so many amenities, I definitely wish we stood longer than a weekend. I am already looking for time to come back."
Reviewed on 21 Sept, 2026
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' ...
The Surf Club
20 Surfside Avenue Montauk NY
Stay at this beach aparthotel in Montauk. Enjoy free Wi-Fi, a beach locale and room service. Popular attractions Montauk Point Lighthouse and Montauk Point are ...
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.
