Shelter Island Heights
Travel Guide
Visit Shelter Island Heights
Where to stay in Shelter Island Heights
The Heights
If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.
The Pridwin Hotel
81 Shore Road Shelter Island Heights NY
The price is S$513 per night from 10 May to 11 May
S$513
10 May - 11 May
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! (84 reviews)
Overall the places is nice, clean and great views
Reviewed on 21 Oct, 2025
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is S$667 per night from 10 May to 11 May
S$667
10 May - 11 May
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! (773 reviews)
I was skeptical at first since many comments are negative. As a woman of color, my experience was fantastic. The staff was lovely. I booked the ocean view room which was to my expectations. Overall 10/10 will return.
Reviewed on 8 May, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is S$117 per night from 10 May to 11 May
S$117
10 May - 11 May
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! (1,005 reviews)
Very clean bare-bones hotel in a quiet location. Large rooms. Nice breakfast place across the road and a short drive to more services and stores. Helpful staff. Only criticism -- and it's an important one -- is that there were no friction strips or other kind of safety on the bathtub, so it was unexpectedly ...
Reviewed on 7 May, 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 ...
Montauk Oceanside Suites
115 South Emerson Avenue Montauk NY
Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...
8.6/10 Excellent! (426 reviews)
I really like staying here in a one-bedroom apartment with a kitchen and frig and microwave, so I can buy groceries and do my own cooking in the room. A big space for a reasonable price. Very clean property, well-maintained, and you only have to cross the street and you're on the beach, which is ...
Reviewed on 6 May, 2026
North Fork Cottages & RV 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' ...
8.8/10 Excellent! (13 reviews)
Great stay & great staff!
Reviewed on 7 May, 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.
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.
Shelter Island Country Club
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
