5/5 - Excellent
Verified traveler
Very serene and quiet.
Shelter Island Heights, NY
Travel Guide
Visit Shelter Island Heights
Where to stay in Shelter Island 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 Pridwin Hotel
81 Shore Road, Shelter Island Heights, NY
Stay at this 4-star beach hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (84 reviews)
Overall the places is nice, clean and great views
Reviewed on Oct 21, 2025
The Chequit
23 Grand Ave, Shelter Island Heights, NY
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and ...
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.
Reviewed on Oct 10, 2025
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
The price is ₩463,327 per night from Dec 2 to Dec 3
₩463,327
₩632,375 total
Dec 2 - Dec 3
includes taxes & fees
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
8.2/10 Very Good! (687 reviews)
Amazing experience.
Reviewed on Nov 10, 2025
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 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,260 reviews)
Place is Beautiful,Quiet and Cozy. Kitchen could use some Paper Towels and maybe some Napkins.
Reviewed on Oct 31, 2025
Cliffside Resort Condominiums
61475 Route 48 (North Road), Greenport, NY
Stay at this 3-star beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
8.8/10 Excellent! (248 reviews)
The unit was cute and well-appointed. I would recommend a new refrigerator in the unit, as the freezer door was broken.
Reviewed on Nov 12, 2025
Montauk Oceanside Suites
115 South Emerson Avenue, Montauk, NY
Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...
8.4/10 Very Good! (417 reviews)
Clean. Nice full kitchen comfortable bed. Good location
Reviewed on Nov 4, 2025
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
4.5/5(9 reviews)
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.
Crescent Beach
4.5/5(4 reviews)
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.
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.
Reviews of Shelter Island Heights
4.7
Top Destination
5/5 - Excellent
Verified traveler
love the island and the local very friendly will go back but not stay at the pridwin, we did eat dinner there was very disappointing food was dry and overdone
5/5 - Excellent
Verified traveler
We loved the area, the people, the food, the ferry. We came to celebrate our anniversary and we will be back.
5/5 - Excellent
Jennifer
Wonderful, peaceful place to visit. Easy to get to from NYC. I'd go back in a heartbeat.
5/5 - Excellent
Phil
Over rated and expensive
