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 Chequit
23 Grand Ave Shelter Island Heights NY
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 ...
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.
Reviewed on 10 Oct, 2025
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is S$660 per night from 12 Jan to 13 Jan
S$660
12 Jan - 13 Jan, 2026
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 ...
8.2/10 Very Good! (704 reviews)
Everything was perfect. Staff, room, experience. Will definitely stay again.
Reviewed on 14 Dec, 2025
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is S$361 per night from 1 Jan to 2 Jan
S$361
1 Jan - 2 Jan, 2026
includes taxes & fees
Stay at this beach resort in Westbrook. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,002 reviews)
Everything was wonderful. Staff was friendly, very clean,we enjoyed it.
Reviewed on 20 Dec, 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 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 ...
9/10 Wonderful! (1,270 reviews)
The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable
Reviewed on 15 Dec, 2025
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 ...
8.8/10 Excellent! (249 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 12 Nov, 2025
Driftwood Resort
2178 Montauk Highway Montauk NY
Stay at this beach condo in Montauk. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Walking Dunes Trailhead and Hither Hills State Park ...
8.8/10 Excellent! (236 reviews)
The room was beautiful and very clean. The pool was wonderful and so warm. We also used the tennis courts. I would highly recommend this hotel!!!!
Reviewed on 1 Oct, 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.
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.
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.
Things to do
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
S$231
per adult
76% of travellers recommend
