Shelter Island Vacations
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Where to stay in Shelter Island
Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Menantic Creek
If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Wades Beach and Shelter Island Historical Society.
Find the Best Shelter Island Vacation Packages
Shelter Island Hotel Deals
Montauk Yacht Club
32 Star Island Rd, Montauk, NY
The price is SAR 934 per night from May 7 to May 8
SAR 934
SAR 1,067 total
includes taxes & fees
7 May - 8 May
8.4/10 Very Good! (1,001 reviews)
"Lovely and clean property overall. We enjoyed our stay there, and the staff were excellent and accommodating."
Reviewed on 2 May 2025
Montauk Manor
236 Edgemere St., Montauk, NY
The price is SAR 567 per night from May 22 to May 23
SAR 567
SAR 721 total
includes taxes & fees
22 May - 23 May
9/10 Wonderful! (1,175 reviews)
"Fantastic experience. Hotel and staff were amazing. A mix of old school charm and modern amenities."
Reviewed on 5 May 2025
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
The price is SAR 1,950 per night from May 7 to May 8
SAR 1,950
SAR 2,662 total
includes taxes & fees
7 May - 8 May
8.2/10 Very Good! (627 reviews)
"The resort is well established and well known. We always came to spend time and eat at the hotel’s restaurant. This year we needed to get away from our regular routine and stress. Upon arrival we found out that the entire lobby, lounge area and the restaurant is apparently closed for renovation. ..."
Reviewed on 28 April 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.
Discover the most popular places to visit in Shelter Island
Gardiner's Bay Country Club
Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.
Shelter Island Historical Society
4/5(1 review)
You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.
Wades Beach
Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.