
Shelter Island Holidays from NZ$2,237
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The Latest Shelter Island Holiday Deals



Hotel Seville Nomad, in the Unbound Collection by Hyatt
Reviewed on 7 Nov 2025


Hotel Riu Plaza New York Times Square
Reviewed on 7 Nov 2025
Our guide on where to stay in Shelter Island

Coecles Harbor
While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.
Shelter Island Holiday
Shelter Island Beach Holiday
There's nothing like a Shelter Island holiday to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town centre on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometres away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.
Our pick of the best Shelter Island Hotel Deals

Gurney's Montauk Resort & Seawater Spa
Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely
Reviewed on 26 Oct 2025

Pier Blue Inn Old Saybrook - Essex
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...
Reviewed on 3 Nov 2025

Montauk Blue Hotel
Yes
Reviewed on 2 Nov 2025
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.
Wades Beach
Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
Shelter Island Historical Society
You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.
What to do in Shelter Island

