
Shelter Island Holidays from NZ$3,420
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The Latest Shelter Island Holiday Deals

OYO Times Square
Reviewed on 25 Mar 2026

Hotel Riu Plaza New York Times Square
Reviewed on 26 Mar 2026

The Lombardy Hotel
Reviewed on 27 Mar 2026

The Shelburne Sonesta New York
Reviewed on 24 Mar 2026

PUBLIC, an Ian Schrager hotel
Reviewed on 24 Mar 2026
Our guide on where to stay in Shelter Island

Silver Beach
While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.
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
Fabulous location. Woke up to the sound of waves every morning. A short walk from the room to the beach.
Reviewed on 26 Mar 2026

Montauk Manor
clean room
Reviewed on 26 Mar 2026

Water's Edge Resort & Spa
The room was perfect, staff was excellent, parking was right next to my room. Best Breakfast Sausage ever.
Reviewed on 24 Mar 2026
Discover the most popular places to visit in Shelter Island

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.
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
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.




