
Shelter Island Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €185 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Flight + Hotel Deals in Shelter Island

Park Central Hotel New York
Reviewed on 12 Mar 2026

Hotel Riu Plaza New York Times Square
Reviewed on 12 Mar 2026

Hotel Riu Plaza Manhattan Times Square
Reviewed on 12 Mar 2026

1 Hotel Central Park
Reviewed on 1 Mar 2026

Lotte New York Palace
Reviewed on 9 Mar 2026
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 Shell Beach.
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.
Top hotels in Shelter Island

Gurney's Montauk Resort & Seawater Spa
I took my husband for a relaxing weekend for his birthday at Gurneys Resort. We had an ocean front room with a beautiful view! The room and resort was beautiful and clean. We hung out at GiGis bar a lot and the bar tenders were great! Super friendly and helpful! I loved our stay however I was truly ...
Reviewed on 4 Mar 2026

Montauk Manor
Always such a pleasure at the Manor.
Reviewed on 28 Feb 2026

Water's Edge Resort & Spa
Excellent place to stay, water view
Reviewed on 12 Mar 2026




