
Shelter Island Trip
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Top Shelter Island Flight + Hotel Deals

Hotel Riu Plaza New York Times Square
Reviewed on 18 Nov 2025

Hotel Riu Plaza Manhattan Times Square
Reviewed on 18 Nov 2025

INNSiDE by Meliá New York Nomad
Reviewed on 18 Nov 2025

Eurostars Wall Street
Reviewed on 15 Nov 2025

Millennium Premier New York Times Square
Reviewed on 18 Nov 2025
Where to stay in Shelter Island

Menantic Creek
While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Crescent 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
Amazing experience.
Reviewed on 10 Nov 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
Location - beautiful view
Reviewed on 10 Nov 2025
Popular places to visit
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.
