
Shelter Island Holidays
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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 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
Great resort with a beautiful restaurant
Reviewed on 22 Nov 2025

Pier Blue Inn Old Saybrook - Essex
A welcoming place with some nice touches.
Reviewed on 30 Nov 2025

Sound View Greenport
Great room with amazing views! Staff was fantastic and the food was great too
Reviewed on 28 Nov 2025
Popular places to visit
Menhadden Lane Beach
Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
What to do in Shelter Island

