
Shelter Island Holidays from AU$2,546
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Your Shelter Island Holiday
From its highlights to its hidden delights, this city is best explored with a Shelter Island holiday package. Book a hotel in Orient Point, which is great for views, fishing and nature. If your trip to Shelter Island includes some sightseeing, don't miss popular attractions like 67 Steps Beach, Kontokosta Winery and Sag Harbour Marine Park. Check out Expedia's wide range of travel options and start organising your perfect holiday to Shelter Island now.
The Latest Shelter Island Holiday Deals

Radio Hotel
Reviewed on 24 July 2026

NobleDEN Hotel
Reviewed on 23 July 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 Wades 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.
Shelter Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,350 |
Max Temp Winter | 4ºC |
Max Temp Summer | 24ºC |
Top Sights | Wolffer Estates Vineyard, East Hampton Main Beach and 67 Steps Beach |
Our pick of the best Shelter Island Hotel Deals

Pier Blue Inn Old Saybrook - Essex
"Staff was friendly. Room was unappealing. Upholstered furniture was so covered with stains, we would not be comfortable sitting on or placing any belongings on the chairs. Bathroom outdated, but relatively clean. Would not stay here again or recommend it."
Reviewed on 24 July 2026

Gurney's Montauk Resort & Seawater Spa




















