
Shelter Island Holidays from AU$3,179
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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

Hotel St. James
Reviewed on 11 Apr 2026

Hotel Riu Plaza Manhattan Times Square
Reviewed on 10 Apr 2026

Hotel Riu Plaza New York Times Square
Reviewed on 10 Apr 2026

Grayson Hotel in the Unbound Collection by Hyatt
Reviewed on 5 Apr 2026

The Shelburne Sonesta New York
Reviewed on 10 Apr 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.
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

Gurney's Montauk Resort & Seawater Spa
WE HAD A LOVELY WEEKEND. SERVICE WAS EXCELLENT.
Reviewed on 6 Apr 2026

Montauk Manor
Excellent experience. This is traditional “attention to detail” and “above and beyond” at its best.
Reviewed on 11 Apr 2026

Water's Edge Resort & Spa
it was our first time and we really enjoyed the place. The Band was amazing! Being at the resort made our weekend great. Will definitely be back!
Reviewed on 11 Apr 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.















