Shelter Island Holidays from AU$2,174
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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
Sheraton New York Times Square Hotel
Reviewed on 26 May 2026
Hotel Riu Plaza New York Times Square
Reviewed on 26 May 2026
Hotel Riu Plaza Manhattan Times Square
Reviewed on 25 May 2026
Candlewood Suites New York City-Times Square by IHG
Reviewed on 24 May 2026
Our guide on 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 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
"Wonderful stay. Appreciated the staffs attention and service when needed. They made the experience even better for my husband and I."
Reviewed on 23 May 2026
Montauk Manor
"We had an amazing stay at the Manor! Our room was stunning, we enjoyed the indoor pool, the views, everything!"
Reviewed on 25 May 2026
Montauk Yacht Club
"Our first breakfast was excellent. The second time was horrible 😫 the staff quiet not together. Our room was short of soap, shampoo and I asked for towel nobody seems to care and not helpful. The only 1 who was kind enough to do thier job is the young man who was in main entrance who open doors, ..."
Reviewed on 25 May 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.
