
Shelter Island Holidays from AU$3,033
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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


Margaritaville Resort Times Square
Reviewed on 23 Nov 2025


PUBLIC, an Ian Schrager hotel
Reviewed on 23 Nov 2025

Hyatt Grand Central New York
Reviewed on 25 Nov 2025
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 Shelter Island Historical Society and Sunset 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
They gave us a room upgrade which was unexpected, the room has a great view of the ocean which made our stay extra special.
Reviewed on 18 Nov 2025

Montauk Blue Hotel
I always have a 5/5 stay at Montauk Blue.
Reviewed on 19 Nov 2025

Sound View Greenport
Amazing views and comfy bed and room. No sound privacy between the rooms at all! I guess they o relooked sound insulation in an otherwise gorgeous renovation of a roadside motel.
Reviewed on 19 Nov 2025
Discover the most popular places to visit in Shelter Island
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.
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.
What to do in Shelter Island













