
Shelter Island Holidays from AU$2,212
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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

INNSiDE by Meliá New York Nomad
Reviewed on 16 Dec 2025



NobleDEN Hotel
Reviewed on 15 Dec 2025

Fouquet's New York
Reviewed on 10 Oct 2025
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 Crescent Beach 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
Everything was perfect. Staff, room, experience. Will definitely stay again.
Reviewed on 14 Dec 2025

Water's Edge Resort & Spa
Holiday family tradition!
Reviewed on 12 Dec 2025

Pier Blue Inn Old Saybrook - Essex
Clean and pleasant place staff is accommodating and professional a good value on the shoreline
Reviewed on 10 Dec 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












