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Hotels in Shelter Island

your current months are January, 2025 and February, 2025.
January 2025
February 2025

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Where to stay in Shelter Island?

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top neighborhoods in Shelter Island

Top landmarks in Shelter Island

Learn more about Shelter Island

Shelter Island is well-known for its attractions such as Shelter Island Historical Society and Sunset Beach. The city has something for everyone including sights like Crescent Beach and Mashomack Preserve within a scenic setting.

Photo by tom owens
Open Photo by tom owens

Frequently asked questions

Can I book refundable hotels in Shelter Island?
If you’re looking for the flexibility to change your travel plans to Shelter Island, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Shelter Island?
Your animal companion is welcome at these pet-friendly hotels: Shelter Island Farmhouse Pet Friendly with POOL and Sunset Beach Hotel .
Where can I stay in Shelter Island if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 87 vacation homes.
Where can I stay if I'm traveling to Shelter Island for a family-friendly vacation?
Parents traveling with children may want to consider Beautiful newly built vacation home on Shelter IslandVery private, Shelter Island Farmhouse Pet Friendly with POOL and Waterfront farmhouse with dock and south and west sunset view..
What will the weather in Shelter Island be like during my trip?
The warmest months in Shelter Island are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Why should I book my Shelter Island accommodation with Hotels.com?
There are plenty of reasons to book your Shelter Island travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.