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Shelter Island Hotels

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#1 of 5 hotels in Shelter Island
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#2 of 5 hotels in Shelter Island
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The Pridwin Hotel Slideshow
#3 of 5 hotels in Shelter Island
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#4 of 5 hotels in Shelter Island
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#5 of 5 hotels in Shelter Island
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Still looking for a place to stay?
Shelter Island has 8 B&Bs/inns with 152 reviews
#1 of 8 Shelter Island B&B and Inns
#2 of 8 Shelter Island B&B and Inns
#3 of 8 Shelter Island B&B and Inns
See all 8 Shelter Island B&Bs/inns
Also consider hotels near Shelter Island
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2.5 miles from Shelter Island
2.5 miles from Shelter Island
The Greenporter Hotel (Greenport, NY)
2.5 miles from Shelter Island
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Drossos Motel (Greenport, NY)
3.0 miles from Shelter Island
Sunset Motel (Greenport, NY)
3.3 miles from Shelter Island

Explore Shelter Island, Hamptons

Learn more about the best places to stay, eat, and play in Shelter Island. Powered by first-hand advice from millions of travelers, TripAdvisor offers 1,185 reviews and 351 candid photos for 5 lodging options and 25 restaurants to help you plan the perfect trip to Shelter Island.
Vine Street Cafe
Where to eat Choose from 25 restaurants in Shelter Island, such as Vine Street Cafe. Here's what a recent traveler wrote about this restaurant: "Enjoyed a great seasonal meal with tasty drinks. They were very friendly and helped to make a special occasion come together bringing over glasses of bubbly as per a phone call before. Pricey but...". See all Shelter Island restaurants.
Mashomack Preserve
Popular Shelter Island attractions Make the most of your visit to Shelter Island with fun things to do by day and night. Here are what recent travelers to Shelter Island say about their experiences at some of the top attractions in Shelter Island: Mashomack Preserve: "Walking these trails, you can forget you are so close to civilization. Bald eagles have been spotted, the Blue herons and egrets call it home and you might see a fox or two. Pack some water for..." Shelter Island Historical Society Havens House Museum and Store: "My wife and I had a lovely visit to this museum. There was only one staff member on site, but that person was very welcoming. We learned a lot about the history of Staten Island and what life was..." Sylvester Manor: "Care, fare, share is the motto of the good folks at Sylvester Manor on Shelter Island. We were fortunate enough to get a house and farm tour from Bennett Konesni, a descendant of the Manor..." To find more fun things to do in Shelter Island, view all Shelter Island attractions.
Shelter Island travel forum Need specific advice visiting Shelter Island, Hamptons? Visit the TripAdvisor Travel Forum for Shelter Island and ask our Destination Experts and the travel community.