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Hotels in Shelter Island
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2026-09-27
2026-09-28
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Shelter Island Hotels

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Ram'S Head Inn

108 Ram Island Drive, Shelter Island, United States Show map

Situated around 5 minutes' walk from Lower Beach, the smoke-free Ram'S Head Inn Shelter Island offers 17 rooms. Featuring a restaurant, this 2-star hotel is 4.5 km from Dering Harbor Marina. More

From US$ 407 Book Now

Sunset Beach

35 Shore Road, Shelter Island, United States Show map

Situated nearly 20 minutes' walk from Crescent Beach, the 4-star beachfront Sunset Beach Shelter Island hotel offers 20 rooms. Featuring a restaurant and a shopping area, this Shelter Island hotel is… More

From US$ 596 Book Now

The Pridwin Hotel

81 Shore Road, Shelter Island, United States Show map

The 4-star The Pridwin Hotel Shelter Island lies in the rural area of Shelter Island, 3.1 km from natural attractions such as the locally run aquaculture Southold Bay Oysters Farm. This Shelter… More

From US$ 334 Book Now