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Iconic waterfront resort on Crescent Beach with stunning views and a rich history. The quintessential Shelter Island summer destination. Read more...

Shelter Island’s beloved Victorian hotel founded in 1872. A true island landmark in the Heights with charming rooms and a celebrated restaurant. Read more...

The Islander Restaurant is Shelter Island’s friendly neighborhood diner, a beloved local institution serving hearty American comfort food for breakfast and lunch daily. Located at 63 North Ferry Road, just steps from the North Ferry landing, it’s a natural first stop for visitors arriving on the island and a daily ritual for many year-round residents. The menu is a classic Read more...

The Ram’s Head Inn Restaurant is one of Shelter Island’s most treasured dining destinations, a historic waterfront inn offering refined cuisine in a setting of understated elegance. Located on a quiet cove overlooking Coecles Harbor, the restaurant exudes warmth and intimacy, making it the perfect choice for a romantic dinner or a memorable celebration. The seasonal menu showcases the finest Read more...

Eccentric Bagel is Shelter Island’s go-to spot for fresh-baked bagels, creative breakfast sandwiches, and great coffee in a fun, welcoming setting. Whether you’re loading up before a day at the beach, grabbing a quick bite after stepping off the ferry, or treating yourself to a leisurely morning meal, Eccentric Bagel has exactly what you’re looking for. The bagels are made Read more...