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The Pridwin Hotel & Cottages

A classic resort experience awaits at The Pridwin on Shelter Island. Welcoming guests since 1927, the 10-acre estate on Crescent Beach operates seasonally from May through Labor Day. Majestic views of Shelter Island Sound are the backdrop to this charming New England-style resort. The main hotel offers 40 rooms with private baths, and over half have partial or full water views. Taking advantage of the ideal outdoor setting, the Pridwin's slate of guest activities includes kayaking, sailing, rowing, bicycling, and tennis. A communal atmosphere is enhanced with a weekly Wednesday-night outdoor cookout followed by live music and dancing. The chic, modern cottages are perfect for couples looking for a little privacy or a small family that wants to do its own cooking. All are outfitted with a king bed, sofa bed, kitchenette, and deck offering bay views and easy access to the pool. The Inn's dining room is open to the public for dinner from late June through Labor Day, but guests can enjoy a full buffet breakfast and seaside lunch.