Where to Stay

The Pridwin


81 Shore Road
Shelter Island , NY 11964
Distance / Proximity: 24.50 mi
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Photo of The Pridwin

The Pridwin Hotel and Cottages is a classic Gatsby-era resort hotel that maintains much of its original charm, located on a 10-acre site on Crescent Beach that was selected for its protected waters, gentle bay breezes, and for its breathtaking water views. It’s a seasonal hotel that opens in May and is in full swing from the last weekend of June through Labor Day with a range of resort amenities including a private pool, small private beach, and a variety of boats for water activities.  You can also rent cruiser bicycles or play the excellent Moussa Drame Tennis Club on the premises. Spectacular hiking is available nearby on the trails of the 1500-acre Mashomack Nature Preserve, one of the crown jewels of the Nature Conservancy.

With rooms that are considered modest in proportion by some, the hotel boasts a large comfortable lobby, a “living room,” for guests to congregate, play and relax. The Pridwin Bar Lounge offers a great range of music and an array of special drinks (hard and soft) for afternoon relaxation, sunset celebration or gazing at the stars. And don’t miss the legendary Wednesday-night outdoor cookouts followed by live music and dancing – it’s fun for all ages. 

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