The Pridwin Hotel & Cottages is one of the best boutique hotels in Shelter Island, NY. Opened in 1927, the hotel on Crescent Beach has been welcoming travelers for nearly a decade. Recently transformed, the interior is heavily inspired by retro summer camps and nautical design. Revolving around crisp white tones, the 49 rooms & cottages feature whimsical furnishings, wicker touches, and vibrant fabrics.
Surrounded by lounge beds and lush greenery, the waterfront outdoor pool offers panoramic ocean views. You can also soak in the sun at Crescent Beach, indulge in a treatment at the spa, or play a game of tennis; the activities at The Pridwin are endless. For culinary, The Terrace is an al-fresco restaurant with classic Long Island dishes, while The Crescent Bar showcases a contemporary twist on classic cocktails.















