There are few destinations that capture the spirit of an idyllic American summer quite like The Pridwin Hotel & Cottages on Shelter Island. Just a ferry ride away from the Hamptons and easily accessible from New York City, this historic resort offers refined seclusion with a sense of warmth and timeless charm. Originally opened in 1927, The Pridwin underwent a meticulous renovation in April 2024 under the guidance of Cape Resorts, breathing new life into a beloved Long Island treasure while preserving its gracious soul.
Set on over seven lush acres that spill onto Crescent Beach, The Pridwin is a masterpiece of coastal living. The property’s Main House features thirty-three elegantly redesigned guest rooms, where nautical nuances meet contemporary comfort. Each space is curated to balance sophistication with serenity, inviting guests to unwind in style. For those seeking an even more private and extended retreat, sixteen standalone cottages dot the property. These intimate havens, complete with private decks, fireplaces, and generous living spaces, are perfect for family gatherings or friends’ getaways, offering a taste of Shelter Island’s secluded magic.
From the moment you arrive, The Pridwin evokes a sense of childlike wonder with grown-up indulgence. The property’s ambiance recalls a classic summer camp, albeit reimagined for the luxury traveler. Days are spent basking on a private beach, enjoying a yoga session beneath the open sky, or challenging friends to a game of pickleball. Paddleboarding adventures await on the water, while the on-site spa and pool provide moments of relaxation and rejuvenation. Every detail is designed to inspire joy, connection, and an appreciation for the outdoors.
Culinary excellence is an integral part of the Pridwin experience. The Terrace, the property’s main restaurant, is helmed by Executive Chef Matthew Murphy, whose elevated American cuisine reflects the bounty of the region. Locally caught seafood, produce from Shelter Island farms, and East End wines take center stage in an ever-evolving menu that is as vibrant as the view. For lighter fare, The Crescent Bar offers artful cocktails and coastal-inspired bites in a more relaxed setting.
On Wednesday evenings, a sense of community and nostalgia comes alive during the resort’s signature BBQ nights. This gourmet take on the classic cookout showcases the hotel’s ability to marry tradition with sophistication, inviting guests to gather under the stars and savor summer’s simple pleasures.
For discerning travelers seeking a retreat that blends understated luxury with coastal soul, The Pridwin Hotel & Cottages is a timeless escape that feels both exclusive and endearingly familiar.