A sprawling Gatsby-era seaside resort with a private beach and pool – includes breakfastGoing to tennis camp, or taking out a Sunfish, kayak or paddleboard on the Peconic River
Admiring the Travel + Leisure favorite’s 1920s architecture and renovated interiors
Sampling fresh fish, caught by the owner and his son, at the restaurant
Attending one of the popular cookouts, if you’re here on a Wednesday, with movie nights on certain evenings for kids
What To Know
The overall feel is very Dirty Dancing-esque
Rooms are small and no-frill
Free WiFi can have trouble reaching guestrooms—when all else fails, head to the lobby
A recently revamped Shelter Island icon packed with original charm and boasting plenty of seasonal fun
The Pridwin Beach Hotel & Cottages originally derived its name from the shield used by King Arthur in Celtic legend, and there’s certainly a stately and even mythical quality about this seasonal getaway. That's always been the case, as it spans 10 acres and is centered around a grand 1920s mansion that overlooks the beach. But today, the property feels especially regal, and not only because it underwent a significant renovation in recent years to return it to its former glory, while adding plenty of modern updates. In fact, it’s become something of a Shelter Island icon, with an endorsement from Travel + Leisure and a reputation throughout the region as a place where the elegance of the past lives on.
Chalk up the 90-year-old hotel’s popularity – not to mention, its longevity – to a wide array of first-class comforts and all-American amenities. The historic tennis offerings have been expanded, while the gentle current around the dock that makes the water perfect for swimming (and paddleboarding and kayaking); the brilliant views; and the inviting atmosphere in the lobby, which now hosts seasonal movie nights for kids, have all remained the same. The dining program is also still impressive, today highlighting fluke, flounder and bass freshly caught by the owner himself and his son, which are prepared by a veteran of a Geoffrey Zakarian restaurant. Come on a Wednesday, and you can even attend a delightful cookout on the front lawn, wildly popular with the locals, where seafood is served and music plays, as the sun disappears into the bay.
There are 40 accommodations, and all are air conditioned and complete with private baths, telephones and cable TVs. They’re spread across three levels of the hotel and each equipped with a complimentary Wi-Fi connection.Water View rooms offer full views of the bay and hold either a king or queen-sized bed. Large Property View rooms offer a bit more space and all include a king bed and a sofa bed. Both room types are found on floors two and three.
Like the hotel, the restaurant at the Pridwin opens seasonally, starting in June. Also like the hotel, it’s been around since the 1920s, but today has been taken in a new, more modern direction, by Chef Swainson Brown (a veteran of Geoffrey Zakarian and Doug Psaltis eateries). Under him, the kitchen turns out dishes of fluke, flounder, bluefish, weakfish, bass, mako, cod and wahoo, all caught by hotel owner Richard Petry and his son. It also prepares the barbecue-style fare for the wildly popular cookouts, which take place on Wednesday nights and the Fourth of July. Sips are on hand at the bar, whipped up by mixologist Jean-Pierre Torrealba.
Hamptons meets rustic, campy chic on Shelter Island, a dream for those looking for a charming, quiet getaway. With quaint cafés, plantation homes, secluded beaches and an abundance of outdoor life, this inviting destination is just what the doctor ordered. Since there are no stoplights – and barely any cars – bikes are a must and are the best way to explore the island, which is only four and a half miles in length. Borrow one of the hotel's one-speed cruisers.The Mashomack Nature Preserve is near The Pridwin, featuring 2,000 acres of trails, creeks, woodlands, marshes, wetlands and coastline, giving you the perfect backdrop for your favorite outdoor activities. Stay on the 10-acre grounds to swim in the bay-view pool, attend tennis camp, or listen to live jazz music.