The Pridwin on Shelter Island

Dorian May • July 26, 2024

Next stop, The Pridwin on Shelter Island! Wednesday Night BBQ at The Pridwin Hotel

A large white house is sitting on top of a body of water surrounded by trees.

While many long-time East Enders know of the charming Pridwin Hotel on Shelter Island, like me, they may not realize it is perched only half a mile down the winding waterfront road from Sunset Beach. The chicly renovated property with resplendent seaside views and a sprawling pink, green, and bamboo-decorated rooftop patio restaurant and bar is also home to one of the most delicious old-school BBQs for Hamtonites in the know. The ferry from Sag Harbor is only ten minutes, and boaters can drop anchor to dine with exceptional ease using the complimentary docking service on the property. On Wednesday evenings, the front lawn is scattered with charming, red checkered cloth-covered tables setting the mood for BBQ night. Harkening back to the summers when the days seemed endless, the food was always somehow more memorable. Smoked prime beef brisket, pulled pork, molasses chicken, grilled swordfish, and clams are some of the mouthwatering mains served from silver chafing dishes. Sides of salads, mac and cheese, and homemade cornbread will fill your plate but leave some room for desserts made by Pridwin’s Executive Pastry Chef. Live music plays as the sun slowly descends beyond the horizon. With no detail spared, there is even an art table for kids to keep busy while adults enjoy specialty cocktails from the open bar. If you spend summers in the Hamptons, the Wednesday night BBQ feels like a vacation within a vacation, a short trip for a big taste of Americana!

The Pridwin BBQ runs through September 4th and costs $75 pp and $35 for kids with wine and open bar available in addition.

Reservations can be made online at caperesorts.com or calling (800) 200-5001 or through opentable.

Pridwin Hotel 81 Shore Road, Shelter Island

A large dining room with tables and chairs and a red and white awning.

A long bar with a red and white awning over it

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June 4, 2025

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