Packages/ High Summer Offer

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High Summer Offer

Available for stays in July, August, and September 2026

The Pridwin Hotel and Cottages

Make the most of peak summer season with 10% off your stay + a $150 dining credit. Available for a limited time on select stays.

Book Offer

The Pridwin Hotel & Cottages on Shelter Island offers a colorful and effortlessly chic waterfront escape. Days are spent on the tennis courts, out on the water, lounging by the beach, or enjoying sunset cocktails by the bay, while thoughtfully designed accommodations invite you to relax in comfort and style. Both nostalgic and fresh, The Pridwin is a polished island retreat that celebrates color, connection, and the timeless magic of summer.

Included in this Offer:

10% off your stay
$150 dining credit towards the Terrace restaurant

Book Your Stay

High Summer Offer

For assistance with making your reservation, we invite you to contact us directly.

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The Pridwin Hotel and Cottages

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Condé Nast Traveler

Hotel Of The Week

"Shelter Island, situated between the North and South Forks of Long Island, has always had its fans—not least among New Yorkers for whom it's a two-and-a-half hour drive away. While it doesn't have the fussy appeal of the Hamptons, it enjoys a whispered allure, as an old-money enclave with a tiny resident community and a certain laidback, if manicured, charm. Open in 2023 for its first full season after a two-year renovation, The Pridwin aims to make a fresh impression, while retaining-and celebrating-its history as a Shelter Island mainstay.

With 33 rooms and 16 cottages, it's also the largest hotel on the island. But its secret weapon is its location: Nestled along Crescent Beach overlooking the Peconic Bay, there's a sense of being tucked away into a private cove-and given it's built on an elevation, the views are stunning."