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The Pridwin Hotel & Cottages

The Pridwin Hotel & Cottages

Shelter Island


Resort Heritage Classic
Secluded

Opened 1927   Renovated 2022   $$$$

The Pridwin Hotel & Cottages — vibe

Vibe

White wicker, lawn games, and saltwater breezes set a nostalgic rhythm across ten waterfront acres overlooking Peconic Bay.

“Nostalgic waterfront hideaway”

Resort

Ten waterfront acres with private beach access, moorings, tennis courts, and bayfront swimming pool.

Heritage

A restored 1927 white clapboard hotel and standalone cottages overlooking Crescent Beach and Peconic Bay.

Classic

A Shelter Island institution since 1927, anchored by the multi-generational Wednesday evening waterfront cookouts.

Secluded

On a hillside overlooking Crescent Beach and Peconic Bay, surrounded by ten acres of waterfront grounds.

The Pridwin Hotel & Cottages — rooms

Rooms

Main house rooms open onto breezy decks, while standalone hillside cottages feature gas fireplaces, wet bars, and water views.

The Pridwin Hotel & Cottages — wellness

Wellness

A bayfront pool sits above Crescent Beach, backed by a dedicated spa with a sauna, hammam, tennis courts, and paddleboards.

The Pridwin Hotel & Cottages — backstory

Backstory

The Petry family has owned this 1927 classic since 1961, partnering with Cape Resorts for an extensive multi-year restoration.

The Pridwin Hotel & Cottages — eat & drink

Eat & drink

The Terrace serves local East End seafood over the bay, while the legendary Wednesday night cookouts draw multi-generational crowds.

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