Behind Closed Doors at Sleepy Hollow Country Club

Sleepy Hollow’s Woodlea mansion, once a Gilded Age Vanderbilt showpiece, now serves as one of the world’s most unique golf clubhouses. Built by McKim, Mead & White, the sprawling Hudson-River estate boasts original stables, lush gardens and a maintenance facility that doubles as a key design masterpiece—all wrapped into a stunning 18-hole experience.

Inside, members Brendan O’Rourke and GM Paul Brock give a behind-the-scenes tour: from the opulent locker rooms and cocktail lounges to overnight stays in historic rooms, plus little-known nooks that make this club truly one-of-a-kind. It’s a perfect blend of high-society history and modern golf culture.

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