Sleepy Hollow Country Club’s Woodlea mansion is the lone Vanderbilt estate repurposed as a golf clubhouse, and it doesn’t skimp on history or style. Set on the Hudson, this Gilded Age gem features three McKim, Mead & White designs—from the grand main house to the horses’ stables and even what’s now the maintenance hub—offering a rare peek behind the ropes of an opulent private club.
Guided by member Brendan O’Rourke and GM Paul Brock, you’ll wander through lush gardens, luxe locker rooms, cozy overnight suites and all the quirky spots that make this place a golf world standout. Craving more insider access? Swing by GOLF.com for Top 100 course lists, gear reviews, celeb interviews and everything that keeps the game fresh.
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