Sleepy Hollow Country Club is a historic country club in Scarborough-on-Hudson in Briarcliff Manor, New York. The club was founded in 1911, and its clubhouse was known as Woodlea, a 140-room Vanderbilt mansion owned by Colonel Elliott Fitch Shepard and his wife Margaret Louisa Vanderbilt Shepard. It was built in 1892–95 at a cost of $2 million and was designed by the architectural firm McKim, Mead & White; the estate became a contributing property to the Scarborough Historic District in 1984.

Devereux Emmet was a pioneering American golf course architect who designed more than 150 courses worldwide.