Sleepy Hollow Country Club

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 ($65.1 million in 2022) and was designed by the architectural firm McKim, Mead & White; the estate became a contributing property to the Scarborough Historic District (on the National Register of Historic Places) in 1984.

Woodlea's exterior was designed in an Italian Renaissance Revival style, incorporating Beaux-Arts details. The building's facades are composed primarily of buff-colored Italian brick. The south and west facades are symmetrical, but the overall plan of the house is not. The house's west facade is the longest and most ornate, and has a view of the Hudson River from its west-facing windows and adjoining terrace. The main entrance is on the building's south, directly approached from the south drive. The interior also has significant features, including marble fireplaces, coffered ceilings, and extensive carved wood and plaster detail. The house has between 65,000 and 70,000 square feet (6,039 and 6,503 m²) of interior space, making it one of the largest privately owned houses in the United States.