Sleepy Hollow may refer to:

Arts, entertainment, and media Films The Legend of Sleepy Hollow (film), a 1980 film directed by Henning Schellerup, based on Washington Irving's story Sleepy Hollow (film), a 1999 film directed by Tim Burton, based on Washington Irving's story

Literature "The Legend of Sleepy Hollow", an 1820 short story by Washington Irving, which inspired numerous adaptations

Music Sleepy Hallow (born 1999), American rapper and singer Sleepy Hollow (album), by the Siegel–Schwall Band (1972) Sleepy Hollow (soundtrack) of the Tim Burton movie (1999) "Sleepy Hollow", a 2020 song by Trippie Redd from the album Pegasus "Sleepy Hollow", a 2007 song by the Microphones from The Glow Pt. 2 (Other Songs & Destroyed Versions)

Television Sleepy Hollow (TV series), a 2013 American television drama series, loosely based on the Washington Irving story

Places United States Sleepy Hollow, Marin County, California Sleepy Hollow, San Bernardino County, California Sleepy Hollow, Illinois Sleepy Hollow, Indiana Sleepy Hollow, New York, the setting of Washington Irving's "The Legend of Sleepy Hollow" Sleepy Hollow, Virginia Sleepy Hollow, Wyoming Sleepy Hollow, a section of Plainfield, New Jersey Sleepy Hollow Lake, Greene County, New York

Elsewhere Sleepy Hollow (Mars), shallow depression on the planet Mars Sleepy Hollow, Saskatchewan, Canada Sleepy Hollow, South Australia, coastal feature adjoining the mouth of the Murray River

Cemeteries Sleepy Hollow Cemetery (Concord, Massachusetts) Sleepy Hollow Cemetery, Sleepy Hollow, New York

Other uses Sleepy Hollow Country Club, historic country-club in Scarborough-on-Hudson in Briarcliff Manor, New York Sleepy Hollow Stakes, thoroughbred-horse race held every fall at Belmont Park, New York Sleepy Hollow seat, manufactured by the Heywood-Wakefield Company Sleeping sickness of Kalachi, Kazakhstan, sometimes known as sleepy hollow

See also Sleepy Hallow, an American rapper