Movies Horror History Horror Horror History: Friday, November 19, 1999: Sleepy Hollow was released in theaters 4 Evil Eyes November 19, 1999 Johnny Depp is Ichabod Crane, an investigator determined to stop the murderous Headless Horseman. Source: JustWatch BUY IT NOW! Blu-ray DVD Amazon Prime Tags: horror Horror History ad Sleepy Hollow Post navigation Previous Horror History: Tuesday, November 16, 1999: The Haunting of Hell House was released direct-to-videoNext Horror History: Wednesday, November 24, 1999: End of Days was released in theaters Related Stories Sleepy Hollow : The Witches of the Western Wood #5 Available September 16 Comic Releases Horror Comic Books Sleepy Hollow : The Witches of the Western Wood #5 Available September 16 September 10, 2026 Sleepy Hollow (Limited Edition Steelbook 4K Ultra HD Reprint) (1999) Available September 22 Horror Movie Releases Movies Sleepy Hollow (Limited Edition Steelbook 4K Ultra HD Reprint) (1999) Available September 22 July 28, 2026 Sleepy Hollow : The Witches of the Western Wood #3 Available July 15 Comic Releases Horror Comic Books Sleepy Hollow : The Witches of the Western Wood #3 Available July 15 June 21, 2026