Ichabod Crane becomes the headmaster at a schoolhouse. He falls for Katrina Van Tassel but she has a lover: Brom Bones. Brom scares him off acting as the Headless Horseman only to meet the real one himself.
Unfortunately the movie The Legend of Sleepy Hollow is not yet available on HBO Max.
| Production | Shelley Duvall | Executive Producer |
| Production | Andi Copley | Associate Producer |
| Art | Michael Erler | Production Design |
| Art | Jane Osmann | Art Direction |
| Costume & Make-Up | J. Allen Highfill | Costume Design |
| Costume & Make-Up | Sheryl Ptak | Makeup Designer |
| Costume & Make-Up | Richard Sabre | Hairstylist |
| Costume & Make-Up | Ron Wild | Makeup Designer |
| Costume & Make-Up | Kelcey Fry | Assistant Makeup Artist |
| Costume & Make-Up | Christy Ann Newquist | Assistant Makeup Artist |
| Costume & Make-Up | Philip Goodman | Assistant Hairstylist |
| Production | Melissa Rhys Moore | Production Manager |
| Art | Tim Schultz | Property Master |
| Art | Chuck O'Connor | Assistant Art Director |
| Art | John Ballowe | Assistant Art Director |
| Sound | Dana Mark McClure | Sound |
| Crew | Eddie Hice | Stunt Coordinator |
| Lighting | Greg Brunton | Lighting Director |
| Editing | Marco Zappia | Editor |
| Editing | Debbie E. Hill | Assistant Editor |
| Sound | Rob Meurer | Music Coordinator |
| Directing | Edd Griles | Director |
| Writing | Lan O'Kun | Writer |
| Production | Bridget Terry | Producer |
| Production | Fred Fuchs | Producer |
| Production | Shelley Duvall | Producer |
| Sound | Robert Folk | Music |
