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.
| Art | Michael Erler | Production Design |
| Costume & Make-Up | Christy Ann Newquist | Assistant Makeup Artist |
| Costume & Make-Up | J. Allen Highfill | Costume Design |
| Crew | Eddie Hice | Stunt Coordinator |
| Costume & Make-Up | Kelcey Fry | Assistant Makeup Artist |
| Production | Andi Copley | Associate Producer |
| Costume & Make-Up | Sheryl Ptak | Makeup Designer |
| Lighting | Greg Brunton | Lighting Director |
| Sound | Dana Mark McClure | Sound |
| Costume & Make-Up | Ron Wild | Makeup Designer |
| Art | Tim Schultz | Property Master |
| Art | John Ballowe | Assistant Art Director |
| Costume & Make-Up | Richard Sabre | Hairstylist |
| Production | Melissa Rhys Moore | Production Manager |
| Art | Chuck O'Connor | Assistant Art Director |
| Sound | Rob Meurer | Music Coordinator |
| Editing | Debbie E. Hill | Assistant Editor |
| Art | Jane Osmann | Art Direction |
| Production | Shelley Duvall | Executive Producer |
| Costume & Make-Up | Philip Goodman | Assistant Hairstylist |
| Editing | Marco Zappia | Editor |
| Directing | Edd Griles | Director |
| Production | Bridget Terry | Producer |
| Production | Shelley Duvall | Producer |
| Writing | Lan O'Kun | Writer |
| Production | Fred Fuchs | Producer |
| Sound | Robert Folk | Music |
