The village of Sleepy Hollow is getting ready to greet the new schoolteacher, Ichabod Crane, who is coming from New York. Crane has already heard of the village's legendary ghost, a headless horseman who is said to be searching for the head that he lost in battle. The schoolteacher has barely arrived when he begins to pursue the beautiful young heiress Katrina Van Tassel, angering Abraham Van Brunt, who is courting her. Crane's harsh, small-minded approach to teaching also turns some of the villagers against him. Soon there many who would like to see him leave the village altogether.
| Actor | Role |
|---|---|
 Will RogersIchabod crane | Ichabod crane |
 Lois MeredithKatrina Van Tassel | Katrina Van Tassel |
 Ben Hendricks Jr.Abraham Van Brunt ('Brom Bones') | Abraham Van Brunt ('Brom Bones') |
| CCharles E. GrahamHans Van Ripper | Hans Van Ripper |
 Mary FoyDame Martling | Dame Martling |
| BBernard A. ReinoldBaltus Van Tassel ('Bernard Reinold') | Baltus Van Tassel ('Bernard Reinold') |
| DDowning ClarkeDominie Heckwelder | Dominie Heckwelder |
| JJerry DevineAdrian Van Ripper | Adrian Van Ripper |
 James SheridanJethro Martling ('Sheridan Tansey') | Jethro Martling ('Sheridan Tansey') |
| KKay McCauslandElsa Vanderdonck | Elsa Vanderdonck |
| NNancy ChaseGretchen | Gretchen |