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.
Sherlock Holmes is a master at solving the most impenetrable mysteries, but he has his work cut out for him on his latest case. As the famed detective investigates an alleged theft, he’s brought face to face with his most devious adversary yet — Professor Moriarty.
The only daughter of wealthy Wall Street banker, Evelyn Murray, while with her aristocratic fiancé, Bert Van Vliet, runs down and injures newsboy Terry McGuire. To avoid an embarrassing outcome, Bert persuades her to flee the scene of the accident. Evelyn is conscience-stricken and informs her father; he is then forced to pay "hush money" to a garage attendant who has witnessed the accident.
Bruce Edwards returns to his hometown to take possession of his late father's estate, but Sam Willetts presents him with documentation proving that Mr. Edwards traded the estate for worthless swampland. Bruce takes a job in the village tavern and romances June Gordon, whose mother suspects Willetts of foul play. When Willets falsely accuses Bruce of theft, the young man escapes. Bruce later regains his father's estate by convincing Willets that the swampland is valuable for manufacturing purposes. Afterward, June and Bruce leave on their honeymoon.