Set near the Dutch settlement of Tarry Town in the secluded and mysterious glen of Sleepy Hollow, schoolmaster Icabod Crane competes with Brom Bones for the attention of the beautiful Katrina.

As Icabod heads home, he is hunted by the Headless Horseman.

Irving's haunting, yet humorous narrative describes the tale of the schoolmaster whose lonely journey home that turns into a night of delightful terror.