After a rare day out, allowing Crane and Abbie to relax and bond more personally while contemplating democratization trough baseball, he is abducted while returning home. The sisters make out that a vision warning from Katrina about a 'sin eater' in order to stop the apocalyptic rider of death refers to a living person, Henry Parrish, but he retired as the work drains him completely. Crane meanwhile discusses his moral dilemma when ordered to execute an escaped slave and pamphleteer with his Free Mason abductors, who appeal to his courage again to stop Death by suicide.

Ichabod enlists Henry Parrish to help him communicate with Katrina, but in the process, a menacing danger is unleashed from purgatory.

Ichabod and Abby discover the shocking truth behind George Washington's death, while Irving makes a rash decision for the sake of his family that affects his future.

The battle between good and evil comes to an explosive head.

Picking up immediately after the spellbinding events of the Season One finale, Ichabod finds himself buried alive in a coffin; Abbie is trapped in purgatory; Ichabod's wife, Katrina, has been kidnapped by the Headless Horseman; Capt. Frank Irving is behind bars for a murder he did not commit; and Abbie's sister, Jenny, is among the wreckage of a horrific car crash. These events were due, in large part, to the shocking revelation that Henry Parish, the trusted friend of Ichabod and Abbie, is actually Ichabod and Katrina's son and the Second Horseman of the Apocalypse. Now, with Henry's emergence as the Horseman of War, alongside the Headless Horseman.