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.

After a bank robbery turns violent, Abbie and Ichabod embark on a hunt for a mysterious silver coin that has more power than meets the eye. Meanwhile, Captain Frank Irving is put in a position where he must choose between his family and the greater good and the Mills' sisterly bond is put to the utmost test.