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.

Ichabod Crane and Lt. Abbie Mills concoct a daring plan to try to rescue Ichabod's wife, Katrina, from the Headless Horseman by resurrecting a Frankenstein-like monster created by Benjamin Franklin. Meanwhile, Frank Irving faces new trouble after revealing the true details of his encounter with a demon, and Jenny Mills finds herself at odds with the new sheriff in town.

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.

Abbie and Ichabod learn that Katrina is in imminent danger and race against the clock to help her.

A series of mysterious deaths at Tarrytown Psych leads Abbie and Ichabod to discover that an especially surprising spirit is involved.

After the mysterious death of an art restorer at the Sleepy Hollow Historical Society soirée, Ichabod and Katrina are reminded of a dear friend from their past -Abigail Adams. Meanwhile, Abbie is shocked by someone's visit to the police precinct.