Ichabod, Abbie, Captain Irving and Jenny Mills join forces and face the Headless Horseman. While staring down this nemesis, Ichabod is shocked by game-changing information about the Horseman's true motive.

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.

A woman from Ichabod Crane's past comes to Sleepy Hollow in the form of an un-dead Weeping Lady, aiming to harm anyone in her path. Meanwhile, Katrina and Crane learn unsettling things about each other's pasts, and Abbie has some unexpected flirtatious encounters.

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

Crane and Abbie set out to take down a succubus whom Henry has sent out to drain the life forces out of its victims.

Abbie and Ichabod are on a quest to find a weapon of ultimate power to kill Moloch - the Sword of Methuselah - before the Headless Horseman can stop them.

Unforeseen sacrifices must be made and loyalties are put to the ultimate test in the fight against evil.

Ichabod and Abby meet Orion, an angel who may be able to help them in the aftermath of their showdown with Moloch. Meanwhile, Katrina isn't quite ready to give up on Abraham.

Abbie Mills receives a message from Ichabod Crane after not hearing from him for several months. They now become aware of a new evil that must be addressed, and join forces with old friends to face this new threat to Sleepy Hollow.