Ichabod, Abbie, Capt. Irving and Jenny Mills unite against the Headless Horseman; information about the Horseman's motive shocks Ichabod.

Henry sets out to find the Gehenna Key, which will allow his master Moloch to escape from Purgatory with an army of the damned. Meanwhile, Ichabod tries to free himself from his buried tomb, and Jenny must escape the Hessians holding her on Henry's behalf.

Ichabod and Abbie concoct a daring plan to try to rescue Ichabod's wife from the Headless Horseman by resurrecting a Frankenstein-like monster created by Benjamin Franklin. Frank faces new trouble after revealing the true details of his encounter with a demon. Jenny 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. Captain Frank Irving is put in the position where he must choose between his family and the greater good. 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. Katrina and Crane learn unsettling things about each other's pasts. 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.

Ichabod and Abbie set out to find the Sword of Methuselah, the only weapon capable of killing Moloch and ending the coming apocalypse.

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

Reeling from the events of their standoff with Moloch, Ichabod and Abbie encounter an angel, Orion, that they believe can help them. Meanwhile, Katrina searches for the humanity in Abraham.