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.

Abbie and Crane's search for a missing Sleepy Hollow child reveals a creature akin to the Pied Piper, whose legacy with the child's family extends back to a centuries-old curse.

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.

Sheriff Corbin's son returns from war, but his strange behavior leads Abbie and Ichabod to question his intentions.

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.

After the mysterious death of an art restorer at the Sleepy Hollow Historical Society Soiree, 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.

With the help of Ichabod, Abbie and Jenny, Nick Hawley faces off against his evil childhood caretaker, and Captain Frank Irving adjusts to his new... life(?)

After escaping Purgatory, a warlock who triggered the Salem witch trials returns to find a dangerous book of spells. Meanwhile, Abbie attempts to trust Frank Irving again, while Henry struggles to find his identity.

Ichabod and Abbie face demonic creatures that guard a secret crypt and encounter Thomas Jefferson in their quest to fight evil. Meanwhile, Jenny learns a shocking secret about Frank Irving.

Ichabod and Abbie fight against those who want to re-awaken a powerful witch coven and Jenny learns a disturbing truth about Frank Irving.

The town of Sleepy Hollow and its inhabitants are permanently changed; a relationship is destroyed beyond repair.