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- Ichabod and Abbie hunt a resurrected witch who is leaving a trail of charred corpses in her wake.
- Yet another soldier in the army of evil, the Sandman, seeps into the dreams of the residents of Sleepy Hollow. By infiltrating their minds at night, he tortures them to the brink - all because they, at one time, turned a blind eye to justice. When the Sandman seemingly sets his sights on Abbie, she is forced to begin to face her past - and her institutionalized sister, Jenny. With Ichabod by her side, and her life at stake, the duo must try to defeat the Sandman and continue their fight against evil.
- The lines between the living and the dead are blurred.
- Heeled by members of an ancient conspiracy, Ichabod and Abbie team up with Abbie's estranged sister in the search for an ancient artifact.
- 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 rare day out, allowing Crane and Abbie to relax and bond more personally while contemplating democratization trough baseball, he is abducted while returning home. The sisters make out that a vision warning from Katrina about a 'sin eater' in order to stop the apocalyptic rider of death refers to a living person, Henry Parrish, but he retired as the work drains him completely. Crane meanwhile discusses his moral dilemma when ordered to execute an escaped slave and pamphleteer with his Free Mason abductors, who appeal to his courage again to stop Death by suicide.
- Abbie and Ichabod must find hidden clues to thwart the evil in Sleepy Hollow and Abbie gets an unexpected visit from the enigmatic Andy Brooks.
- 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.
- When Ichabod and Abbie investigate a missing persons case, the search leads to a colonial-era house which holds secrets from Ichabod's past...and unleashes a long-dormant evil.
- Ichabod enlists Henry Parrish to help him communicate with Katrina, but in the process, a menacing danger is unleashed from purgatory.
- Irving's daughter becomes the focus of evil forces which leads him to plead with Crane and Det. Mills for help as well as Washington's Bible.
- 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.
- 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 series of mysterious deaths at Tarrytown Psych leads Abbie and Ichabod to discover that an especially surprising spirit is involved.
- 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.
- 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.
- 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.
- Sheriff Corbin's son returns from war, but his strange behavior leads Abbie and Ichabod to question his intentions.
- 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 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.
- Unforeseen sacrifices must be made and loyalties are put to the ultimate test in the fight against evil.
- 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.
- 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.
- With the help of Ichabod, Abbie and Jenny, Nick Hawley faces against his evil childhood caretaker. Captain Frank Irving adjusts to his new "life".