Ichabod Crane finds himself 250 years in the future and realizes that evil accompanied him to modern-day Sleepy Hollow; Ichabod forms a bond with Detective Abbie Mills after the Headless Horseman murders the sheriff.

Still adjusting to his 21st century reality, Ichabod Crane and Det. Abbie Mills move forward in their mission to unravel the mysteries lurking in Sleepy Hollow. A frightful vision from Ichabod's former wife Katrina, sends the unlikely duo on the hunt for a vengeful witch from the 1700s who has been awoken by unknown evils and is on a path of destruction in the quaint town. Meanwhile, despite all odds, Officer Andy Brooks is back and on a questionable mission of his own.

Abbie and Ichabod look for clues to stop the evil in town; Abbie receives an unexpected visit from Andy Brooks.

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

Ichabod and Abbie discover a massive secret buried within the pages of George Washington’s Bible and unearth the shocking true nature of the founding father’s death. Meanwhile, Captain Irving makes a near-impossible decision for the sake of his beloved family that drastically changes his future.

The battle between good and evil comes to an explosive head – sacrifices must be made, worlds collide, loyalties are tested and the town of Sleepy Hollow will never be the same

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.