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.

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.

When an unidentified boy is discovered in Sleepy Hollow, Ichabod Crane and Lt. Abbie Mills are called to the scene. After speaking with the child, they immediately realize that something sinister and sickly is afoot and the duo go on a hunt to discover his home and origins - and are shocked by what they find.

When Ichabod Crane goes missing, his wife, Katrina, appears to Lt. Abbie Mills in a vision warning her that the Headless Horseman will return to Sleepy Hollow by nightfall. A frantic Abbie seeks help from the mysterious Henry Parrish, who holds vital clues about how Crane can vanquish his dangerous blood tie to the Horseman. Meanwhile, an encounter from Crane's past weighs heavily on him, and details about his first encounter with Katrina are revealed.

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.

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.

When Capt. Iriving's daughter, Macy, becomes the target of evil forces, he makes a desperate plea to Crane and Mills for help, and seeks answers that lie within Washington's Bible. Meanwhile, a frightening chapter of Jenny's past is revealed.

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