After being resurrected and pulled two and a half centuries through time, Ichabod Crane finds himself in modern-day Sleepy Hollow, where he quickly realizes that evil has awoken with him. When Sheriff August Corbin is killed by the infamous Headless Horseman, Ichabod forms an unlikely bond with Detective Abbie Mills, a young cop who has her own childhood supernatural experiences. Together, the two embark on a mission to stop evil and uncover mysteries dating back to the founding of our country. Captain Frank Irving hesitates to believe Ichabod's tales of supernatural evil. But when Ichabod's former wife, Katrina, provides clues about impending evil, they all begin to realize that this town is anything but sleepy.
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.
Lt. Abbie Mills and Ichabod Crane search for Abbie's estranged sister, Jenny, who has escaped from a Sleepy Hollow psychiatric hospital. In a game-changing episode, which includes flashbacks to the real Boston Tea Party, Abbie and Ichabod discover more about the evil they are facing... and finally learn its name.
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.
Ichabod and Abbie try to stop the Horseman before he rides again, killing more people. As they try to thwart his plans, Andy makes contact with Abbie and tells her of a way to defeat their enemy.
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.
Ichabod and Abbie are called in to find a missing socialite, and the trail leads to a Colonial manor that Ichabod visited with his wife Katrina back in his own time... a manor that provided Katrina with sanctuary when she needed it most. Meanwhile, Irving meets with his ex-wife Cynthia to discuss their daughter Macey's future.
Ichabod enlists Henry Parrish (guest star Noble) 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.