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Characters: Sleepy Hollow
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Main Cast

    Crane 

Prof. Ichabod Crane

"I was born more than two centuries ago and my wife is a prisoner in some otherworldly realm. I'm not stranger to complications."
Portrayed by: Tom Mison

A former professor of history at Oxford University prior to the American Revolution, he came to America with the British before switching sides and becoming a spy for the Patriots. Having beheaded the Horseman in 1781, he was brought back to life with the Horseman due to their blood mixing when they died. Despite his skeptical knowledge of the supernatural in life, he has been an invaluable resource following his resurrection due to his detailed knowledge of supernatural traditions.
  • Absurdly Youthful Father: His son Jeremy is physically an old man while Ichabod himself still appears young.
  • Adaptational Attractiveness: The Ichabod Crane from the short story is a spindly, lanky, nebbish type. This Crane is played by that guy to the right.
  • Adaptational Badass: To go with his handsome new looks, this Ichabod has gone from a superstitious coward to a centuries-old Badass. Even his credentials have been bumped up a bit—from simple country schoolteacher to an Oxford professor of History.
  • Adaptational Heroism: In The Legend of Sleepy Hollow, Ichabod is portrayed as a selfish Gold Digger who wanted to get the daughter and land of a wealthy farmer. This version is shown to have more honorable motivations.
  • Agent Mulder: It helps that, skeptic though he was in his own day, he has...well...
  • Badass
  • Berserk Button: Modern history's version of the Revolutionary War era, taxes on food and having to buy water.
  • Blue Blood: He was part of the English nobility. Didn't really like it, though, and he doesn't miss the fox-hunting.
  • Born in the Wrong Century: Inverted. Ichabod is uncommonly open-minded and progressive for having been born in the 18th century, which is a very good thing when he wakes up in the 21st century and has to work with a black female police officer. He still has trouble adjusting, but he does fairly well for a man who slept through just about every civil rights movement. He was also friends with Native Americans.
  • Broken Pedestal: Played for Laughs with Ichabod and Thomas Jefferson, after the former finds out that the latter not only fathered six children by one of his slaves, but also took a quote of Ichabod's and claimed it as his own. Ichabod initially tries to discount the former as "prurient gossip" until Irving gives him a Cliff Notes on DNA and how it proves Sally Hemmings' children were Jefferson's.
  • Buried Alive: At the end of Season 1. For extra irony, it's his son's former grave.
  • The Chosen One: Ichabod believes that he and Abbie are the two Witnesses foretold in the Book of Revelation.
  • The Comically Serious: Ichabod is extremely poised despite the modern world's attempt to fluster him.
  • Deadpan Snarker: Can be just as snarky as Abbie. Let's just say:
    Ichabod: "Yours isn't the first generation to invent sarcasm."
  • Defector from Decadence: In this interpretation, Ichabod started out as a British soldier before coming to agree with the American revolutionaries and switching sides.
  • Disappeared Dad: His son Jeremy was born after the Battle of Lexington and, until "Sanctuary," he doesn't even know that he had one.
  • Fish Out of Temporal Water: Although he has adapted to a surprising degree. He still doesn't understand or anticipate everything, but he's not floundering and freaking out.
  • The Future Is Shocking: Averted, largely. He takes his time displacement in stride and is more bemused rather than overwhelmed by the changes in American society and technology. However, the plastic packaging on his newly-purchased razor quickly frustrates him. He is unnerved by computers and the Internet, though.
  • Gentleman Snarker
  • The Gump: Name an American historical figure or event; chances are that Crane has met them or influenced their outcome in some way.
  • Huge Guy, Tiny Girl: Ichabod is at least a foot taller than Abbie.
  • Heroic BSOD: Has a noticeable one when he finds out Abraham is the Horseman of Death.
    • Same thing happens when he finds out his son is dead.
  • Iconic Outfit: It's already impossible to imagine him without the longcoat.
  • I Have No Idea What I'm Doing: Abbie lets Ichabod use a computer:
    Ichabod: Lieutenant, I may have done something catastrophic.
  • Limited Wardrobe: He's always wearing the same clothes he was buried in. In the fifth episode, he asks Abbie if he looks out of place in this century; while reassuring him he looks fine, Abbie does say that a change of clothes wouldn't hurt, so this may change soon.
    • Two words: skinny jeans. Ichabod is visibly uncomfortable with them and ends up in a similar outfit to his initial one, but he keeps his coat.
  • Mr. Fanservice: Because there is a perfectly good reason to see Ichabod wet and wearing just a towel.
  • My Greatest Failure: Ichabod defected from the British after failing to save Arthur Bernard, the man who showed him the truth about the Secret War, and he's carried that guilt ever since; in fact, that's what Death's been using to keep the two of them linked. In "The Sin Eater," Henry Parrish channels Bernard's spirit to help Ichabod let go of his guilt, severing the link.
  • Omniglot: He speaks several languages, including Greek and Middle English, due to having Photographic Memory.
  • Papa Wolf: When he learns Katrina had a son, he makes Moloch's minion regret ever screwing with them.
  • Photographic Memory: Although being a physician and a gentleman, learning multiple ancient languages would have been par for the course. The memory just helps explain why he remembers all the myriad tiny details of the mystic stuff happening during the Revolution that are still quite relevant today and why he can draw a map from memory to the exact detail.
  • Sealed Good in a Can: Basically what happened to Ichabod—his blood mixed with the Horseman's when he cut off his head, linking them, so Katrina had to put Ichabod in a sort of stasis to keep the Horseman sealed in its own can. However, its awakening caused Ichabod to awaken as well.
  • Sesquipedalian Smith
  • Sherlock Scan: This a talent of Ichabod's. In "The Sin Eater," from a quick study, he is able to determine the surname of his captor, his lineage, his occupation and that he is a Freemason.
  • The Snark Knight: For a guy with a vocabulary two centuries out of date, he can handle himself quite well.
  • Tall, Dark and British: Described as such by Jenny.
  • Tall, Dark and Snarky: Most of Ichabod's snark is aimed at modern inventions and ways.
    Ichabod to Abbie: The extent of which your generation has defiled this earth is truly mind-boggling.
  • Unwitting Pawn: He played right into Parrish's hands most of all.

    Abbie 

Lt. Grace Abigail "Abbie" Mills

"I'm trying to hold onto my sanity! Not to mention my job."
Portrayed by: Nicole Beharie & Jahnee Wallace

A life long resident of Sleepy Hollow. She was about to transfer to the FBI but due to the changes in the sleepy town has come to accept her role in the fight against the Horseman as the second Witness to the Apocalypse. Abbie is the driving force in the future of understanding the new Sleepy Hollow.
  • Action Girl: Facing a Badass, creepy-ass Mohawk demon? Gun that sucker down.
  • Agent Scully: It's explained as a decades-old habit from childhood, learned in order to defend herself from the twin evils of psychiatry and the foster system.
  • Aloof Big Sister: To Jenny.
  • Aloof Dark-Haired Girl: She doesn't get close to people. Again, explained by her childhood.
  • Ambiguously Bi: Ichabod managed to get from the desktop of Abbie's laptop to a female sex-chat video operator with just a little bit of keyboard flailing, which is only possible if (after pushing aside simple Rule of Funny,) Abbie already had the site bookmarked (and paid for the access) and/or it was the last site she had open when she shut down the browser, so it has fans wondering what Abbie was doing on the site in the first place...
  • Badass Adorable: She's a trained cop and handy with a gun, but she's also cute and tiny with big Puppy-Dog Eyes.
  • Beauty Is Never Tarnished: In her flashback, she was a remarkably cute homeless drug addict.
  • Broken Bird: Abbie is still very much affected by her encounter in the woods when she was a kid.
  • The Chosen One: According to Ichabod, Abbie is the second witness.
  • Dark and Troubled Past: She saw the trees and Moloch in high school, was pretty much ostracized after the fact because of it, then turned to drugs and running with bad people to just try and forget before she was arrested and managed to turn her life around.
  • Deadpan Snarker: She tells Ghost Corbin to only haunt her if he's going to be helpful.
  • Dead Guy Junior: "Sanctuary" reveals that she's named after her ancestor Grace Dixon.
  • Do Not Call Me Paul: Her first name is "Grace," but she prefers to be called "Abbie."
  • Extraordinarily Empowered Girl: She's strong-willed, vulnerable and is supernaturally touched.
  • Fair Cop
  • Foolish Sibling, Responsible Sibling: Played with. Abbie and Jenny both saw Moloch in the woods. They both went on to become troubled women. Thanks to Corbin, Abbie found a better path and became a cop.
  • Former Teen Rebel
  • Foster Kid: Deconstructed. Abbie had a number of problems in her youth (drugs, alcohol, crime) stemming from a lack of a stable home or dependable guardians. She turned her back on Jenny because she didn't want to be put back in the system.
  • Heroic Neutral: She was going to leave Sleepy Hollow for Quantico and not deal with what was going on, but after the events of the pilot, she decides to stay.
  • Heroic Sacrifice: She settles for one in "Bad Blood," but of a non-lethal variety.
  • Huge Guy, Tiny Girl: With Ichabod.
  • I See Dead People: She sees and communicates with Corbin's spirit the end of "Blood Moon."
  • Morality Pet: Possibly to Andy. In "Blood Moon," he appears behind her when she's looking for Serilda but does nothing to stop her.
  • My Greatest Failure: Abbie pretended she saw nothing and let her sister Jenny get taken away and committed for insisting they saw a demon in the woods. It nigh-permanently damaged their relationship, to the point where they stopped speaking altogether after ending up on opposite sides of the law.
  • Pintsized Powerhouse: She's only 5'1, but she proves to be more than capable in a shootout.
  • Raised Catholic: She mentions that her mom had her and Jenny attend Bible classes.
  • Reformed Criminal: She was arrested after trying to rob a pharmacy when she was a teenager, but she's turned her life around since then.
  • Sibling Team: With Jenny in "The Sin Eater" and "Necromancer."
  • Unwitting Pawn: To Parrish.
  • Why Did It Have To Be Haunted Houses?: She really doesn't like them.

    Frank 

Capt. Frank Irving

"This goes without saying, but in your description of events, let's make sure that the perp isn't headless."
Portrayed by: Orlando Jones

"You know, there are two things in life I believe a person should hold on to for as long as possible: virginity and skepticism. Surprisingly, I already lost the first thing so I'm going to hold on for the second one as long as possible."

The chief of the Sleepy Hollow police department (yet affiliated with the New York State Police) who is initially skeptical of Crane and Mill's assertions. He later discovers the supernatural truth of them when the three of them confront, battle, and trap the Horseman.
  • Action Dad: He has a young daughter.
  • Affectionate Nickname: Macey is fond of calling him "Popski."
  • Agent Scully: Even more than Abbie.
  • Angry Black Man: He's often rather irritated. It's a little hard to blame him, though.
  • Badass: Probably the biggest on the show, managing to hold his ground against the Horseman.
  • Da Chief
  • Deadpan Snarker
  • Fair Cop
  • Meaningful Name: He's presumably named after Washington Irving.
  • Papa Wolf: He doesn't take kindly to demons threatening Macey.
    • He also takes the fall for the actions of a possessed Macey in the Season 1 finale.
  • Reasonable Authority Figure: In "John Doe," Captain Irving not only deflects questions about Ichabod's qualifications as a police consultant, but makes arrangements allowing Abbie to abduct two quarantined patients from CDC custody based only on her hunch of how to supernaturally cure them.
    • Once he sees the Horseman in action with his own eyes, he's quick to help Abby and Ichabod.
  • Skeptic No Longer: He's now seen the Horseman with his own eyes, so he can no longer insist that the Horseman isn't real.
  • The Snark Knight: A lot of the time he fills the role of cynical commentator.
  • Tall, Dark and Snarky

    Katrina 

Katrina Crane née Van Tassel

"I am a Quaker, sir. I fight for the conviction that every man is free."
Portrayed by: Katia Winter

Ichabod's wife and secret witch who cast the spell to bind Ichabod to the Horseman. She appears to him in dreams in the present, claiming that she is trapped in a place between worlds and can only be freed with the defeat of the Horseman.

    Jenny 

Jennifer 'Jenny' Mills

"Remember I told you one time this town was going to go straight to hell? I hate being right."
Portrayed by: Lyndie Greenwood & India Scandrick

" I have more than faith. I'm a mental patient with a gun."

Abbie's younger sister who was confined in an institution for mental patients. They both witnessed the rise of the second Horseman when they were children. She briefly broke out of the institution, but has since returned after Abbie assured Jenny that she accepted what they had seen and would work to get her released legally. She eventually told Abbie that she was once possessed by a demon that told her to kill her sister and that she would purposely get herself arrested to protect her. She later takes part in helping to solve the mysteries surrounding the Horseman.
  • Action Girl
  • Aloof Dark-Haired Girl
  • Badass: She steadily trains in her hospital room, tricks a nurse into thinking she'd taken her meds, and then starts doing pull-ups on the window. She barely flinches when Moloch interrupts her.
    • She also holds her own in "Necromancer."
  • Brainy Brunette: She's well-versed on Sleepy Hollow artifacts.
  • Broken Bird
  • Brutal Honesty: She's not hesitant to say what she thinks.
  • The Cassandra: She saw Moloch in the woods and knows about the impending Apocalypse, but no one believes her and she's institutionalized because of it.
  • Crazy Survivalist: How she is seen. She's definitely a survivalist, if not crazy. She's also associated with a group of Crazy Survivalists in the past.
  • Dark and Troubled Past: Abbie and Jenny were burgeoning delinquents getting in and out of trouble until their episode in the woods, which separated them and left scars on them both.
  • Deadpan Snarker
  • Demonic Possession: "Vessel" shows that a demon named Ancitif possessed Jenny on and off for years.
  • Expy: Of Sarah Connor. Jenny is first introduced locked in a mental institution, working out to prepare to fight her enemy. She's also been trained all over the world to prepare for the Apocalypse.
  • Foolish Sibling, Responsible Sibling: Played with. Abbie and Jenny both saw Moloch in the woods. They both went on to become troubled women. Abbie turned her life around while Jenny sank deeper into her "insanity" and stole survival gear in preparation for the End of Days.
  • Foster Kid
  • The Lad-ette: Jenny is a tough fighter and she certainly loves her guns, even quipping that she thinks the guns that Irving loaned her were a gift.
    Irving: Cigars are a gift. Jewelry is a gift.
    Jenny: Maybe I'm a different kind of girl.
  • Little Sister Instinct: In "Vessel," Jenny reveals that she purposefully got herself institutionalized so that Ancitif wouldn't make her hurt Abbie.
  • The Nicknamer: Ichabod seems to be her favorite target.
  • The Ophelia: Averted. While she was institutionalized after she and Abbie saw the four trees in the woods, Abbie was the one to go into denial and delude herself, while Jenny had the entirely sane reaction of preparing for the upcoming Apocalypse.
  • Promotion to Opening Titles: Promoted to series regular for Season 2.
  • Quirky Curls
  • Raised Catholic: She can even recite passages by heart, specifically the Book of Revelation.
  • Sibling Team: With Abbie in "The Sin Eater" and "Necromancer."
  • Unwitting Pawn: To Parrish.

    Jeremy 

Jeremy Crane

Click to see Jeremy Crane. 
"War isn't coming to Sleepy Hollow. It's been here all along waiting to take form."
Played By: John Noble, Braden Fitzgerald & Danny Rawley

"Now you'll know what it is to lose faith. When it's gone, you have nothing. And when you have nothing, there's nothing holding you back from what you're capable of."

The Second of the Four Horsemen of the Apocalypse, War, bitter over how his parents' actions led to him being trapped in a coffin for two centuries in a state of living death until he was released by Moloch.
  • And I Must Scream: Coupled with Being Tortured Makes You Evil, he was left nearly dead, with his heart stopped, feeding on just the vines that crept into his pine box for two hundred years until Moloch found and resurrected him on the day Abbie and Jenny saw him (Moloch).
  • Antagonistic Offspring: The Season 1 finale reveals him to be this to Ichabod and Katrina.
  • Batman Gambit: Played like a pro on our heroes.
  • Bitch in Sheep's Clothing: He's not the gentle old fuddy-duddy he appears to be; he's a ruthless and crafty enemy.
  • Blessed with Suck: He has the ability to see the sins of others, but it's taken a hefty psychological toll and led him to become a recluse.
  • Blood Magic: His blood created the Golem and let him survive the witches' hex.
  • Chekhov's Gunman: He was the owner of the distorted hand that reached out of the earth when Abbie and Jenny saw Moloch for the first time, as they were witness to his resurrection as the Horseman of War.
  • Cool Old Guy
  • Evil All Along: He's secretly Jeremy Crane, the Horseman of War.
    "War isn't coming to Sleepy Hollow. It's been here waiting all along."
  • Exactly What It Says on the Tin: When Jeremy was resurrected, the church he stumbled upon (the church of Abbie's ancestors) was St. Henry's Parrish. He took his name from there. Jenny figures it out, but Headless shoots out her tires causing her to have an accident before she can tell Abbie.
  • Foreshadowing: That quote and a lot of other things make a lot more sense when you realize he was a man Only Mostly Dead for a long time. The episode where he reveals himself also shows a couple of his deliberate hints.
  • Four Eyes, Zero Soul: Wears a pair of thick glasses.
  • Hates Being Touched: Only out of necessity, though. He's very sensitive to seeing sins and touch only makes it worse.
  • The Hermit: He's largely become one as a result of his powers.
  • Luke, You Are My Father: To Ichabod and Katrina.
  • Manipulative Bastard: Plays Ichabod, Abbie, Jenny and Katrina like a Ukelele in Season 1.
  • Meaningful Name: Henry Parrish, the Sin Eater. Actually in-universe, as he picked this name after the orphanage in which he was raised, St. Henry's Parish.
  • Promotion to Opening Titles: Promoted to series regular for Season 2.
  • Tragic Villain: Jeremy truly has had a tragic life: raised in an abusive orphanage, tormented by powers he doesn't understand with only a living doll for company and eventually buried alive for two centuries. It's little wonder he's so angry and tortured.
  • The Unfettered: He doesn't bat an eye at trading his mother away or burying his father alive.
  • Walking Spoiler
  • Witch Species: A given considering who his mother is.
  • You're Not My Father: To Ichabod and Katrina during the reveal. He says that Moloch is his real daddy.

Sleepy Hollow Police Department

    Morales 

Det. Luke Morales

Portrayed by: Nicholas Gonzalez

Abbie's co-worker and ex-boyfriend.

    Brooks 

Andrew 'Andy' Brooks

"Rumors of my demise have been...pretty much true."
Portrayed by: John Cho

Abbie's co-worker and friend. He was revealed to be affiliated with the coven that resurrected the Horseman and, despite having his neck broken in the pilot for his failure, has since returned as an undead being to aid other spirits in their efforts to be reborn.

    Corbin 

Sheriff August Corbin

"My clock has its own schedule."
Portrayed by: Clancy Brown

Abbie's mentor and father figure. He was decapitated by the Horseman during the Horseman's return. He was apparently aware of the secrets of Sleepy Hollow and collected extensive records.

Other Characters

    Henry 

Henry Parrish

"We never bury the dead, son. Not really. We take them with us. it's the price of living."
Played By: John Noble

A Sin Eater who helped Crane break the curse connecting him with the Headless Horseman.
  • Blessed with Suck: He has the ability to see the sins of others, but it's taken a hefty psychological toll and led him to become a recluse.
  • Cool Old Guy
  • Exactly What It Says on the Tin: When Jeremy was resurrected, the church he stumbled upon (the church of Abbie's ancestors) was St. Henry's Parrish. He took his name from there. Jenny figures it out, but Headless shoots out her tires causing her to have an accident before she can tell Abbie.
  • Hates Being Touched: Only out of necessity, though. He's very sensitive to seeing sins and touch only makes it worse.
  • The Hermit: He's largely become one as a result of his powers.
  • Meaningful Name: Henry Parrish, the Sin Eater. Actually in-universe, as he picked this name after the orphanage in which he was raised, St. Henry's Parish.

    Macey 

Macey Irving

Played By: Amandla Stenberg

The daughter of Cynthia and Frank Irving. She is in a wheelchair after being hit by a car. Her parents are divorced and she lives with her mother.
  • Affectionate Nickname: Irving often calls her "little bean."
  • Bratty Teenage Daughter: Downplayed. She's snarky when confronting Jenny, whom she thinks is her dad's new girlfriend, and she has some issues with Irving, but other than that, she's still a sweet girl who's usually easy to get along with.
  • Daddy's Girl: While she has her issues with Irving, she's quite close with him.
  • Demonic Possession: She gets possessed in "Vessel" when Irving fails to deliver Washington's Bible to Ancitif. Thankfully, Ichabod and the Mills sisters stop Ancitif in time.
  • Disabled Snarker/Little Miss Snarker: To an extent. She's certainly not afraid to speak her mind.
  • Nice Hat: She's seen wearing one in each appearance.
  • Plucky Girl: She's very upbeat and is quick to tell Irving that she's going to come out strong.
    "I mean, no matter how scary this gets, I'm not gonna let this thing beat me, right? I'm gonna keep fighting."
  • Quirky Curls

    Cynthia 

Cynthia Irving

Played By: Jill Marie Jones

    Rutledge 

J Rutledge

Played By: James Frain

Supernatural Creatures

    Moloch 

Moloch

Portrayed by: D.J. Mifflin

"The God Demon of Child Sacrifice," with the goal to bring forward the Apocalypse. As such, he was responsible for the raising of the Headless Horseman.

Moloch's appearance is blurred out, but he appears as a humanoid, with claws, horns, and demonic voice, speaking Greek. It has demonstrated invisibility, knowledge in magic spells, telekinesis, teleportation, and massive strength. He resides in the parallel dimenson known as "Purgatory."

    The Sandman 

Ro'kenhronteys/The Sandman

Played By: Marti Matulis

"You have been weighed on the scales and found...wanting."

An evil dream spirit, attacking people in their dreams.

    The Golem 

The Golem

Played By: Derek Mears

A vicious beast resembling a humanoid stitched doll. He was the protector of Ichabod's son Jeremy.
  • Blood Magic: The method by which he is created, and how he is killed.
  • Impaled with Extreme Prejudice: By Ichabod, using a shard of glass stained with blood.
  • Papa Wolf: With Ichabod gone, the Golem served as the closest thing Jeremy had to a father, acting as his tireless protector.
  • Sadly Mythtaken: its resemblance to the traditional Golem of Jewish lore is...tenuous, at best

    Ancitif 

Ancitif

Played By: Lyndie Greenwood, Judd Lormand, Karen Beyer, Matthew Mercurio, Michael Roark, Nicholas Gonzalez, Amandla Stenberg, Nydia McFadden

A demon of possession and a lieutenant of Moloch.

The Horsemen

    The Headless Horseman 

Abraham Van Brunt AKA The Headless Horseman/Death

Played By: Jeremy Owens, Craig Branham, Richard Cetrone & Neil Jackson

An undead man who sold his soul to Moloch after being killed by The Shadow Warriors. His head was later severed by his former best friend, a former history professor-turned Revolutionary War captain Ichabod Crane, causing him to become known as the Headless Horseman.

Both Abraham and Crane were later resurrected in 21st-century Sleepy Hollow, where he was revealed to be the First of the Four Horsemen of the Apocalypse: Death.

    Pestilence 

Pestilence/Conquest

Played By:

The Third of the Four Horsemen of the Apocalypse. He appears as a Japanese Samurai wielding a bow riding a black horse.

    War 

War

Played By: John Noble

One of the four horsemen.
  • Animated Armor: Has no body inside his suit of armor. Until Jeremy breaks the second seal, allowing him to take on the armor.
  • Flaming Sword

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