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The Wind in the Willows

    J. Thaddeus Toad 
https://static.tvtropes.org/pmwiki/pub/images/toad_6.png
Voiced by: Eric Blore, Les Perkins (Who Framed Roger Rabbit), Jeff Bennett (House of Mouse)

A fad-crazy, but well-meaning toad who is framed for theft.


  • Adaptational Heroism: He was framed for stealing the motorcar, while his literary counterpart was guilty of it.
  • Alliterative Name: Thaddeus Toad.
  • Bedsheet Ladder: Toad uses one to escape his bedroom. Also used later for lowering Mole to get the deed from Winky.
  • Keet: An incredibly energetic, boisterous thrillseeker.
  • Manchild: He's very emotionally open and acts like a child sometimes. Rat and Mole even feel like they need to baby him.
  • Protagonist Title: Not of his segment, but of the whole movie along with Ichabod Crane.
  • Species Surname: His surname is Toad and he's a toad.
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The Legend of Sleepy Hollow

    Ichabod Crane 
https://static.tvtropes.org/pmwiki/pub/images/ichabod_5.png
Voiced by: Bing Crosby

Ichabod Crane is the new schoolmaster of Sleepy Hollow. His charming, suave personality made him a hit with the ladies, but the true object of his affection was Katrina, which put him at odds with Brom Bones. He is very superstitious and easily frightened, which Brom takes advantage of by spinning a tale about the Headless Horseman... a tale that Ichabod finds out is true.


  • The Alleged Steed: Ichabod Crane borrows a skin-and-bones, broken down plow horse to ride to Von Tassel's Halloween ball, traveling at a plodding pace. When faced with the Headless Horseman on the way home however, he panics and takes off like a champion racehorse, outrunning the Horseman's black steed.
  • Animal Motifs: Ichabod is given several bird-like qualities including how his nose resembles a beak and that his last name is "Crane".
  • Big Eater: And yet he still manages to stay skinny.
  • Bitch in Sheep's Clothing: Ichabod at first comes off as a goofy, gentlemanly Nice Guy. But, the more he appears, the more his true self shines: A sly Gold Digger who only cares about food and money.
  • Character Tics: Licks his fingers after eating something.
  • Establishing Character Moment: Ichabod's first appearance has the narrator describing his unusual body type. And when he comes into Sleepy Hollow, we get a good look at his personality: He helps a woman with a tray of pies and slyly hides one in his hat before eating it, meaning getting the pie was his true objective. Also, when Ichabod comes into contact with a ladder and black cat, he moves around the former and turns the latter in a different direction by pulling its' tail with his cane. In short, he's a sly, Bitch in Sheep's Clothing with a huge appetite and even huger belief in superstitions.
  • Gag Nose: He has a very pointed beak-like nose.
  • Gold Digger: A male example. Ichabod mostly wants to marry Katrina so he can inherit her father's wealth.
  • Horror Struck: Averted, in that Ichabod fervently believes in all supernatural phenomena — even when (as it is strongly implied) the phenomena aren't supernatural. Later adaptations sometimes play the trope straight.
  • Ink-Suit Actor: He bares some resemblance to Bing Crosby, just slimmer and with a long hooked nose.
  • Jerkass: Ichabod gets less and less appealing as the story goes on. He calls Katrina's father "an old goat" and is particularly only interested in her cause of her money.
  • Kavorka Man: A gangly man with a Gag Nose and large feet...who becomes an instant Chick Magnet with most of the women in Sleepy Hollow.
  • Lean and Mean: He has a lanky body and turns out to be Bitch in Sheep's Clothing.
  • Meaningful Name: "Ichabod" is traditionally translated as "Inglorious," while "Crane" hints at the schoolmaster's tall, thin frame and beaky nose.
    "He was tall, but exceedingly lank, with narrow shoulders, long arms and legs, hands that dangled a mile out of his sleeves, feet that might have served for shovels, and his whole frame most loosely hung together. His head was small, and flat at top, with huge ears, large green glassy eyes, and a long snipe nose, so that it looked like a weather-cock perched upon his spindle neck to tell which way the wind blew. To see him striding along the profile of a hill on a windy day, with his clothes bagging and fluttering about him, one might have mistaken him for the genius of famine descending upon the earth, or some scarecrow eloped from a cornfield."
  • Nice Hat: A mid-century, triangular-shaped cap.
  • Protagonist Title: Not of his segment, but of the whole movie along with Mr. Toad.
  • Trademark Favorite Food: Ichabod may be a Big Eater, but the food he's seen eating the most is turkey.
  • What Happened to the Mouse?: An important question at the end: Ichabod's last appearance has him crossing the bridge to escape the Headless Horseman, but the latter threw his flaming pumpkin head at Ichabod's. And the only thing left Ichabod's hat and a smashed up pumpkin. It's debated on whether his spirit was carried away by the Horseman or if Ichabod left Sleepy Hollow and married a wealthy widow somewhere else as well as having numerous children with said widow.
  • Would Hurt a Child: Downplayed. As a school teacher, his brand of disciplining children was spanking them. And given the time period, this was considered acceptable.

    Katrina Van Tassel 
https://static.tvtropes.org/pmwiki/pub/images/kartina_smile.jpg
Voiced by: N/A

Katrina is the daughter of a wealthy farmer of Sleepy Hollow. Her beauty and wealth has a lot of men fighting for her affections, particularly Ichabod Crane and Brom Bones.


    Brom Bones 
https://static.tvtropes.org/pmwiki/pub/images/iceraichabodmrtoad4128.jpg
Voiced by: Bing Crosby

Brom Bones is one of the popular guys in Sleepy Hollow. He is Ichabod's primary rival for Katrina's affection. May or may not be the true identity of the Headless Horseman.


    Tilda 
https://static.tvtropes.org/pmwiki/pub/images/245px_tilda.png
Voiced by: Billy Bletcher

A Sleepy Hollow resident who becomes attracted to Ichabod, and later, Brom.


  • Abhorrent Admirer: Downplayed. Tilda is actually fairly tame for this trope, but Brom sees her as this.
  • Acrofatic: She's an incredibly energetic dancer.
  • Big Beautiful Woman: Subverted. She's the shortest character in her segment, and while not exactly beautiful in the same way as Katrina, she's certainly very cute.
  • Good Is Dumb: She's not the sharpest nail in the box, and she's oblivious to the fact that Brom was only using her to get to Katrina, but thankfully she's not the one who ends up getting embarrassed. She still comes across as very friendly and knows how to have fun at parties.
  • Nice Girl: She's one of the few characters who could unquestionably be considered good in the "Sleepy Hollow" segment, having no manipulative tendencies and seeking only to enjoy her time with either Ichabod or Brom Bones.
  • Throw the Dog a Bone: While it's true Brom was using her, Tilda still ends up having the time of her life once she gets to dance with someone.
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    The Headless Horseman 
https://static.tvtropes.org/pmwiki/pub/images/iceraichabodmrtoad5626_1.jpg
Voiced by: Billy Bletcher

The true antagonist of Sleepy Hollow, he apparently rides around Sleepy Hollow every Halloween at Midnight, looking to take someone else's head for his own. He chases Ichabod Crane, but it's left ambiguous if he spirited Ichabod away, or just chased him out of town.


  • Ambiguously Evil: We don't know for sure if he acts on genuine evil intent or simply because he's simply following his ghostly nature. However he's very sinister and shows sadistic pleasure in trying to kill Ichabod.
  • Badass Cape: He wears a long red cape.
  • Cannot Cross Running Water: "Once you cross that bridge, my friends, the ghost is through. His power ends." Though this won't stop him from nailing you with his pumpkin head.
  • Cool Horse: His horse despite looking scary and intimidating like its master is definetly cool looking.
  • Cool Sword: He wields a long and shining saber. You can even hear the "whoosh" sound in the air when he tries to behead Ichabod.
  • Dark Is Evil: He's all dressed in a gloomy black suit and surely he's not friendly.
  • The Dreaded: He's the most fearsome ghost of Sleepy Hollow. According to Brom Bones' song even the demons are deeply scared of him.
  • Evil Laugh: A deep and hollow laugh.
  • Evil Sounds Deep: While he doesn't talk, his laugh his quite deep and gravely.
  • Generic Doomsday Villain: Just like his book counterpart he only appears in the final sequence to chase Ichabod. His personality or his true motivations are never fully explained aside some clues from Brom's story.
  • Halloween Episode: He only shows up at Midnight on Halloween Night, according to Brom Bones' story.
  • Headless Horseman: Naturally.
  • Hellish Horse: His black and red eyed steed.
  • The Hyena: Voice-wise, all he does is laugh.
  • Improbable Weapon User / Use Your Head: The Headless Horseman's pumpkin is used to devastating effect as a throwing weapon.
  • Karma Houdini: He's one of the few Disney Villains who gets away with his crimes. This is of course assumed if he really managed to catch Ichabod or if Ichabod actually survived and fled Sleepy Hollow.
  • Knight of Cerebus: His appearance turns the movie into a terrifying, but still somewhat comical, chase scene.
  • Lean and Mean: He's slender although unlike Ichabod also quite athletic.
  • Nightmare Fuel Station Attendant: A tall, headless, black-dressed ghost mounted on a matching red-eyed horse. His ghostly laugh doesn't make anything better...
  • Pumpkin Person: Lacking a head of his own, he carries around a flaming jack-o-lantern as a replacement.
  • "Scooby-Doo" Hoax: It's left ambiguous if the Headless Horseman is a real spirit, or just Brom Bones in disguise scaring Ichabod Crane away from Sleepy Hollow.
  • Small Role, Big Impact: Despite appearing only at the climax, he's stil remembered for being one of the darkest and scariest villain in the Disney universe.
  • Sore Loser: After Ichabod cross the bridge thus preventing him to chase him any further The Horseman, apparently angry at this, reacts by throwing his flaming pumpkin at him.
  • Stalker Without a Crush: He relentlessly pursues Ichabod around the forest in order to behead him.
  • The Spook: Puns aside, we don't know anything about his past or who he was before dying.
  • "The Villain Sucks" Song: "The Headless Horseman" sung by Brom Bones during the Halloween party who describes his MO and the only way to (supposedly) escape him.

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