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* ExtremelyShortTimeSpan: Barring the prologue (which plays out in RealTime on one night during UsefulNotes/theAmericanCivilWar), the film occurs over one [[HorrorDoesntSettleForSimpleTuesday Halloween]].

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* ExtremelyShortTimeSpan: Barring the prologue (which plays out in RealTime on one night during UsefulNotes/theAmericanCivilWar), UsefulNotes/TheAmericanCivilWar), the film occurs over one [[HorrorDoesntSettleForSimpleTuesday Halloween]].
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* ItWorksBetterWithBullets: Nash grabs Sheriff Otis's gun out of his holster and points out the sheriff. When the sheriff draws his back-up piece, Nash pulls the trigger several times only for nothing to happen. Otis then points out that the revolver is a single-action and that it has to be cocked before it will fire.
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* DepravedDwarf: The clan of murderous inbred rednecks in Wormwood Ridge includes several dwarfs. One of them, known as 'the Rag Doll Man', makes rag dolls and then chops their heads off to represent the travellers who have lost their heads to the Horseman.
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* BadassPreacher: Calvin Montgomery (the man who would later be resurrected as the HeadlessHorseman) was child murdering Satan worshiper. He was finally taken down by priest who took Calvin's sword, doused it in holy water, and used it to kill him.

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* BadassPreacher: Calvin Montgomery (the man who would later be resurrected as the HeadlessHorseman) was a child murdering Satan worshiper. He was finally taken down by priest who took Calvin's sword, doused it in holy water, and used it to kill him.

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* CombatTentacles: When the HeadlessHorseman's head is starting to reform, it initally manifests as a writhing mass of tendril which Headless uses to grab hold of Ava.



* ExtremelyShortTimeSpan: Barring the prologue (which plays out in RealTime on one night during UsefulNotes/theAmericanCivilWar), the film occurs over one [[HorrorDoesntSettleForSimpleTuesday Halloween]].



* {{Hellgate}}: there is a bubbling spring in Calvin Montgomery's cellar. This was where he used to place the bodies of his victims when he was human murderer. After being transformed into the HeadlessHorseman, he delivers the heads of his victims here to keep his pact with Hell.

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* {{Hellgate}}: there There is a bubbling spring in Calvin Montgomery's cellar. This was where he used to place the bodies of his victims when he was human murderer. After being transformed into the HeadlessHorseman, he delivers the heads of his victims here to keep his pact with Hell.
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* StingyJack: More than once, Headless appears with a jack-o-lantern in place of his head. Destroying the gourd does nothing to slow him down.
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* CannotCrossRunningWater: Headless cannot cross running water. As the town of Wormwood Ridge is surrounded by a deep gorge--accessible only by two bridges--this means he cannot leave the town, and the townsfolk have to lure in victims for him.
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* JackBauerInterrogationTechnique: Lizzie extracts the information the group needs from Kolchak by hitting him in the knee with hammer till he tells them what they want to know.
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* WhenTheClockStrikesTwelve: Headless has until midnight on All Hallows Eve to deliver the seven heads of his victims. If he fails, Hell will claim him and the entire town.
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* TheDitz: Tiffany. After Doc discovers that the 'blood' on her forehead is really [[ABloodyMess red nail polish]], her reaction is an astounded "Oh! So that's why it didn't hurt!"
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* {{Hellgate}}: there is a bubbling spring in Calvin Montgomery's cellar. This was where he used to place the bodies of his victims when he was human murderer. After being transformed into the HeadlessHorseman, he delivers the heads of his victims here to keep his pact with Hell.


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* ShortcutsMakeLongDelays: Seth, at Tiffany's urging, decides to take shortcut to Halloween party along a road that is not on the GPS, claiming it will knock two hours of their journey. Instead, it gets them stranded in Wormwood Ridge, a TownWithADarkSecret.
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* DefectorFromDecadence: Candy, who decides that she has had had enough of Wormwood's murdering ways and helps the teens escape on the proviso that they take her with them. It is also revealed that she is the only person in town who is not a descendant of Calvin Montgomery.
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* BadassPreacher: Calvin Montgomery (the man who would later be resurrected as the HeadlessHorseman) was child murdering Satan worshiper. He was finally taken down by priest who took Calvin's sword, doused it in holy water, and used it to kill him.


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* WhoWearsShortShorts: Candy, who enters the picture by stepping out of a tow truck wearing extremely short Daisy Dukes and a halter top.

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* MyHorseIsAMotorbike: Liam and Lizzie lock the HeadlessHorseman inside the garage and set fire to it. After the garage explodes in a fireball, Headless comes crashing out through the doors on a motorbike.




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* WouldHurtAChild: Calvin Montgomery was a child murdering Satan worshiper before being killed and resurrected as the HeadlessHorseman.
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* AnAxeToGrind: Doc uses an axe to cut Ava free when she is grabbed by the tendrils sprouting from Headless's neck during the fight in the general store. Headless later uses the same axe to [[OffWithHisHead chop off Doc's head]].
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* ReusableLighterToss: Liam spreads gasoline around Rusk's garage and then lights it by tossing Doc's lighter inside.
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* ScaryScarecrows: In the prologue, the confederate private walks past a scarecrow only to stop and realize it is the headless body of the scout. Later, Headless poses as a scarecrow to terrify the teens. Doc questions why there is a scarecrow in the middle of a forest. When he turns around, the scarecrow pole is empty.

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* EvilDoesntSettleForSimpleTuesday: Calvin Montgomery rises as a HeadlessHorseman every seven years on Halloween.


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* HorrorDoesntSettleForSimpleTuesday: Calvin Montgomery rises as a HeadlessHorseman every seven years on Halloween.
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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/headlesshorseman_8.jpg]]


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* EvilDoesntSettleForSimpleTuesday: Calvin Montgomery rises as a HeadlessHorseman every seven years on Halloween.


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* HeadlessHorseman: Every seven years, Calvin Montgomery raises from the grave on Halloween as a HeadlessHorseman.
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* CutHimselfShaving: The explanation Pa Rusk gives when Sheriff Rusk asks him his head his covered in blood.

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* CutHimselfShaving: The explanation Pa Rusk gives when Sheriff Rusk Buck asks him his head his covered in blood.
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* CutMyselfShaving: The explanation Pa Rusk gives when Sheriff Rusk asks him his head his covered in blood.

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* CutMyselfShaving: CutHimselfShaving: The explanation Pa Rusk gives when Sheriff Rusk asks him his head his covered in blood.



* SuggestiveCollison: When the van blows a tyre and runs off the road, Liam and Ava are thrown off the seat and end up lying on top of each other. They both comment, awkwardly, on this situation.

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* SuggestiveCollison: SuggestiveCollision: When the van blows a tyre and runs off the road, Liam and Ava are thrown off the seat and end up lying on top of each other. They both comment, awkwardly, on this situation.
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* CutMyselfShaving: The explanation Pa Rusk gives when Sheriff Rusk asks him his head his covered in blood.


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* SuggestiveCollison: When the van blows a tyre and runs off the road, Liam and Ava are thrown off the seat and end up lying on top of each other. They both comment, awkwardly, on this situation.
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* CameraFiend: Lizzie. Through the opening scenes, she is shown taking photos of anything and everything. She only stops when the inhabitants of Wormwood steal her camera.



* WhenThePlanetsAlign: The Horseman rises once every seven years on all Hallows Eve when the entirety of the constellation Hydra is visible in the sky.

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* WhenThePlanetsAlign: The Horseman rises once every seven years on all Hallows Eve when the entirety of the constellation Hydra is visible in the sky.sky.

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* DeadlyDisc: In the prologue, Headless decapitates a Confederate soldier with a razor edged disc.


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* IdenticalGrandson: Sgt. Mosby Rusk is identical to his descendant Pa Rusk. Possibly justified as the Rusk family is drawing from a very limited gene pool.

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* CarFu: Candy runs over Pa Rusk with the tow truck when he tries to stop he leaving town

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* CarFu: Candy runs over Pa Rusk with the tow truck when he tries to stop he leaving towntown.



* EpicFlail: When the teens are attempting to escape through the woods, Headless attacks them from horseback wielding a morningstar. He knocks down Tiffany who falls on a BearTrap and [[OffWithHerHead is decapitated]].



* TownWithADarkSecret: Wormwood Ridge is populated entirely by the descendants of a child-murdering Satan worshipper. Every seven years they lure in sacrifices for the Headless Horseman to keep the bargain with Hell intact.

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* SinisterScythe: When Liam attacks Headless with the holy sword, Headless defends himself wielding a pair of sickles.
* TownWithADarkSecret: Wormwood Ridge is populated entirely by the descendants of a child-murdering Satan worshipper.worshiper. Every seven years they lure in sacrifices for the Headless Horseman to keep the bargain with Hell intact.
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* SmallTownWithADarkSecret: Wormwood Ridge is populated entirely by the descendants of a child-murdering Satan worshipper. Every seven years they lure in sacrifices for the Headless Horseman to keep the bargain with Hell intact.

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* SmallTownWithADarkSecret: TownWithADarkSecret: Wormwood Ridge is populated entirely by the descendants of a child-murdering Satan worshipper. Every seven years they lure in sacrifices for the Headless Horseman to keep the bargain with Hell intact.
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* CarFu: Candy runs over Pa Rusk with the tow truck when he tries to stop he leaving town


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* SmallTownWithADarkSecret: Wormwood Ridge is populated entirely by the descendants of a child-murdering Satan worshipper. Every seven years they lure in sacrifices for the Headless Horseman to keep the bargain with Hell intact.

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* CobwebJungle: The inside of the Horseman's cellar is shrouded in cobwebs.

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* CobwebJungle: The inside of the Horseman's Headless's cellar is shrouded in cobwebs.



* OffWithHisHead: The Horseman makes all of his kills by decapitation.

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* OffWithHisHead: The Horseman Headless makes all of his kills by decapitation.decapitation.
* ShootTheFuelTank: The sheriff shoots the gas tank of his own truck to stop the teens escaping: blowing up the truck and killing himself in the process.

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* BearTrap: A bear trap buried in the road shreds the tyres of the teens' van.

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* BearTrap: A bear trap buried in the road shreds the tyres of the teens' van. They later discover the woods are lined with bear traps to stop the sacrifices escaping. Tiffany is falls on one and is decapitated.



* {{Fingore}}: Seth raises his habd in an attempt to ward of the Horseman's axe. Instead, it cuts off his fingers.

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* {{Fingore}}: Seth raises his habd hand in an attempt to ward of the Horseman's axe. Instead, it cuts off his fingers.fingers.
* OffWithHisHead: The Horseman makes all of his kills by decapitation.
* WhenThePlanetsAlign: The Horseman rises once every seven years on all Hallows Eve when the entirety of the constellation Hydra is visible in the sky.
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''Headless Horseman'' is a film that aired on the Sci Fi Channel in October 27, 2007, based on the legend of the Headless Horseman. The movie takes the tack that the Creator/WashingtonIrving story was the "white-washed" version and the events in this horror film is the real story. It stars Richard Moll and Billy Aaron Brown and is directed by Anthony C. Ferrante.

After going through the woods on the way to a party, seven teenagers stumble upon a town called Wormwood Ridge. The townspeople are celebrating a Headless Horseman ceremony, which unbeknownst to the teenagers requires human heads from young people. The teens, with the help of a young tow-truck driver named Candy (who is initially on the town's side, but later feels guilty and decides to help the teens), attempt to escape the town before they are killed.

!!Tropes used in ''Headless Horseman'' include:

* BearTrap: A bear trap buried in the road shreds the tyres of the teens' van.
* ABloodyMess: When the van crashes, Tiffany thinks she has a head wound and worries that she is going to have a scar. When Doc examines the 'wound', he discovers the 'blood' is actually red nail polish from when she was painting her toenails.
* CobwebJungle: The inside of the Horseman's cellar is shrouded in cobwebs.
* {{Fingore}}: Seth raises his habd in an attempt to ward of the Horseman's axe. Instead, it cuts off his fingers.

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