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Played By: Quinn LordA strange young trick-or-treater wearing a flour sack mask and orange pyjamas, Sam appears throughout the film without much purpose. He originally appeared in Michael Dougherty's short "Seasons Greetings". However, it becomes clear there's more to Sam than there appears. He is revealed to be the Spirit of Halloween, laying the law down on those who break the rules of Halloween (wear a costume, give out candy, never extinguish a jack o'lantern before midnight) with killing intent and revealed to be an Improbable Weapon User and a Killer Rabbit. His fight with Mr. Kreeg reveals him to be a pumpkin-headed demon of sorts, hence why he wears the mask.
- All Hallows' Eve: What he exists for.
- Awesome Backpack: Sam carries a sack around with him which contains candy and weapons.
- Anti-Hero: He's not a villain, but if you disrespect Halloween, you do so at your own peril.
- Beware the Nice Ones: Sam appears to be a regular innocent trick-or-treater. Guess again.
- Blue and Orange Morality: Sam attacks those who break the rules of Halloween and peacefully interacts with those who obey them. He even spares Kreeg for following the rule he broke.
- Ceiling Cling: This proves that Sam's not human.
- Chekhov's Gunman: Appears in very minor roles throughout the segments, but eventually is revealed to be the spirit of Halloween itself.
- Creepy Child: Much shorter than any of the adult characters (and some of the kids, for that matter), he presents himself as a young trick-or-treater in a very, very creepy mask.
- Cute and Psycho: There is something infantile and childish about the way he behaves (whilst not killing people, anyway)
- Did You Just Have Tea With Cthulhu: Steven, Rhonda and Mr. Kreeg to an extent share this trope with him, Steven and Mr. Kreeg giving him candy whilst Rhonda pretty much worships Samhain (the original form of Halloween). He also observes the werewolves' surprise party.
- The Dog Bites Back: The FEARnet "Back to School" video has Sam kill a group of kids who bullied him at the bus stop.
- Early-Bird Cameo: Over ten years before the film in the short film Season's Greetings.
- Eldritch Abomination: ''Days of the Dead" takes him into this territory.
- Even Evil Has Standards: Despite not talking and generally causing several deaths in the movie, he will leave people alone if they follow Halloween tradition and did look a bit setback in The School Bus Massacre Revisited in comparison to Surprise Party.
- Giggling Villain: Only ever giggles or screams, in fact.
- Greater-Scope Villain: He is present in all segments, but only has an active role in one. Helps that he is the spirit of Halloween, so he's not technically a villain and more of a neutral entity that only attacks certain people for certain reasons.
- Improbable Weapon User: Sam carries a sack of candy with him...which he uses as weapons. He attacks Kreeg with a razor blade in a chocolate bar, and then turns a lollipop into bladed weapon which he uses to kill Emma.
- Ironic Nursery Tune: "Give me something good to eat..."
- Kick the Dog: Literally. It's implied he harms Mr. Kreeg's attack dog.
- Kids Are Cruel: But only if people break or ignore the rules of Halloween.
- Killer Rabbit: Actually played for laughs in an Easter trailer promoting FEARnet's future 24 hour marathon of the film.
- Little Mister Almighty: The Anthropomorphic Personification of Halloween is a young trick-or-treater who (in the FEARnet promos) still goes to school.
- Meaningful Name: Sam is actually short for "Samhain", the Celtic god of death and harvest, and the original form of Halloween. Even more meaningful when he is the spirit of Halloween.
- Never Hurt an Innocent: "Innocent" as in those who obey the rules of Halloween.
- Nightmare Face: Sam's face is really a skull-like pumpkin head.
- Nigh Invulnerable: He can survive having a bullet blown through his head.
- Pet the Dog: In some of the FEARnet promos but especially the Father's Day and Winter short.
- He also gives Rhonda some non-verbal approval at the end of The School Bus Massacre Revisited.
- Room Full of Crazy: Sam decorates Mr. Kreeg's bedroom with a flaming pumpkin, and blood written across the walls and ceilings of the Ironic Nursery Tune.
- Scary Scarecrows: He's dressed like one.
- Scary Stitches: His mask.
- The Reveal: He's a pumpkin-headed serial killer-like spirit of Halloween.
- The Speechless: Sam doesn't say a word aside from giggling and screaming.
- To the Pain: If someone breaks the rules of Halloween.
Main Characters in "The Principal"
Principal Steven Wilkins
Played By: Dylan BakerA seemingly innocent school principal who loves Halloween, Steven Wilkins actually hates those who disrespect the customs of Halloween and kills those who break the rules. He has a son, Billy, who appears to be molding into his Daddy's Little Villain. He later moonlights as a vampire-like man wearing a hooded cloak, and stalks Laurie. Unfortunately, this doesn't go well when Laurie is revealed to be a werewolf wanting her first kill, and Steven is the unlucky victim.
- Affably Evil: In his everyday Principal guise.
- Asshole Victim: He's a Serial Killer and implied rapist that gets offed by the girl he attempted to attack. It's very satisfying to watch.
- Buried Alive: He buries dead kids in his back yard, and a few who are still alive.
- Chekhov's Gun: The chocolate bar Steven gives Sam is later used to fight Mr. Kreeg.
- Deadly Prank: Steven poisons Charlie and acts like it was meant to be a Halloween trick.
- Family Values Villain: Scolds his son for using the word 'asshole'.
- Four Eyes, Zero Soul: He wears glasses and is a horrible person.
- Hate Sink: He's the closest thing the movie has to a Big Bad.
- Hoist by His Own Petard: He gets killed breaking the same rule as Charlie: forgetting things aren't always as they seem.
- Ironic Echo: Mr. Kreeg says "Screw you!" to Steven when he wishes him happy Halloween. Steven uses this on Mr. Kreeg later, unaware he is being attacked by Sam.
- Steven also says to Laurie "My my, what big eyes you have" while he's attacking her. She says those exact words back to him before she eats him.
- Malevolent Masked Man: When he becomes the vampire stalker.
- Meaningful Background Event: Steven can be seen following Laurie around the celebrations for most of the film.
- Sadist Teacher: Only to those kids who mistreat Halloween. Charlie gets the worst of his wrath.
- Serial Killer: He's murdered multiple children and probably several women.
- They Look Just Like Everyone Else!: This is Dylan Baker's specialty, really.
- Vampire Bites Suck: Steven does it for sheer fun.
- Villain Protagonist: The scene of him trying to hide the fact that he's burying kids in his backyard feels like a wacky sitcom moment.
Played By: Connor Christopher LevinsBilly is Steven's loud, but beloved child who loves spending time with his father, particularly on Halloween. He is very enthusiastic about carving the jack o'lantern, actually Charlie's severed head. He also considers Charlie Brown to be an asshole.
- Cheerful Child: Despite being a lunatic.
- Conditioned to Accept Horror: He really enjoys carving "pumpkins" with his dad.
- Even Evil Has Loved Ones: Surprisingly played straight, as Steven really does love him and the threatening comments were just talk.
- Like Father, Like Son: Played on when Billy is dressed as his father at the end of the film.
- Missing Mom: It's implied that his father killed her.
- Offing the Offspring: Steven looks like he is going to kill Billy after being annoyed by him, but actually takes the first stab at Charlie's head.
Played By: Brett KellyA Fat Bastard kid who uses Halloween to cause mischief and steal candy, even though he's diabetic. His attempt to steal candy from Steven's porch results in Steven poisoning him. His head is then removed and used as a jack o'lantern.
- The Bully: He's so hated that Sam flips him off in a deleted scene.
- Vomit Indiscretion Shot: A combo of blood and chocolate is shot down Steven's front porch by Charlie.
Main Characters in "The School Bus Massacre Revisited"
Played By: Britt McKillip
- Bitch in Sheep's Clothing: She's literally dressed like an angel.
- Deadly Prank: Her prank on Rhonda works too well, causing everyone to briefly worry they may have accidentally killed her.
- Lack of Empathy: She has no remorse for her cruel prank on Rhonda like Schrader does, or even unease like Sara and Chip do. She is completely cold-hearted.
Played By: Jean-Luc Bilodeau
- Heel–Face Door-Slam: Gets killed immediately after feeling bad for his part in the prank that hurt Rhonda.
- Hockey Mask and Chainsaw: His costume.
- Honey Trap: A mild, tween version.
- My God, What Have I Done?: He's the only one to genuinely feel bad for what he and his friends did to Rhonda. He even stays with her for a while to comfort her, though Sara and Chip look uncomfortable as well. It's not enough to save him though.
- Nice Guy: Friendly to Rhonda and seems to genuinely like her, but ultimately, not nice enough.
Played By: Isabelle Deluce
- Braces of Orthodontic Overkill: She wears her braces headgear.
- The Grays: Her costume.
Played By: Alberto Ghisi
- Pirate: His Halloween costume is that of a stereotypical pirate.
- Smarter Than You Look: It is subtly implied that he has caught onto Steven Wilkins' murder, judging by his unsettlement towards him. However Chip is still the youngest and most naive of the bullies.
Played By: Samm Todd
- Ambiguous Disorder: Implied to be Asperger's.
- Beware the Nice Ones/The Dog Bites Back: Leaves her tormentors to the school bus kids.
- The Cloud Cuckoo Lander Was Right: Her interest in Halloween lore and superstitions probably saved her life.
- Cute Witch: Her costume.
- Deadly Prank: She's the target, although it's subverted since she just hit her head against a rock. She survives. The only one of the children to, in fact.
- Idiot Savant: What the other kids call her, although they don't really have any idea what's "wrong" with her.
The School Bus KidsEight disturbed children who were sent to their watery deaths thirty years ago. They are brought back from the dead by Sam to exact their Ghostly Goals on Halloween.
- Abusive Parents: Their parents paid Mr. Kreeg to drown their children so they could be free of their burdens.
- Back from the Dead: Thanks to Macy kicking a jack o'lantern into the lake the bus fell into.
- Bury Your Disabled
- Bus Full of Innocents
- Children Are Innocent: They were before they died.
- Creepy Child: There are eight undead kids, and all are wearing their Halloween costumes and desiring revenge on their tormentor.
- The Dog Bites Back: After 30 years, they return to exact revenge on their killer.
- Ghostly Goals: To get revenge on those who wronged them, and those who torment other kids who are "different".
- Idiot Savant: Implied in the case of at least one of them, who is heard reciting pi in a flashback.
Main Characters in "Surprise Party"
Played By: Anna PaquinA young, pretty girl Laurie wishes to spend this Halloween trying to have her "first time". She's accompanied by her older sister Danielle, and two other friends, who are all going to a party together. She spends much of the film wandering around dressed as Little Red Riding Hood until she attacked by a vampire, actually Steven. However, she turns the tables on him and reveals she is in fact a werewolf and her first time is actually killing and eating a man.
- Beware the Quiet Ones: She's a shy, introverted girl who's also a werewolf.
- Fanservice: Anna Paquin dressed as a nursery rhyme character is likely to attract some people...until the Fan Disservice that occurs later in the film.
- Little Dead Riding Hood: She dresses as Little Red Riding Hood in the film.
- The Reveal: Probably the most surprising of the film.
- Shout-Out: Her name may be a nod to Halloween (1978)'s Final Girl Laurie Strode.
Played By: Lauren Lee Smith
- Big Sister Instinct: She's concerned for Laurie's safety, and is furious when she finds out Wilkins tried to attack her.
- Cinderella: Her costume is a dead ringer for the Disney animated classic, right down to her hairstyle.
- Cool Big Sis: She's close to Laurie and tries to look out for her.
- The Schlub Pub Seduction Deduction: The gang of girlfriends lure men into the forest and then eat them after stripping off their clothes and skin!
Played By: Rochelle Aytes
- The Schlub Pub Seduction Deduction: The gang of girlfriends lure men into the forest and then eat them after stripping off their clothes and skin!
- Snow White: Again, her costume is a duplicate of the Disney animated classic version.
Played By: Moneca Delain
- Little Bo Peep: Her costume.
Main Characters in "Meet Sam"
Played By: Brian CoxSteven's neighbour, an aging Jerkass recluse with a Dark and Troubled Past. He has an Angry Guard Dog named Spite (seriously), and arms himself with a shotgun if there's trouble. In the film, Mr. Kreeg hates Halloween and gets an unwelcome visit from Sam, resulting into a Hopeless Boss Fight with the supernatural child. It is revealed that he is the bus driver who planned on driving eight insane children to their deaths thirty or so years ago, being the only survivor after the school bus the kids were on was accidentally driven into a lake by one of the scared children. Mr. Kreeg survives his encounter with Sam, but is later visited by the undead bus children who kill him.
- Angry Guard Dog: He has a small dog named Spite.
- Asshole Victim: He accepted a bribe to murder eight children. Years later, those children murder him. Yeah, he had it coming.
- Badass Grandpa: He puts up a good fight against Sam, despite falling down a flight of stairs, and getting glass stuck in his hands.
- Chekhov's Gun: The chocolate bar Mr. Kreeg puts down before Sam arrives saves his life.
- A more literal example is his early reference to owning a shotgun. Of course, the shotgun later is used to fight Sam.
- Dark and Troubled Past: The reason why he is a shut-in and hates Halloween.
- The Driver: Of the bus kids.
- Jerkass: He is not a nice man.
- Redemption Equals Death: After surviving his encounter with Sam, he ends up getting a new appreciation for the Halloween and begins following its rules... only for the the victims of the school bus incident that he drove to arrive on his front doorstep and tear him to pieces later on that night.
- Shotguns Are Just Better: "I've got an NRA membership in my pocket, and a shotgun over the fireplace!"
Emma and Henry
Played By: Leslie Bibb & Tahmoh PenikettA loving couple who have an unpleasant Halloween with their various run-ins with the other characters, plus Emma wearing a bulky robot costume. Returning home, Henry runs inside to watch a sex tape whilst Emma clears up the Halloween decorations before midnight, resulting in Sam paying her a visit and killing her by slashing her throat with a broken lollipop.
- Continuity Cameo: Emma and Henry appear throughout the film, often helping to establish continuity in the Anachronic Order.
- Cruel and Unusual Death: Since Emma is chronologically the last person to die in the film, Sam is so annoyed at this point with rulebreakers that he slashes her throat and then cuts her body up and hangs it on display about the garden.
- Dead Star Walking: Emma dies before the opening credits, although chronologically she's the last casualty of the night.
- Disproportionate Retribution: Especially compared to the other characters, Emma's only crime appears to be that she tried to put away the decorations too early. She just had the misfortune of doing so in front of Sam after Sam was already having a rather stressful night.
- Lazy Husband: Apparently he sleeps for half the day, plays video games for the other, and likes watching sex tapes.
- Robot Girl: Invoked, but she's only wearing a costume.
Shadow ManA mysterious man shrouded in darkness who stalks Sam in the short Season's Greetings. He follows Sam into an alley way, and appears to beat him up. That is until Sam emerges carrying the man in his sack. Does not appear in the film proper, but is featured in the Season's Greetings short.
- Fate Worse than Death: Now that Sam's got his hands on him.