A 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.
- 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.
- Cool Mask: His burlap sack mask with button eyes certainly looks impressive.
- 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 was made, he was the main character in a short film titled 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.
- Fingerless Gloves: He wears gloves that don't cover his fingers.
- Fluffy the Terrible: Sam's a pretty mundane name for a person who goes about killing people for violating Halloween's rules.
- 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.
- Halloween Episode: He exists for All Hallows' Eve.
- Implacable Man: Mr. Kreeg finds to his terror that there's no escaping him.
- 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 a 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: He can be vicious, 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 Miss Almighty: Gender Flip. He is a young trick-or-treater who (in the FEARnet promos) still goes to school, while also being the spirit of Halloween itself.
- Mascot Villain: The face of the movie and its most marketable character.
- 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. Those people he'll leave alone.
- 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:
- He shows his charitable side in some of the FEARnet promos but especially the Father's Day short (where he plays catch with a man depressed over the apparent loss of his family) and Winter short (where he plays in the snow with a girl after helping her build a snowman).
- 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 a scarecrow and is indeed intimidating and creepy.
- Scary Stitches: His mask has stitches for added creepiness.
- The Reveal: He's a pumpkin-headed serial killer-like spirit of Halloween.
- The Voiceless: Sam doesn't say a word aside from giggling and screaming.
Principal Steven Wilkins
A 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 he 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, he comes off as charming. Outside of it, though, he shows his true colors.
- 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 Laurie kill him.
- Beneath the Mask: Behind the seemingly wholesome suburban dad and school principal, is a depraved serial killer with a knack for targeting children, and is apparently raising his son to be like him.
- 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.
- Even Evil Has Loved Ones: Is shown to act like a Doting Dad towards Billy.
- Family Values Villain: Scolds his son for using the word 'asshole'.
- Freudian Excuse: Downplayed, but he mentions that he learned his lessons from his father, suggesting his father groomed him like he did Billy.
- Four Eyes, Zero Soul: He wears glasses and is a horrible person.
- Hate Sink: Given how he's a serial killer whose main targets were children, it's pretty clear the audience isn't supposed to side with him.
- 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 Men: 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 by being tricked into eating poisoned chocolate.
- Serial Killer: He's murdered multiple children and probably several women.
- They Look Just Like Everyone Else!: Playing a psycho who manages to blend in with normal people is Dylan Baker's specialty, really.
- Vampire Bites Suck: Steven kills woman while dressed as a vampire using false fangs 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.
- Would Hurt a Child: His Establishing Character Moment is him poisoning a kid to death.
Billy 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: He's pretty endearing despite being a lunatic.
- Creepy Child: He doesn't see anything wrong with helping his dad carve a jack-o-lantern from the severed head of one of his victims.
- 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 Billy's mother is gone because 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.
A 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.
- Asshole Victim: He stole candy and smashed jack-o-lanterns out of spite, so Principal Wilkins killing him can come off as a well-deserved fate.
- The Bully: He's so hated that Sam flips him off in a deleted scene.
- Fat Bastard: He's obese and unpleasant.
- Off with His Head!: His head gets cut off and carved into a jack-o-lantern after his death.
- Vomit Indiscretion Shot: A combo of blood and chocolate is shot down Steven's front porch by Charlie.
- Alpha Bitch: She has the air of an unpleasant clique leader.
- Asshole Victim: Because of how mean she was to Rhonda, she was asking for it when the zombies of the victims of the School Bus Massacre killed her.
- Bitch in Sheep's Clothing: She's dressed like an angel, but her behavior is anything but angelic.
- The Bully: She scares Rhonda out of her wits for shits and giggles.
- Cowardly Lion: She might be a sneering bully, but to her credit, she does try to rescue Sara when she's dragged off to her death; Schrader has to hold Macy back.
- Deadly Prank: Her prank on Rhonda works too well, causing everyone to briefly worry they may have accidentally killed her.
- Karmic Death: Scares Rhonda out of her mind with a prank based on the School Bus Massacre and ends up killed by the undead children who were victims of the incident in question.
- Kids Are Cruel: Scaring someone to the point that they end up crying is definitely beyond the pale.
- Lack of Empathy: She shows no emotion when telling the story about the school bus kids, and almost seems to relish the details. She also 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.
- Sadist: She takes a sadistic enjoyment in the story of how a bunch of handicapped kids were murdered, and plays a cruel prank on Rhonda just to see her cry.
- Tempting Fate: Macy irritably kicking the last lit jack-o'-lantern into the water is certainly an unfavourable portent.
- Asshole Victim: He deserves getting killed by the undead children from the School Bus Massacre for his hand in Macy's cruel prank.
- HeelFace Door-Slam: Gets killed immediately after feeling bad for his part in the prank that hurt Rhonda.
- Hockey Mask and Chainsaw: His costume is a hockey mask and a chainsaw.
- Deadly Prank: He and everyone else briefly worries that the prank on Rhonda may have accidentally killed her.
- Honey Trap: A mild, tween, male version, targeted toward Rhonda.
- Karmic Death: For his hand in Macy's prank, he ends up murdered by the undead children from the School Bus Massacre, who were the basis of the prank.
- 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.
- Asshole Victim: She had her death coming for being cruel to Rhonda.
- Braces of Orthodontic Overkill: She wears her braces headgear.
- Deadly Prank: She and the others are initially concerned that their prank may have killed Rhonda.
- Karmic Death: The undead children of the School Bus Massacre kill her and the others for their cruel prank on Rhonda revolving around the School Bus Massacre.
- Kids Are Cruel: Had no qualms with scaring Rhonda to the point of tears.
- The Grays: Her costume is the typical depiction of the bulbous-headed alien with almond-shaped eyes of pure blackness.
- Asshole Victim: He assisted the other kids in their prank on Rhonda, so it's hard to sympathize with his death.
- Deadly Prank: He and the others are initially concerned that their prank may have killed Rhonda.
- Dirty Coward: Tries to save his own skin and leave Rhonda in peril.
- Karmic Death: He gets killed by the school bus kids after being involved in a prank that traumatically scared Rhonda.
- Kids Are Cruel: He was an accomplice in a rather cruel prank on Rhonda.
- 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' latest murder, judging by his unsettlement towards him. However Chip is still the youngest and most naive of the bullies.
- Ambiguous Disorder: Implied to be Asperger's.
- Beware the Nice Ones: She may not have been as mean as her tormentors, but she still had no problem leaving them to die.
- Blind Without 'Em: She needs her glasses to see.
- The Cloud Cuckoo Lander Was Right: Her interest in Halloween lore and superstitions probably saved her life.
- Cute Witch: Her costume is a witch.
- 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.
- The Dog Bites Back: She leaves her tormentors to the school bus kids.
- Idiot Savant: What the other kids call her, although they don't really have any idea what's "wrong" with her.
The School Bus Kids
Eight 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, they come back as zombies.
- Bury Your Disabled: They were mentally disabled and all got killed.
- Bus Full of Innocents: They drowned in a bus.
- Children Are Innocent: They were perfectly harmless children 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.
- The Undead: They're zombies.
- Undead Child: They're children who have come back as zombies.
- Pre-Mortem One-Liner: Before they kill Mr. Kreeg."Trick or treat."
- We Help the Helpless: A possible interpretation for their murder of Rhonda's tormentors is that they're willing to help out anyone in trouble they come across.
A 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's 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.
- Kick the Son of a Bitch: She kills and eats Steven Wilkins, which is exactly what the sick freak deserved.
- Little Dead Riding Hood: She dresses as Little Red Riding Hood in the film.
- Our Werewolves Are Different: She's a werewolf who changes by ripping off her human skin to reveal her wolf form.
- The Reveal: The fact that she and the other women are werewolves and that they actually eat the people they date is probably the most surprising reveal of the film.
- Shout-Out: Her name may be a nod to Halloween (1978)'s Final Girl Laurie Strode.
- Villain Protagonist: She unapologetically helps her sister and friends kill people, so she qualifies as an evil protagonist in her story. Although in her case, her victim definitely had it coming.
- Big Sister Instinct: She's concerned for Laurie's safety, and is furious when she finds out Wilkins tried to attack her.
- Cool Big Sis: She's close to Laurie and tries to look out for her.
- Our Werewolves Are Different: She's a werewolf who changes into wolf form by ripping off her human form's skin.
- The Reveal: Turns out she and the other women she's with are werewolves.
- 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!
- Our Werewolves Are Different: Changes into wolf form by ripping off human skin.
- Affably Evil: Maria and her friends have a nice chat with Wilkins before eating him
- The Reveal: She and the other women are revealed to be werewolves and their dates are actually chosen for sustenance.
- 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!
- Our Werewolves Are Different: She's a werewolf who transforms into wolf form by tearing off her human skin.
- The Reveal: It's revealed that the women are werewolves and that they pick dates just so they can eat them rather than have sex with them.
- The Schlub Pub Seduction Deduction: The women lure men into the forest and eat them after stripping off their clothes and skin.
Steven'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 who he uses to scare away trick-or-treaters.
- Asshole Victim: He accepted a bribe to murder eight children. Years later, those children murder him. Yeah, he had it coming.
- Badass Grandpa: A crotchety old man who goes up against the inexorable spirit of Halloween and lives to tell the tale. For a few hours, at least...
- 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.
- Cool Old Guy: He puts up a good fight against Sam, despite falling down a flight of stairs, and getting glass stuck in his hands.
- Dark and Troubled Past: The reason why he is a shut-in and hates Halloween.
- The Driver: He drove the schoolbus that the kids drowned on.
- Hikikomori: He spends all his time indoors.
- Hopeless Boss Fight: He had no chance against defeating Sam in the end.
- 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 victims of the school bus incident that he took part in 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
A 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 robot costume.
A 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, he's certain to suffer immensely.
- Ambiguous Innocence: she is the only living human that is scene she is in, it is unclear weather or not she caused the deaths or if she is just a indifferent survivor.
- Beast and Beauty: in Rule #2 Pass Out Treats, the little princess is seen walking past a dead body and going up meet Sam. She gives him a candy bar and they hold hands, walking out of the dead womans house.
- Creepy Child: she seems very out of place with her disturbing lack of reaction of the dead bodies that are always littered around her.
- Creepy Cute: despite the horror around her she is adorable in her little princess dress.
- Dissonant Serenity: Bodies everywhere? No big deal.
- Emotionless Girl: she never shows any emotion at her surroundings
- Even Evil Can Be Loved: the little princess is show to be very kind to Sam and they seem to be good friends.
- Nasty Party: in Rule #4 - Check your candy, we see a group of children sitting around a set dinner table of sweets all seemingly dead and slumped over I. Their seats. Not even the maid survived. This does not stop the little princess from having a small bite however.
- Shiptease: many fans assume that the affectionate sharing and hand holding in the Passing our Treats shorts might be a case of creepy *Puppy Love
- Sole Survivor: The only human alive in each segment, probably because she was the only one to follow the rules of Halloween.
- Stepford Smiler: she is always seen happily smiling at the camera.