JACK-O’s 31-Day Halloween Movie Challenge: Streaming Guide (October List #2)

Almost a week late but here's my list of 31 movies and series I'm watching this month. A few repeats from 2018's list. Most are free to watch with ads from Tubi, Pluto, and Plex, a few from Netflix, Shudder, Amazon Prime and Hulu and the rest are movies I own on DVD or Blu-ray. Sorry the list/graph of films below is hard to read but I couldn't figure out a way to make it look better.

10/1	Three witch sisters are resurrected in modern-day Salem and must be stopped before they steal the life force of local children. A delightfully chaotic Halloween staple where the real magic is how three villains make being evil look this fun. Hocus Pocus (1993) on Freeform at 8:50pm/7:50c
10/2	Freeform’s Treehouse of Horror-thon strings together The Simpsons’ annual Halloween specials, delivering a marathon of spooky, sci-fi, and darkly comedic tales from Springfield. Where Homer dies a hundred ways and somehow it’s still the coziest Halloween tradition on TV. The Simpsons: Treehouse of Horror-thon on Freeform at 8/7pm-11/10c and Disney+ (subscription)
10/3	A masked killer returns to a small town on Halloween, stalking a group of teens while a sinister legend begins to blur into reality. Proof that even a low-budget slasher can carve out some fun when the pumpkin-headed killer shows up to play. The Legend of Halloween Jack (2018) on Tubi, Pluto, Plex, Freevee, YouTube (all free with ads) As Halloween Jack’s legend spreads, a new wave of murders terrorizes a town, suggesting the killer’s curse is far from over. A sequel that doubles down on the pumpkin-headed mayhem—less about logic, more about letting the scythe do the murdering. The Curse Of Halloween Jack (2019) on Tubi, Plex, YouTube (all free with ads)
10/4	On Halloween night, a hitman trying to dispose of a corpse becomes entangled in a chaotic series of mistaken identities and escalating violence. A slick, darkly comic spiral where Halloween dressing up is optional—but getting away with murder definitely isn’t. Into the Dark: The Body (2018) on Hulu (subscription) A group of college friends playing a mysterious board game on Halloween night must survive increasingly deadly challenges as the game turns real. A creepy “game night gone wrong” where Annie doesn’t just take your turn—she takes your chances of making it to morning. Into the Dark: Uncanny Annie (2019) on Hulu (subscription)
10/5	A documentary crew investigates a haunted attraction in an abandoned hotel where a tragic opening night leads to unexplained deaths and lingering supernatural terror. A found-footage slow burn where the scariest thing isn’t the clowns—it’s realizing no one thought to quit while they were ahead. Hell House LLC (2015) on Shudder (subscription), and Tubi TV, Plex, Roku, Youtube (all free with ads)
10/6	A journalist and paranormal investigators return to the Abaddon Hotel to uncover the truth behind the Hell House tragedy, only to find the evil still very much active inside. The sequel proves the Abaddon Hotel isn’t done haunting people—it’s just upgraded from “mysterious deaths” to “full-on recruitment drive.” Hell House LLC II: The Abaddon Hotel (2018) on Shudder (subscription), and Tubi, Roku, YouTube, YouTube (all free with ads)
10/7	A documentary-style investigation into the Abaddon Hotel’s legacy leads a journalist into a staged immersive theater event that reveals the cultic roots behind the Hell House horrors. A finale that trades jump scares for lore drops—because apparently the scariest thing the Abaddon Hotel ever did was get into immersive theater. Hell House LLC III: Lake of Fire (2019) on Shudder (subscription), and Tubi, YouTube, YouTube (all free with ads)
10/8	A radio DJ in Salem begins experiencing terrifying visions after playing a mysterious record that awakens a coven of witches tied to the town’s dark past. Rob Zombie turns Salem into a doom-soaked fever dream where the real broadcast error is accidentally tuning into ancient witchcraft. Lords of Salem (2012) on Tubi and Pluto (both free with ads)
10/9	On Halloween night, a couple is terrorized in their home by two masked children who turn their quiet neighborhood into a deadly nightmare. A twisted trick-or-treat from hell where the real horror is realizing the “bad apples” already picked you for carving like a jack 'o lantern. Bad Apples (2018) on Tubi and Freevee (both free with ads)
10/10	On Halloween night, a group of kids encounter a sinister scarecrow-like entity, while elsewhere a mysterious suitcase unleashes a deadly consequence on anyone who opens it. A double-feature of classic Creepshow chaos—where Halloween treats are cursed and luggage comes with a body count. Creepshow TV Series (2019) Ep. 3: “All Hallows’ Eve” / “The Man in the Suitcase” on Shudder (subscription)
10/11	A new Midnight Society gathers in a modern reboot to tell a chilling three-part tale about a carnival’s dark curse that begins bleeding into real life. A nostalgic glow-up where the campfire stories are still spooky—just now they come with extra CGI fear and teenage doom. Are You Afraid of the Dark? (2019) three-part limited series reboot on Netflix and Paramount+ (both subscription).
10/12	On Halloween, two kids accidentally unleash Slappy the dummy and other Goosebumps monsters from a mysterious book, turning their town into a chaotic supernatural mess. A family-friendly monster mash where Halloween decorations come alive—and Slappy proves he’s still the most annoying party guest of all time. Goosebumps 2: Haunted Halloween (2018) on FXNow (free with cable TV subscription).
10/13	A group of friends visits the eccentric Aunt Ethel on Halloween, only to discover she has a deadly secret tied to witchcraft, sacrifice, and a very twisted holiday tradition. A low-budget Halloween “family reunion” where the scariest thing isn’t Aunt Ethel—it’s realizing nobody should’ve stayed for dessert. Halloween at Aunt Ethel's (2019) on Tubi and Plex (both free with ads)
10/14	This anthology series follows different eerie Halloween-season tales where ordinary people encounter curses, hauntings, and supernatural forces that blur reality and nightmare. A cozy seasonal scare-fest where every story feels like autumn leaves... if autumn leaves occasionally tried to kill you. The Witching Season (2015) on Tubi, Plex, Youtube (all free) and Amazon Prime (subscription)
10/15	A small town becomes overrun by mutated, killer pumpkins that attack residents during Halloween season. A straight-to-video harvest of chaos where the phrase “don’t carve that pumpkin” turns out to be very sound life advice. Pumpkins (2018) on Tubi (free with ads).
10/16	A mysterious ex-soldier charms his way into a grieving family’s home, but his arrival coincides with a string of violent deaths that reveal a far more dangerous agenda. A sleek thriller where warm hospitality meets Halloween havoc—and the guest proves he’s exactly the one person you should never leave a spare key for. The Guest (2014) on
10/17	A group of friends road-trip across America seeking the most extreme haunted houses, only to discover a real underground attraction that blurs staged horror with genuine danger. A found-footage descent into haunt season obsession—proof that if you keep chasing “the scariest attraction,” something will eventually stop pretending. The Houses October Built (2014) on After surviving their terrifying experience, the group reunites to confront the aftermath, but their pursuit of answers draws them back into the deadly world of extreme haunted attractions. A sequel that reminds you the safest haunted house is the one you absolutely don’t “investigate further.” The Houses October Built 2 (2017) on
10/18	A masked killer resurfaces every Halloween, and a detective becomes obsessed with stopping the seemingly unstoppable spree that returns year after year. A slasher that treats “just one more Halloween killing spree” like an annual tradition nobody can survive. Trick (2019) on Tubi, Roku (both free with ads)
10/19	An anthology of interconnected stories set on Halloween night in a suburban town where monsters, killers, and supernatural chaos unfold across multiple trick-or-treating misadventures. A grab bag of Halloween madness where every street corner has a different nightmare—and somehow that still feels like a fun night out. Tales of Halloween (2015) on Freevee, Tubi, Roku, Plex (all free with ads)
10/20	The 30th Treehouse of Horror delivers three Halloween segments spoofing "Stranger Things", "Heaven Can Wait", and "The Shape of Water", all introduced by a possessed Maggie in the show’s 666th episode milestone. Thirty seasons in, The Simpsons proves even the devil’s favorite number can’t stop Springfield from parodying literally everything on TV and in film. The Simpsons Treehouse of Horror XXX on Disney+ (subscription)
10/21	On Halloween night, a pregnant teenager is terrorized in her home by mysterious, otherworldly children who seem to be both trick-or-treaters and harbingers of something far worse. A surreal Halloween nightmare where the knock at the door isn’t a trick-or-treater—it’s a warning you definitely should’ve taken seriously. Hellions (2015) on Tubi, Plex, Pluto, Roku (all free with ads)
10/22	In 1968, a group of teens uncover a haunted book that begins writing terrifying stories on its own, with each tale manifesting deadly consequences in their small town. A spooky YA autumn-set nightmare where the scariest thing isn’t the monsters—it’s realizing you’ve been written into the next chapter. Scary Stories to Tell in the Dark (2019) on Pluto (free with ads)
10/23	An anthology-style horror film weaves together multiple 35mm slasher segments set on Halloween night, alongside an ‘80s synthwave score, 16mm grindhouse-style trailers, original Halloween public service announcements, paranormal documentaries, and Super 8mm Halloween snack recipes for stoners. A DIY horror mixtape shot across multiple vintage formats, serving as a retro throwback to ‘80s horror cinema. The Trick or Treat Picture Show (2019) on Amazon Prime (subscription), Vimeo (buy or rent), YouTube (free)
10/24	On Halloween night, a group of friends visits an extreme haunted house attraction that turns deadly when the masked performers stop pretending and start hunting them for real. A brutal reminder that “extreme haunt” is just a polite way of saying “you are now part of the show—and the fine print is survival.” Haunt (2019) on Shudder and Hulu (subscription)
10/25	An anthology web series of short, self-contained horror tales titled “Janey’s Night,” in which a girl is terrorized by a supernatural force; “The Pawnbroker,” featuring a lonely pawnbroker who witnesses a horrific crime; “Tohell Road,” where a brother and sister get lost on the way to a Halloween party and wind up in Hell; and “American Trickers,” about two trick-or-treaters who take a prank too far. Baron Von Laugho the Clown makes a standout return, with Dylan R. Nix once again writing, producing, and starring in a performance that pushes the character closer to cult horror icon status. Sharp Candy TV Series (2019) on Amazon Prime (subscription), and Tubi, Plex, YouTube Playlist (all free)
10/26	In the rebooted third season of Scream, a new group of teens is targeted by a masked killer during a traumatic past’s resurfacing, forcing them to uncover secrets tied to betrayal, identity, and survival. A fresh batch of Ghostface drama where the mask stays iconic, but the angsty teenage body count comes with a extra showdown between Candyman (Tony Todd) vs. Ghotface on the side. Scream: TV Series (2019) Season 3 aka Scream Resurrection on Netflix (subscription) Candyman VS. Ghostface on Halloween!
10/27	After being brutally bullied on Halloween night, a teenager summons a supernatural avenger to take violent revenge on his tormentors. A grim Halloween fable where the trick-or-treating stops early—and the Trickster's payback doesn’t ask for permission. The Terror of Hallow's Eve (2017) on Roku and Plex (both free with ads)
10/28	On Halloween, a group of teens bullies a carnival worker who returns from the dead to exact bloody revenge with the help of dark supernatural forces. A throwback 80's slasher where the sweet candy corn is strictly decorative—because this harvest season is all about bitter, bloody payback. Candy Corn (2019) on Tubi, Roku, Plex (all free with ads)
10/29	A masked killer turns a Halloween theme park into a real-life slaughterhouse, stalking unsuspecting guests who think the terror is just part of the show. A reminder that at Hell Fest, the scariest attraction isn’t the maze—it’s the masked dude with an axe who decided the line between “ride” and “murder spree” was optional. Hell Fest (2018) on Tubi, Plex, Freevee (all free with ads)
10/30	A masked killer, Michael Myers, escapes a mental institution and returns to his hometown on Halloween night to stalk and murder babysitters, particularly Laurie Strode. The film that turned “someone watching you from the shadows” into Halloween’s most enduring—and relentlessly silent—problem. Halloween (1978) on Shudder (subscription) Decades after his original killing spree, Michael Myers escapes captivity and returns to Haddonfield, where Laurie Strode prepares for a final confrontation with her lifelong tormentor. A legacy sequel where Laurie didn’t just survive trauma—she turned it into a home security system with a very personal grudge. Halloween (2018) on As Michael Myers continues his killing spree in Haddonfield, the townspeople band together in a violent mob while Laurie Strode and her family grapple with survival and escalating chaos. A middle chapter where Haddonfield discovers the hard way that forming an angry mob doesn't mean you're easily stopping Michael Myers. Halloween Kills (2021) on Years after the killings, Laurie Strode tries to rebuild her life while a new young man becomes entangled in Michael Myers’ lingering influence, leading to a final confrontation that ends their long-running conflict. A finale that trades relentless stalking for existential detours, suggesting that Evil doesn’t die—it changes shape. Halloween Ends (2022) on
10/31	On Halloween night in a suburban town, multiple interconnected stories unfold as trick-or-treaters, pranksters, and monsters collide under the watchful rules of Sam, a mysterious enforcer of the holiday. A love letter to Halloween where breaking the rules doesn’t just ruin the night—it guarantees Sam shows up to make sure you never do it again. Trick 'r Treat (2007) on Blu-ray A doctor investigates a sinister mask-making company whose Halloween products are tied to an ancient pagan ritual designed to kill millions of children on Halloween night. The one Halloween movie without Michael Myers—and the one that dares to ask what if the real killer was corporate holiday marketing... and masks that melt kid’s faces. Halloween III: Season of the Witch (1982) on Blu-ray

Youtube Playlist of Trailers:

Orange and Black Posters Animated GIF: