Best movies like The Night of the Headless Horseman

A unique, carefully handpicked, selection of the best movies like The Night of the Headless Horseman Starring William H. Macy, Clancy Brown, Luke Perry, Tia Carrere, and more. If you liked The Night of the Headless Horseman then you may also like: The Adventures of Ichabod and Mr. Toad, The Amityville Horror, The Amityville Horror, Boogeyman, Casper: A Spirited Beginning and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

The teacher Ichabod Crane arrives at Sleepy Hollow town and immediately falls in love with Katrina Van Tassel. Ichabold is intelligent, but weak and coward, and he finds a competitor, the strong Brom Bones that has been wooing Katrina for a long time. Soon begins a competition between the two men for Katrina, but Ichabold's greatest problem is the Headless Horseman that haunts him.

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Know any good movies to watch like The Night of the Headless Horseman 1999. With a similar plot or stoyline. Suggest it.

The Adventures of Ichabod and Mr. Toad

The Wind in the Willows: Concise version of Kenneth Grahame's story of the same name. J. Thaddeus Toad, owner of Toad Hall, is prone to fads, such as the newfangled motor car. This desire for the very latest lands him in much trouble with the wrong crowd, and it is up to his friends, Mole, Rat and Badger to save him from himself. - The Legend of Sleepy Hollow: Retelling of Washington Irving's story set in a tiny New England town. Ichabod Crane, the new schoolmaster, falls for the town beauty, Katrina Van Tassel, and the town Bully Brom Bones decides that he is a little too successful and needs "convincing" that Katrina is not for him.

The Amityville Horror

George Lutz and his wife Kathleen move into their Long Island dream house with their children only for their lives to be turned into a hellish nightmare. The legacy of a murder committed in the house gradually affects the family and a priest is brought in to try and exorcise the demonic presence from their home.

The Amityville Horror

This hair-raising remake of the 1979 horror hit depicts the ordeal of the Lutz clan, whose new home has a gory past and a legacy of demons. Before long, the family patriarch is plagued by nightmares and his daughter is seeing phantoms.

Boogeyman

Every culture has one – the horrible monster fueling young children's nightmares. But for Tim, the Boogeyman still lives in his memories as a creature that devoured his father 16 years earlier. Is the Boogeyman real? Or did Tim make him up to explain why his father abandoned his family?

Casper: A Spirited Beginning

A prequel to the first animated/live-action Casper feature, Casper: A Spirited Beginning introduces the friendliest ghost you'll ever know and explains how Casper met and befriended the other ghouls at Applegate Manor. After being stranded, Casper meets young Chris Carson, a lonely kid who decides to teach Casper how to be a proper ghost

Casper's Scare School

When Casper's been being friendly lately even when playing with a boy named Jimmy, Kibosh: The King of the Underworld has Casper enrolled into a Scare School headed by the two-headed headmaster Alder and Dash. He befriends Ra, a mummy with unraveling issues and Mantha, a zombie girl who keeps falling apart. When Casper discovers the two-headed headmaster's plot to use a petrification potion to turn Kibosh into stone and take over the Underworld and Deedstown, he and his new friends must stop him.

Scooby-Doo! Meets the Boo Brothers

When Shaggy inherits an old Southern estate from an uncle, he and his sleuthing hounds take a road trip. But they don't even make it to the mansion before the haunting starts. Amid headless horsemen, walking skeletons, and a menacing butler, Scooby, Scrappy, and Shaggy get majorly spooked.

Scooby-Doo! and the Goblin King

Scooby-Doo and Shaggy must go into the underworld ruled by The Goblin King in order to stop a mortal named The Amazing Krudsky who wants power and is a threat to their pals: Fred, Velma, and Daphne.

Lego Scooby-Doo!: Haunted Hollywood

The gang find themselves in a tinsel-town twist! While on a VIP tour of the legendary Brickton Studios, Scooby and friends get a first-hand experience of the rumored hauntings when classic movie monsters drop in for a creepy casting call.

Darkness Rising

Nearly murdered as a child by her mother, a woman (Katrina Law) returns to the house where her mom went mad.

Sleepy Hollow

New York detective Ichabod Crane is sent to Sleepy Hollow to investigate a series of mysterious deaths in which the victims are found beheaded. Locals believe the culprit to be none other than the legendary Headless Horseman.

Headless Horseman

Seven college kids take a shortcut on their way to a party and unfortunately end up in Wormwood – a "lost" town in the middle of nowhere. They find something strange and sinister happening there – bones and weird decorations line Main Street. The cause: local Wormwood legend says on All Hallows Eve one hundred years ago, a crazed man tortured the youngsters in town and then cut off their heads. In retaliation, the townspeople killed him by cutting off his head. Seeking revenge every seven years, he returns and takes seven heads from children in the town. Now the seven visitors find themselves hunted one by one as the Headless Horseman claims his due.

The Headless Horseman

The village of Sleepy Hollow is getting ready to greet the new schoolteacher, Ichabod Crane, who is coming from New York. Crane has already heard of the village's legendary ghost, a headless horseman who is said to be searching for the head that he lost in battle. The schoolteacher has barely arrived when he begins to pursue the beautiful young heiress Katrina Van Tassel, angering Abraham Van Brunt, who is courting her. Crane's harsh, small-minded approach to teaching also turns some of the villagers against him. Soon there many who would like to see him leave the village altogether.

The Halloween Tree

Four children learn the origins of Halloween customs while trying to save the life of their friend.

Hide and Seek

David Callaway tries to piece together his life in the wake of his wife's suicide and has been left to raise his nine-year-old daughter, Emily on his own. David is at first amused to discover that Emily has created an imaginary friend named 'Charlie', but it isn't long before 'Charlie' develops a sinister and violent side, and as David struggles with his daughter's growing emotional problems, he comes to the frightening realisation that 'Charlie' isn't just a figment of Emily's imagination.

The Legend of Sleepy Hollow

A TV adaptation of Washington Irving's classic ghost story. Humor is the drawing card in this version, with Jeff Goldblum a nerdish Ichabod Crane, Dick Butkus an appropriately nasty Brom Bones, and Meg Foster as spirited Katrina van Tassel. Angered that Katrina has grown fond of schoolmaster Crane, Brom Bones determines to scare off the interloper by filling his head with spooky tales of a Headless Horseman. Crane pooh-poohs the legends, until one fateful ride home in the dark of night.

Planet 51

When Earth astronaut Capt. Chuck Baker arrives on Planet 51 -- a world reminiscent of American suburbia circa 1950 -- he tries to avoid capture, recover his spaceship and make it home safely, all with the help of an empathetic little green being.

Scary Godmother: The Revenge of Jimmy

Halloween is an exciting time of year for Hannah Marie who is joined by her Scary Godmother and all sorts of new friends including kooky monsters, friendly vampires and silly skeletons. It's a journey to the Fright Side she'll never forget as Hannah and her friends must foil her cousin Jimmy's plans to ruin Halloween for everyone!

The Smurfs: The Legend of Smurfy Hollow

When Brainy Smurf is favored to win the annual Smurfberry Hunt for the ninth year in a row, Gutsy Smurf sets out to discover how Brainy wins every year. Gutsy’s investigation takes him into spooky Smurfy Hollow–and right into Gargamel’s trap! Can Brainy and Gutsy, with the help of Smurfette, put aside their rivalry before Gargamel captures them–or worse, they come face-to-face with the legendary ghost, the Headless Horseman?

The Swan Princess: Princess Tomorrow, Pirate Today!

With her parents away for the summer, fun-loving, young Princess Alise must spend her time with Queen Uberta, training to be the perfect, proper royal...But what she really wants is to become a swashbuckling pirate! Princess Alise sets sail with Lord Rogers, Jean-Bob the frog and Speed the turtle on a bold, high seas journey filled with amazing adventure, danger and discovery. After a shipwreck leaves the brave crew stranded on a wild, mysterious island, they meet Lucas, a young boy who has been living in seclusion. Now the faithful friends must work together to escape the island and the ferociously hungry creatures that dwell there.

Doogal

This is the story of Doogal, an adorable candy-loving mutt who goes on a mission to save the world.

Sleepy Hollow High

5 teenagers are forced to clean up the woods of Sleepy Hollow, but one by one they are decapitated by a man with a jack-o-lantern mask and a sword, but who could it be?

Scared Shrekless

Shrek challenges Donkey, Puss in Boots and his other fairy tale character friends to spend the night in Lord Farquaad's haunted castle, telling scary stories to see who can resist becoming scared and stay the longest.

The Hollow

The presence of Ichabod Crane's descendant in Sleepy Hollow conjures the Headless Horseman, and slaughter ensues.

Scary Godmother: Halloween Spooktakular

The Scary Godmother Halloween Spooktakular is based on the comics and children's books of popular artist and writer Jill Thompson. Jill has won numerous awards for her fabulous watercolour paintings and illustrations. Scary Godmother is the whimsical all-ages story that follows the first trick-or-treating adventure of Hannah Marie, a young girl whose rotten older cousin is babysitting her one dark Halloween. Unhappy to be saddled with Hannah, her cousin cooks up a scheme to frighten her. But his scheme backfires when Hannah gets help from her Scary Godmother. Scary Godmother takes Hannah to her realm on the Fright Side where she is throwing the best Halloween party in all of frightdom. At the party Hannah is introduced to many colourful characters, learns that not all monsters are mean and enlists her new spooky friends in a plan to teach Jimmy a lesson.

The Hollow

It's Halloween eve on Shelter Island, and the small town is preparing for a killer storm. But the dark clouds gathering over the island are bringing with them a curse one-hundred years in waiting. As the woods give birth to an ungodly and insatiable creature of fire, bones, and earth, three sisters must scramble to stay alive through the long dark night of the Hollow. For it's not something you can kill. It's only something you can try and survive.

Toy Story of Terror!

What starts out as a fun road trip for the Toy Story gang takes an unexpected turn for the worse when the trip detours to a roadside motel. After one of the toys goes missing, the others find themselves caught up in a mysterious sequence of events that must be solved before they all suffer the same fate in this Toy Story of Terror.

The Legend of Sleepy Hollow

Ichabod Crane, a Yankee wanderer, arrives in Sleepy Hollow and becomes the new schoolmaster. He meets Katrina Van Tassel, and blissfully fantasizes about how can marry her, ultimately, inherit her father's rich estate. Her suitor Brom Bones, the blacksmith, wants to scare him away and dresses up as the legendary Headless Horseman. During the prank, the real ghost appears and drives Ichabod off

Dragons: Fire & Ice

Two young rival dragon riding warriors fight to end a 1000 year old war despite the hidden manipulator opposing them.

The Canterville Ghost

An American family moves in to the Canterville Chase, a London mansion that has been haunted by ghost Sir Simon De Canterville for 300 years.

The New Misadventures of Ichabod Crane

Sleepy Hollow, a town plagued by the Headless Horseman, hires the most educated person they can find to fight him - Ichabod Crane. He, talking horse and dog, and Rip van Winkle go on the quest. But the Horseman has a secret.

Casper's Halloween Special

On Halloween night, Hairy Scarey, Winifred Witch and Screech Ghost are plotting their mean-spirited spookings. Casper refuses to join them and decides to go trick-or-treating dressed as a real boy, but neighborhood kids see through his disguise and run away in fear. Casper is heartbroken until he meets a special group of orphans who accept him for who he is, a ghost. But their fun is soon spoiled as Hairy Scary and his ghostly crew interfere. Now it is up to Casper and his new friends to stop their ghastly games and save Halloween before it is too late. --Wikipedia

Spirit Trap

When five young students move into an old unoccupied mansion an inexplicable chain of events is set into motion as a mysterious spirit clock begins to tick again. As the story unfolds, revealing each student's dark secrets, the boundary between the real world and the afterlife is no longer clear. Will they find a way to escape or will they be trapped with the spirits forever?

Thriller Night

A Shrek parody of Michael Jackson's Thriller song and music video, with Donkey singing.

Curse of the Headless Horseman

A hippie medical student named Mark inherits his uncle's Wild West theme park. Mark and his stoner pals move in, only to find out that a violent ghost already lives there.

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