Best movies like The Headless Horseman

A unique, carefully handpicked, selection of the best movies like The Headless Horseman Starring Will Rogers, Nancy Chase, Kay McCausland, James Sheridan, and more. If you liked The Headless Horseman then you may also like: The Adventures of Ichabod and Mr. Toad, All Hallows' Eve 2, Scooby-Doo! Meets the Boo Brothers, Scooby-Doo! and the Goblin King, Lego Scooby-Doo!: Haunted Hollywood 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 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.

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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.

All Hallows' Eve 2

A woman finds a VHS tape on her doorstep that shows a series of gruesome tales that could be real. But the true danger is the pumpkin-faced killer that's using the tape to find his next victim.

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.

Mom's Got a Date with a Vampire

The Hansen kids are in a jam. Adam and his best friend Duffy have gotten their hands on some tickets for the Headless Horseman concert, and his sister Chelsea has a date with her dreamy boyfriend Peter. The only problem is they're both grounded. Chelsea and Adam will do whatever it takes to get their mom Lynette out of the house, even if it includes a chance meeting with a very mysterious man. Everything seems to go according to plan until their little brother Taylor realizes that this stranger might be a vampire.

The Curse of the Cat People

Amy, the young, friendless daughter of Oliver and Alice Reed, befriends her father's late first wife and an aging, reclusive actress.

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.

Hollow

An old monastery in a small, remote village in Suffolk, England has been haunted by a local legend for centuries. Left in ruin and shrouded by the mystery of a dark spirit that wills young couples to suicide, the place has been avoided for years, marked only by a twisted, ancient tree with an ominous hollow said to be the home of great evil. When four friends on holiday explore the local folklore, they realize that belief in a myth can quickly materialize into reality, bringing horror to life for the town.

Hubie Halloween

Hubie Dubois, despite his devotion to his hometown of Salem, Massachusetts (and its legendary Halloween celebration), is a figure of mockery for kids and adults alike. But this year, something really is going bump in the night, and it’s up to Hubie to save Halloween.

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.

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 Eye of Envy

At the crook of a road leading to Success is the little hamlet of Sleepy Hollow; One day, the regular road is closed for repairs, and the detour forces traffic to pass through Sleepy Hollow on the way to Success. Passing through the town is Avarice and his beautiful bride Innocence who bestir the envy of the village blacksmith, Ambition. Following them along the road to Success, the smithy encounters a wishing tree which enables him to switch bodies with Avarice.

The Green Knight

An epic fantasy adventure based on the timeless Arthurian legend, The Green Knight tells the story of Sir Gawain, King Arthur's reckless and headstrong nephew, who embarks on a daring quest to confront the eponymous Green Knight, a gigantic emerald-skinned stranger and tester of men.

The First Grader

The true story of an 84 year-old Kenyan villager and ex Mau Mau freedom fighter who fights for his right to go to school for the first time to get the education he could never afford.

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?

American Teacher

As the debate over the state of America's public school system rages on, one thing everyone agrees on is the need for great teachers. Yet, while research proves that teachers are the most important school factor in a child's future success, America's teachers are so woefully underpaid that almost a third must divide their time between a second job in order to make a living. Chronicling the stories of four teachers in different areas of the country, American Teacher reveals the frustrating realities of today's educators, the difficulty of attracting talented new teachers, and why so many of our best teachers feel forced to leave the profession altogether. But this wake-up call to our system's failings also looks at possibilities for reform. Can we re-value teaching in the United States and turn it into a prestigious, financially attractive and competitive profession? With almost half of American teachers leaving the field in the next five years, now is the time to find out.

The Headless Ghost

Three teenagers encounter a ghost who is in limbo until he retrieves his lost head. They do their parts to help him find it.

The Hollow

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

Hollow Gate

At a Halloween party, a young boy is almost killed by his drunken, alcoholic father. Ten years afterward, the boy goes on a murder spree.

Dead End Demon

It has been almost 2 years since the small town of Santa Carla had suffered in the hands of the raging maniac, Cameron Crowe. Legend around town had it as that he may have been burnt in a fire he started. No one expected that he'd ever come back to reek havoc once again. And this time with a vengeance. They're only hope is to conjure spirits from beyond for help.

Ghost of Dragstrip Hollow

A group of drag-racing fanatics, members of a Los Angeles club, move into an old deserted mansion and set up shop, making it their headquarters. They hold a Halloween masked ball for the club's grand opening, and invite everyone to come dressed as their favorite monster! Oddly enough, the festivities turn sour when one of the bright youths discovers an impostor among them in the form of an honest-to-gosh live monster who's been hogging all the dances with the best-looking girls

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.

Headless Horseman

When seconds from death, a nearly decapitated and desperate man makes a deal with the Devil to protect the love of his life and seek revenge.

The Snarling

A sleepy English village is invaded by the cast and crew of a new zombie horror film, but the horror turns real when someone or something starts tearing villagers, cast and crew to shreds.

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

The Night of the Headless Horseman

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.

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.

Barely Proper

When it is discovered that a young and pretty schoolteacher is a nudist who belongs to a local nudist colony, she is brought up on trial before the local school board and must defend herself against charges of immorality and the questioning of her ability to continue teaching the town's children.

Penny Dreadful

Jessica and David Clausen are an upstart couple who come face to face with the Supernatural after inheriting a beautiful townhouse in New York City's West Village District.

Season of the Witch

When Mary Blackwell and her children return to her hometown of Maiden Hollow to clear out her recently deceased father s house, the local villagers are initially hostile towards the new family and local priest Michael Howdy takes an unhealthy interest in Mary s daughter, Alice. After being involved in a car crash years back, Michael has suffered brain injuries which spark off a series of surreal fantasies featuring Alice and his dead wife, Isobel. As Michael's illness invades his mind, and his sanity, he suddenly finds himself in position he could never have imagined!

I Curse This Land

In a sleepy coastal village a curse lies waiting. Legend has it one night centuries ago when a smuggler was delivering his illicit wares, the excise men pounced. One of the villagers had betrayed him. The smuggler was caught and quickly hanged as an example but, his widow was more than she seemed, the practitioner of an ancient religion of magic and sorcery. The villagers formed a mob to hunt her down as a witch, they brutalised her, tarred and feathered her, but before they could kill her she put one last curse upon the land; that nothing should flourish, no life or love, before taking her own life and spilling her blood upon the land.

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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