Movies like The Haunted Pumpkin of Sleepy Hollow (2002)
The best movies like The Haunted Pumpkin of Sleepy Hollow (2002) are Curious George: A Halloween Boo Fest (2013), Mickey's Tale of Two Witches (2021) and Pooh's Heffalump Halloween Movie (2005). If The Haunted Pumpkin of Sleepy Hollow hooked you with its family and animation, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedHappy Halloween, Scooby-Doo! (2020)7.7/10 from 268 votes
- NewestMonster Family 2 (2021)Released 2021
Curious George: A Halloween Boo Fest (2013)
Halloween is almost here and George can't wait for the festivities to begin: carving pumpkins, costume contests, and especially the Annual Boo Festival. Eager to get the festivities started, George and Allie visit Renkins' Farm to pick out the perfect pumpkin. There, they are told the spooky tale of the Legend of No Noggin. As the story goes, No Noggin is a hat-kicking scarecrow who appears on Halloween to kick people's hats off. On Halloween night, George and Allie are determined to get a picture of No Noggin and prove he's real once and for all. Will they be able to get the proof? Only the curious will find out!
Why it matches: Recommended by TMDB viewers · both family & animation
Worth the HypeMovies like thisMickey's Tale of Two Witches (2021)
On Halloween, Mickey tells a tale of two witches-in-training, Minnie and Daisy, who must pass four tests to graduate from the With Academy in Happy Haunt Hills.
Why it matches: Recommended by TMDB viewers · both animation & family
Worth the HypeMovies like thisPooh's Heffalump Halloween Movie (2005)
It's Halloween in the Hundred Acre Wood, and Roo's best new friend, Lumpy, is looking forward to his first time trick-or-treating. That is, until Tigger warns them about the scary Gobloon, who'll turn them into jack-o'-lanterns if he catches them. But if Roo and Lumpy turn the tables on the Gobloon, they get to make a wish! Lumpy and Roo decide to be "brave together, brave forever" and catch the Gobloon so they can make their wishes come true.
Why it matches: Recommended by TMDB viewers · both animation & family
Popcorn FlickMovies like thisThe Legend of Sleepy Hollow (1949)
Washington Irving's tale of Ichabod Crane and the headless horseman is brought to life, narrated by Bing Crosby.
Why it matches: Recommended by TMDB viewers · both family & animation
Worth the HypeMovies like thisThe Smurfs: The Legend of Smurfy Hollow (2013)
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?
Why it matches: Recommended by TMDB viewers · both animation & family
Popcorn FlickMovies like thisMonster Family 2 (2021)
To free Baba Yaga and Renfield from the clutches of Monster Hunter Mila Starr, the Wishbone Family once more transforms into a Vampire, Frankenstein's Monster, a Mummy and a Werewolf but when aided by their three pet bats, the Monster Family zooms around the world again to save their friends, make new monstrous acquaintances.
Why it matches: Recommended by TMDB viewers · both animation & family
Popcorn FlickMovies like thisMonster High: Friday Night Frights (2012)
After Monster High’s roller skating team is defeated at the Skulltimate Roller Maze tournament, the ghouls team up to face an all-boys league, with the hope of winning back the school crest and restoring school spirit.
Why it matches: Recommended by TMDB viewers · both animation & family
Worth the HypeMovies like thisWinnie the Pooh: A Valentine for You (1999)
After Pooh, Piglet, Tigger, and Rabbit see Christopher Robin making a valentine for -- gasp! -- a girl, they find he's been bitten by a "Smitten" and is lovesick! Worried that he'll no longer have time for them, and hoping a second bite from the love bug will cure him, they set out on a wild adventure to capture the Smitten. This wonderful story, filled with magic and whimsy, and sweetened with three new songs, reminds us all that the heart is big and always has plenty of room for friends -- old and new.
Why it matches: Recommended by TMDB viewers · both animation & family
Popcorn FlickMovies like thisIt's the Great Pumpkin, Charlie Brown (1966)
Join the Peanuts gang for a timeless adventure as Charlie Brown preps for a party, Snoopy sets his sights on the Red Baron, and Linus patiently awaits a pumpkin patch miracle.
Why it matches: Recommended by TMDB viewers · both animation & family
Worth the HypeMovies like thisMonster High: Ghouls Rule (2012)
Monster High: Ghouls Rule unearths an old conflict between "Normies" and monsters - and things are about to get scary! For years, students at Monster High were warned that Halloween was a night to stay inside and avoid conflict at all costs. But Frankie and her friends discover that ghouls and "Normies" once loved to spend the holiday together! The ghouls decide to turn back the clock and use the night to celebrate their individuality and show that it's okay to "Be Yourself. Be Unique. Be a Monster!"
Why it matches: Recommended by TMDB viewers · both animation & family
Popcorn FlickMovies like thisHappy Halloween, Scooby-Doo! (2020)
Scooby-Doo and the gang team up with their pals, Bill Nye The Science Guy and Elvira Mistress of the Dark, to solve this mystery of gigantic proportions and save Crystal Cove!
Why it matches: Recommended by TMDB viewers · both family & animation
Worth the HypeMovies like thisThe Adventures of Ichabod and Mr. Toad (1949)
A concise adaptation of Kenneth Grahame's "The Wind in the Willows" about Mr. Toad's motor mania, followed by a short retelling of Washington Irving's "The Legend of Sleepy Hollow" concerning schoolmaster Ichabod Crane.
Why it matches: Recommended by TMDB viewers · both animation & family
Popcorn FlickMovies like thisGarfield's Halloween Adventure (1985)
Garfield and his pup pal Odie go trick-or-treating, only to wind up in a house haunted by ghostly pirates.
Why it matches: Recommended by TMDB viewers · both animation & family
Worth the HypeMovies like thisWinnie the Pooh and Tigger Too (1974)
Rabbit is tired of Tigger always bouncing him, so he gets Pooh and Piglet together to come up with an idea to get the bounce out of Tigger. Then, Tigger and little Roo go out for a bounce and get caught in a tree.
Why it matches: Recommended by TMDB viewers · both family & animation
Worth the HypeMovies like thisWinnie the Pooh and the Honey Tree (1966)
Christopher Robin's bear attempts to raid a beehive in a tall tree.
Why it matches: Recommended by TMDB viewers · both family & animation
Worth the HypeMovies like thisCurious George 3: Back to the Jungle (2015)
When Curious George is offered a special space mission, Ted (The Man in the Yellow Hat) can't deny his little friend this exciting journey, especially after Curious George completes the training. But when he crash-lands in Africa, a worried Ted goes searching, expecting the worst, only to have it turn out to be the best.
Why it matches: Recommended by TMDB viewers · both animation & family
Popcorn FlickMovies like thisThe Addams Family (2019)
The Addams family's lives begin to unravel when they face-off against a treacherous, greedy crafty reality-TV host while also preparing for their extended family to arrive for a major celebration.
Why it matches: Recommended by TMDB viewers · both family & animation
Popcorn FlickMovies like thisMonster High: Frights, Camera, Action! (2014)
When Draculaura is led to believe she's the rightful heir to the vampire throne, she and her best ghoulfriends are whisked away to Transylvania for a royal coronation to die for. But they soon discover the hunt for the queen is not over yet. The Ghouls must locate an ancient artifact known as the Vampire's Heart in order to discover the identity of the true Vampire Queen. It's a fangtastic adventure that will lead them from the Tower of Londoom, to a haunted river boat in New Goreleans and finally to the glamorous boo-vie lots of Hauntlywood. Could this be the moment when Draculara finally receives her vampire powers and discovers screams really can come true?
Why it matches: Recommended by TMDB viewers · both family & animation
Worth the HypeMovies like thisScooby-Doo! and the Spooky Scarecrow (2013)
Scooby-Doo and the rest of the ghost-busting gang visit a quiet farm town where everyone is preparing for the annual Halloween harvest celebration.
Why it matches: Recommended by TMDB viewers · both animation & family
Absolute CinemaMovies like thisCasper Meets Wendy (1998)
When a warlock threatens Wendy the Good Little Witch, she and her aunts hide out at a resort where Casper the Ghost is vacationing with his uncles. Although Casper and Wendy are told ghosts and witches don't get along, the two are kindred spirits! This spooky family-friendly adventure finds Casper and Wendy bridging the ghost-witch divide to battle the warlock who is intent on destroying Wendy.
Why it matches: Recommended by TMDB viewers · both family
SnoozefestMovies like thisScooby-Doo and the Ghoul School (1988)
Scooby, Shaggy and Scrappy are on their way to Miss Grimwood's Finishing School for Girls, where they've been hired as gym teachers. Once there, however, they find that not only is it actually an all-girl school of famous monsters' daughters but there's a villainess out to enslave the girls.
Why it matches: Similar story and style · both animation & family
Worth the HypeMovies like thisMickey's House of Villains (2002)
The villains from the popular animated Disney films are gathered at the House of Mouse with plans to take over. Soon, the villains take over the house and kick out Mickey, Donald and Goofy. It's all up to Mickey and his friends to overthrow evil and return the House of Mouse to normal--or as close to normal as it gets.
Why it matches: Similar story and style · both family & animation
Worth the HypeMovies like thisMy Friends Tigger & Pooh: Hundred Acre Wood Haunt (2008)
Join Pooh, Tigger, Darby and all your pals from the Hundred Acre Wood for this delightful treat full of fantas-terrific fun. It's Autumn, the time of year filled with surprises, and the gang needs you to use your super-sleuthing skills to answer a few tricky questions and solve some spooky and fun mysteries. Can Piglet's friends help him overcome his fear of thunder and lightning by playing the Flashidy Freeze game? And when a piece of the moon "breaks off", will Eeyore really take a rocket-ship trip to fix it? There's much more excitement in store, so get ready to laugh, play and sing along with Pooh and the gang.
Why it matches: Similar story and style · both animation & family
Michael Jackson's Halloween (2017)
The one-hour animated special, packed with the vocal talents of some of your favorite CBS stars and the King of Pop's most memorable hits, follows Vincent and Victoria, as they embark on a magical journey of self-discovery.
Why it matches: Similar story and style · both animation & family
Worth the HypeMovies like thisThe Witch Who Turned Pink (1989)
The story concerns Jennifer, a green witch who was especially known for her green thumb - "her garden made her the most famous witch in all of witchdom."
Why it matches: Similar story and style · both animation & family
Mickey Mouse Clubhouse: Mickey's Treat (2007)
Big Pete's having a Halloween bash at the Trick-or-Treat Tower, and everyone's invited. But, if Mickey and the gang are going to get there in time, they'll have to make it through the foggy woods first. With the gates to the tower closing once the moon is full, Mickey and company will have to pull together and use teamwork and positive attitudes if they're to share in the Halloween fun.
Why it matches: Similar story and style · both family & animation
Casper: A Spirited Beginning (1997)
Before he met and befriended the other ghouls at Applegate Manor, friendly ghost Casper meets young Chris Carson, a lonely kid who decides to teach Casper how to be a proper ghost.
Why it matches: Similar story and style · both family
SnoozefestMovies like thisLittle Monsters (1989)
A young boy is scared of the monster under his bed. He asks his 6th grade brother to swap rooms for the night as a bet that the monster really exists. Soon the brother becomes friends with the monster and discovers a whole new world of fun and games under his bed where pulling pranks on kids and other monsters is the main attraction.
Why it matches: Similar story and style · both family
SnoozefestMovies like thisA Smurfy Halloween (2005)
In this compliation of 5 episodes from the Hanna-Barbera Smurfs series, get ready for some spooky smurf! Pumpkins and ghosts are now filling the village!
Why it matches: Similar story and style · both animation
The Haunted World of El Superbeasto (2009)
The Haunted World of El Superbeasto is an animated comedy that also combines elements of a horror and thriller film. It is based upon the comic book series created by Rob Zombie that follows the character of El Superbeasto and his sexy sidekick sister, Suzi-X, voiced by Sheri Moon, as they confront an evil villain by the name of Dr. Satan.
Why it matches: Similar story and style · both animation
SnoozefestMovies like this
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Frequently asked questions
What are the best movies like The Haunted Pumpkin of Sleepy Hollow?
The closest matches to The Haunted Pumpkin of Sleepy Hollow are Curious George: A Halloween Boo Fest (2013), Mickey's Tale of Two Witches (2021) and Pooh's Heffalump Halloween Movie (2005). Below are 27 more, each with the reason it matches.
What should I watch after The Haunted Pumpkin of Sleepy Hollow?
Start with Curious George: A Halloween Boo Fest (2013), the closest match to The Haunted Pumpkin of Sleepy Hollow.
What is the highest-rated movie like The Haunted Pumpkin of Sleepy Hollow?
Happy Halloween, Scooby-Doo! (2020), rated 7.7/10 by 268 TMDB users.
What is the newest movie like The Haunted Pumpkin of Sleepy Hollow?
Monster Family 2 (2021) is the most recent release on this list.
Are there English movies like The Haunted Pumpkin of Sleepy Hollow?
Yes: Curious George: A Halloween Boo Fest (2013), Mickey's Tale of Two Witches (2021) and Pooh's Heffalump Halloween Movie (2005).
How are movies similar to The Haunted Pumpkin of Sleepy Hollow chosen?
First come films that Trakt’s viewers watch alongside The Haunted Pumpkin of Sleepy Hollow, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.