Movies like Rip Leaving Sleepy Hollow (1896)
The best movies like Rip Leaving Sleepy Hollow (1896) are Much Ado About Nothing (2013), The Happiest Days of Your Life (1950) and The Fugitive Kind (1960). If Rip Leaving Sleepy Hollow hooked you, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks
- Highest ratedSome Like It Hot (1959)8.1/10 from 4,062 votes
- NewestIn the Blood (2014)Released 2014
Much Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Happiest Days of Your Life (1950)
Nutbourne College, an old established, all-boys, boarding school is told that another school is to be billeted with due to wartime restrictions. The shock is that it's an all-girls school that has been sent. The two head teachers are soon battling for the upper hand with each other and the Ministry. But a crisis (or two) forces them to work together.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Fugitive Kind (1960)
Val Xavier, a drifter of obscure origins, arrives at a small town and gets a job in a store run by Lady Torrence. Her husband, Jabe M. Torrance, is dying of cancer. Val is pursued by Carol Cutere, the enigmatic local tramp-of-good-family.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe One That Got Away (1957)
Based on the true story of Oberleutnant Franz von Werra, the only German prisoner of war captured in Britain to escape back to Germany during the Second World War.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPerfect Day (1929)
Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and grouchy, gout-ridden Uncle Edgar.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisUnaccustomed as We Are (1929)
Laurel and Hardy try to entertain a female neighbor, unbeknown to Hardy’s wife.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisFlaming Star (1960)
Pacer Burton, a young man of mixed Kiowa and white heritage, is caught between two worlds as conflict erupts between Native Americans and white settlers in Texas.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOur Wife (1931)
Oliver is making plans to marry his sweetheart Dulcy with Stan as his best man, but the plans are thwarted when Dulcy's father sees a picture of Ollie and forbids the marriage. The couple plan to elope, and run away to a Justice of the Peace. After typical Laurel and Hardy blundering, they manage to sneak the girl away from her father's house.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisIn the Blood (2014)
When her husband goes missing during their Caribbean vacation, a woman sets off on her own to take down the men she thinks are responsible.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisMe and My Pal (1933)
On the morning of his wedding to oil baron Peter Cucumber's daughter, Ollie receives a jigsaw puzzle from Stan as a wedding gift. The boys soon become absorbed in the puzzle. A taxi driver, butler, policeman and messenger boy join in as well.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisTowed in a Hole (1932)
Although they are successful fishmongers, Stan convinces Ollie that they should become fishermen too, but making a boat seaworthy isn't an easy task.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThicker Than Water (1935)
Oliver's in trouble with his wife after missing a payment on their furniture, having given the money to Stanley, who used it instead to pay Mrs. Hardy for his room and board. At Stan's suggestion Ollie then withdraws the couple's savings from the bank to pay for the furniture and inadvertently pays virtually the whole amount at an auction for a grandfather clock which is soon crushed under a passing truck. Mrs Hardy then unintentionally causes serious injuries to Ollie requiring him to be rushed to hospital for a blood transfusion. The doctor conscripts Stan to be the unwilling blood donor. Problems occur with the transfusion and when Stan and Ollie leave the hospital they appear to have morphed into each other.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisTyler Perry's Madea's Family Reunion - The Play (2002)
The fireworks begin when Madea’s family gathers for her granddaughter’s wedding. As usual, Madea rules the roost, as she and her neighbor, the wacky Mr. Brown, deliver nonstop laughs. Live, love, rejoice...it’s Madea’s Family Reunion!
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOne Good Turn (1931)
Down and out Stan and Ollie beg for food from a friendly old lady who provides them with sandwiches. While eating, they overhear the lady's landlord tell her he's going to throw her out because she can't pay her mortgage. They don't realize that the old lady is really rehearsing for a play. Stan and Ollie decide to help the old lady by selling their car. During the auction a drunk puts a wallet in Stan's pocket. Ollie accuses Stan of robbing the old lady, but when the truth is revealed Stan takes revenge on Ollie.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBe Big! (1931)
Stan and Ollie are on their way to Atlantic City with their wives, when Ollie gets a phone call from a lodge buddy telling him that a stag party is taking place that night in their honor. Ollie pretends to be sick and sends the wives on ahead, promising that he and Stan will meet them in the morning. The pair dress in their lodge gear, but their wives return having missed their train. With no obvious escape route, Stan and Ollie take to a bed in fear and in response to Stan's plea of "What'll I do?", Ollie replies "Be big!".
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Boy with Green Hair (1948)
Peter, an orphaned boy, is adopted by Gramp Frye after his parents are killed in Europe while doing war relief work. The boy feels safe with his new caretaker, but when he is taunted for being an orphan, he gets demoralized. The next day Peter wakes up with green hair. Embarrassed and further ridiculed, Peter seeks solace in a nearby forest. To his surprise, he finds other orphans in the woods, who encourage him to spread news of the injustices of war.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBeau Hunks (1931)
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisChildren of the Damned (1964)
Six children are found spread through out the world that not only have enormous intelligence, but identical intelligence and have a strange bond to each other.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Fixer Uppers (1935)
Stan and Ollie are greeting card salesmen who agree to help a woman put a spark in her loveless marriage by making her husband jealous.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFedora (1978)
Down-on-his-luck Hollywood producer Barry 'Dutch' Detweiler attempts to lure Fedora, a famous but reclusive film actress, out of retirement, only to discover the horrifying truth behind her success.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFreaks (1932)
A circus' beautiful trapeze artist agrees to marry the leader of side-show performers, but his deformed friends discover she is only marrying him for his inheritance.
Why it matches: Similar story and style
Worth the HypeMovies like thisAnatomy of a Murder (1959)
Semi-retired Michigan lawyer Paul Biegler takes the case of Army Lt. Manion, who murdered a local innkeeper after his wife claimed that he raped her. Over the course of an extensive trial, Biegler parries with District Attorney Lodwick and out-of-town prosecutor Claude Dancer to set his client free, but his case rests on the victim's mysterious business partner, who's hiding a dark secret.
Why it matches: Similar story and style
Worth the HypeMovies like thisEve on the Road (1968)
Mona is torn between the love she has for Khaled, and her utter abhorrence of the male-dominant practices. When Khaled sweet-talks her into believing he is a liberal man, she marries him, only to be shocked by his real self and his controlling tendencies.
Why it matches: Similar story and style
Hikaya min Baladina (1969)
The mayor of an Upper Egyptian village has monopoly over beans which harms the simple villagers while getting high profits for the mayor. As one of the villagers stands up to the mayor and rallies the people, they decide to gather money to monopolize beans themselves.
Why it matches: Similar story and style
Some Like It Hot (1959)
In Prohibition-era Chicago, musicians Joe and Jerry witness a mob hit, and flee the state in an all-female band disguised as Josephine and Daphne, but further complications set in.
Why it matches: Similar story and style
Absolute CinemaMovies like thisKing Kong (1933)
Adventurous filmmaker Carl Denham sets out to produce a motion picture unlike anything the world has seen before. Alongside his leading lady Ann Darrow and his first mate Jack Driscoll, they arrive on an island and discover a legendary creature said to be neither beast nor man. Denham captures the monster to be displayed on Broadway as King Kong, the eighth wonder of the world.
Why it matches: Similar story and style
Worth the HypeMovies like thisThe Killing (1956)
Career criminal Johnny Clay recruits a sharpshooter, a crooked police officer, a bartender and a betting teller named George, among others, for one last job before he goes straight and gets married. But when George tells his restless wife about the scheme to steal millions from the racetrack where he works, she hatches a plot of her own.
Why it matches: Similar story and style
Worth the HypeMovies like thisThe 39 Steps (1935)
Richard Hanney has a rude awakening when a glamorous female spy falls into his bed - with a knife in her back. Having a bit of trouble explaining it all to Scotland Yard, he heads for the hills of Scotland to try to clear his name by locating the spy ring known as The 39 Steps.
Why it matches: Similar story and style
Worth the HypeMovies like thisA Very Jealous Wife (1969)
Fatima grows jealous because her husband Hassan is a lawyer whose work conditions compel him to deal with many women, including the dancer Souad, whose relationship with Hassan makes matters worse between him and his wife.
Why it matches: Similar story and style
The Good German (2006)
An American journalist arrives in Berlin just after the end of World War Two. He becomes involved in a murder mystery surrounding a dead GI who washes up at a lakeside mansion during the Potsdam negotiations between the Allied powers. Soon his investigation connects with his search for his married pre-war German lover.
Why it matches: Similar story and style
SnoozefestMovies like this
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Frequently asked questions
What are the best movies like Rip Leaving Sleepy Hollow?
The closest matches to Rip Leaving Sleepy Hollow are Much Ado About Nothing (2013), The Happiest Days of Your Life (1950) and The Fugitive Kind (1960). Below are 27 more, each with the reason it matches.
What should I watch after Rip Leaving Sleepy Hollow?
Start with Much Ado About Nothing (2013), the closest match to Rip Leaving Sleepy Hollow.
What is the highest-rated movie like Rip Leaving Sleepy Hollow?
Some Like It Hot (1959), rated 8.1/10 by 4,062 TMDB users.
What is the newest movie like Rip Leaving Sleepy Hollow?
In the Blood (2014) is the most recent release on this list.
Are there English movies like Rip Leaving Sleepy Hollow?
Yes: Much Ado About Nothing (2013), The Happiest Days of Your Life (1950) and The Fugitive Kind (1960).
How are movies similar to Rip Leaving Sleepy Hollow chosen?
First come films that Trakt’s viewers watch alongside Rip Leaving Sleepy Hollow, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.





























