Movies like Hit-the-Trail Holliday (1918)
The best movies like Hit-the-Trail Holliday (1918) are Why Worry? (1923), Driver's Ed (2026) and I Love My Dad (2022). If Hit-the-Trail Holliday hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedHow High (2001)6.4/10 from 1,106 votes
- NewestDriver's Ed (2026)Released 2026
Why Worry? (1923)
A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDriver's Ed (2026)
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisI Love My Dad (2022)
A hopelessly estranged father catfishes his son in an attempt to reconnect.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThunderstruck (2012)
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisStrange Brew (1983)
Something is rotten at the Elsinore Brewery. Bob and Doug McKenzie (as seen on SCTV) help the orphan Pam regain the brewery founded by her recently-deceased father. But to do so, they must confront the suspicious Brewmeister Smith and two teams of vicious hockey players.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNo Time for Sergeants (1958)
Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisClear History (2013)
Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHow High (2001)
Jamal and Silas, two ordinary guys who smoke something magical, pass their college entrance exams with flying colors and end up at Harvard. Ivy League ways are strange but Silas and Jamal take it in a stride -- until their supply of supernatural smoke runs dry. That's when they have to start living by their wits and rely on their natural resources to make the grade.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisA Day's Pleasure (1919)
A father takes his family for an outing, which turns out to be a ridiculous trial.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMy Wife's Relations (1922)
Buster and a woman are mistakenly married and her initially unfriendly family begins to treat him nicely when they come to believe he has a large inheritance awaiting him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. Bones (2001)
A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShanghaied (1915)
A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The daughter stows away to follow Charlie. Charlie assists in the galley and attempts to serve food during a gale.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPete Davidson: Turbo Fonzarelli (2024)
Pete Davidson's fourth comedy special explores what it means to grow up, turning 30, love, life, and living in the woods.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAirborne (1993)
Good-natured teen surfer Mitchell Goosen finds himself staying with his aunt and uncle in Cincinnati, Ohio when his parents head to Australia for work. There he meets his cousin, Wiley, and together they try to navigate the perils of high school—avoid the bullies, get the girl, and win a little respect.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Hangover Part III (2013)
This time, there's no wedding. No bachelor party. What could go wrong, right? But when the Wolfpack hits the road, all bets are off.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Horse's Mouth (1958)
Gulley Jimson is a boorish aging artist recently released from prison. A swindler in search of his next art project, he hunkers down in the penthouse of would-be patrons the Beeders while they go on an extended vacation; he paints a mural on their wall, pawns their valuables and, along with the sculptor Abel, inadvertently smashes a large hole in their floor. Jimson's next project is an even larger wall in an abandoned church.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHigh and Dizzy (1920)
A tipsy doctor encounters his patient sleepwalking on a building ledge, high above the street.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCarry On Regardless (1961)
After a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tasting… and demolishing a house.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJackass Presents: Bad Grandpa (2013)
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSketch (2025)
When a young girl’s sketchbook falls into a strange pond, her drawings come to life—chaotic, real, and on the loose. As the town descends into chaos, her family must reunite and stop the monsters they never meant to unleash.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHis Secretary (1925)
When a secretary overhears her boss disparaging her looks, she decides to show him how wrong he is.
Why it matches: Similar story and style · both comedy
Nobody's Kid (1921)
Because of the circumstances of her parents' marriage her grandfather rejects their child, Mary. Following her their deaths she is placed in an orphanage where Mary finds hardship.
Why it matches: Similar story and style · both comedy
Jolts and Jewelry (1917)
Pa Glitters and his daughter are beset upon by Slippery Ike who is intent on separating them from their jewels until Bunco Charley comes to their rescue in fine comic fashion.
Why it matches: Similar story and style · both comedy
Turks and Troubles (1917)
Hafed, a Turkish prince, imprisons an American girl and her father. The girl sends for Jim, who attempts a rescue. Jim is captured, but Hafed's jealous wife helps them escape. When the initial escape fails, Jim returns in disguise as a dancing girl. He dances for Hafed, luring him into a private encounter where Jim's identity is revealed. A fight leads Jim to take refuge in a tree. Surrounded by guards, Jim summons a warship. A shell from the warship blows up the tree, landing Jim safely on the battleship's deck and securing his escape.
Why it matches: Similar story and style · both comedy
Footlights and Fakers (1917)
Short comedy set against the backstage lives of a group of performers.
Why it matches: Similar story and style · both comedy
He Never Touched Me (1917)
Slapstick comedy short about a quarreling couple and a nosy mother-in-law.
Why it matches: Similar story and style · both comedy
Somewhere in Any Place (1917)
One of many Larry Semon directed Vitagraph comic shorts. Like a large portion of them this is lost.
Why it matches: Similar story and style · both comedy
Big Bluffs and Bowling Balls (1917)
Two blowhard amateur bowlers boast about their prowess only to be shown up for the Big Bluffs they are.
Why it matches: Similar story and style · both comedy
The Son of Wallingford (1921)
A young man's journey into adulthood, love, and ambition, inspired by a serial by George Randolph Chester exploring themes of love, ambition, and self-discovery, set against the backdrop of the Roaring Twenties.
Why it matches: Similar story and style · both comedy
Are You a Mason? (1915)
Frank Perry's wife Helen is away visiting her mother, and he uses this "free time" for a night of drinking at a nightclub. Unfortunately, when he tries to return home, he enters the wrong house and is nearly arrested When Helen comes back he tells her that the "incident" was actually an initiation rite of the Masons, knowing that his wife has always wanted him to join the group. She excitedly tells her father about Frank's becoming a Mason, since her father is also a Mason. What neither she nor Frank know is that her father has actually been doing the same thing Frank is--pretending to be a Mason when he actually isn't. Complications ensue.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Hit-the-Trail Holliday?
The closest matches to Hit-the-Trail Holliday are Why Worry? (1923), Driver's Ed (2026) and I Love My Dad (2022). Below are 27 more, each with the reason it matches.
What should I watch after Hit-the-Trail Holliday?
Start with Why Worry? (1923), the closest match to Hit-the-Trail Holliday.
What is the highest-rated movie like Hit-the-Trail Holliday?
How High (2001), rated 6.4/10 by 1,106 TMDB users.
What is the newest movie like Hit-the-Trail Holliday?
Driver's Ed (2026) is the most recent release on this list.
Are there English movies like Hit-the-Trail Holliday?
Yes: Why Worry? (1923), Driver's Ed (2026) and I Love My Dad (2022).
How are movies similar to Hit-the-Trail Holliday chosen?
First come films that Trakt’s viewers watch alongside Hit-the-Trail Holliday, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.