Movies Like The Legend of Hallowdega

If you liked The Legend of Hallowdega (2010), a comedy and fantasy movie directed by Terry Gilliam, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Slumberland (2022)
★ 7.2/10Also comedy and fantasy
A young girl discovers a secret map to the dreamworld of Slumberland, and with the help of an eccentric outlaw, she traverses dreams and flees nightmares, with the hope that she will be able to see her late father again.
2
The Book of Life (1998)
★ 6.3/10Also comedy and fantasy
New Year's Eve takes on new meaning when the Devil, Jesus Christ, and Christ's assistant Magdalena discuss and debate the End of the World.
3
Cinderfella (1960)
★ 6.2/10Also comedy and fantasy
When his father dies, poor Fella is left at the mercy of his snobbish stepmother and her two no-good sons Maximilian and Rupert. As he slaves away for his nasty step-family, Maximilian and Rupert attempt to find a…
4
Secret Society of Second-Born Royals (2020)
★ 6.6/10Also comedy and fantasy
A rebellious teenage princess discovers she has superhuman abilities and joins a secret society of extraordinary second-born royals tasked with protecting the world.
5
Clear History (2013)
★ 6.1/10Also comedy
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.
6
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
7
Hard to Die (1990)
★ 6/10Also comedy
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…
8
Duplex (2003)
★ 6.1/10Also comedy
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
9
Kermit's Swamp Years (2002)
★ 5.8/10Also fantasy and comedy
At 12 years old, Kermit the Frog and best friends Goggles and Croaker travel outside their homes in the swamps of the Deep South to do something extraordinary with their lives.
10
Sneakerella (2022)
★ 5.9/10Also comedy
When El, an aspiring sneaker designer from Queens, meets Kira King, the fiercely independent daughter of legendary basketball star and sneaker tycoon Darius King, sparks fly as the two bond over their mutual affinity…
11
Marvel One-Shot: All Hail the King (2014)
★ 6.8/10Also comedy and fantasy
A documentary filmmaker interviews the now-famous Trevor Slattery from behind bars.
12
Chris Rock: Never Scared (2004)
★ 7.5/10Also comedy
Chris Rock, the three-time Emmy Award-winner, comedian, actor, and host of HBO's acclaimed The Chris Show, stars in his fourth solo stand-up special for HBO, Chris Rock: Never Scared. Featuring his unique, insightful…
13
Taylor Tomlinson: Look at You (2022)
★ 7.2/10Also comedy
Breakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.
14
Stewie Griffin: The Untold Story (2005)
★ 6.9/10Also comedy
The maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.
15
Ladies First (2026)
★ 6/10Also comedy and fantasy
An arrogant but charismatic ladies' man finds his life of money, power and casual flings upended when he wakes up in a parallel world dominated by women.
16
The Willoughbys (2020)
★ 7.1/10Also comedy and fantasy
When the four Willoughby children are abandoned by their selfish parents, they must learn how to adapt their Old-Fashioned values to the contemporary world in order to create something new: The Modern Family.
17
LEGO Marvel Avengers: Mission Demolition (2024)
★ 6.5/10Also comedy
A young, aspiring hero and superhero fan inadvertently unleashes a powerful new villain looking to rid the world of the Avengers.
18
The Roast of Tom Brady (2024)
★ 6.7/10Also comedy
Offensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.
19
Into the Night (1985)
★ 6.5/10Also comedy
Ed Okin used to have a boring life. He used to have trouble getting to sleep. Then one night, he met Diana. Now, Ed's having trouble staying alive.
20
The Good Witch's Wonder (2014)
★ 7.4/10Also fantasy
While planning her stepson's wedding, Cassie Nightingale also tries to uncover the truth behind missing auction items.