
10 Best Movies Like Holidays in jail
If you loved Holidays in jail, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

Roll Bounce
Why watch this? A perfect follow-up to Holidays in jail for fans of Comedy & Family. It captures a similar light-hearted atmosphere.
In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink....

Mixtape
Why watch this? A perfect follow-up to Holidays in jail for fans of Comedy & Family. It captures a similar light-hearted atmosphere.
On the eve of Y2K, orphaned 12-year-old Beverly discovers a broken mixtape crafted by her teen parents. Raised by her grandmother – who struggles talking about her late daughter – ...

Thunderstruck
Why watch this? A perfect follow-up to Holidays in jail for fans of Comedy & Family. It captures a similar light-hearted atmosphere.
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 imp...

Foster
Why watch this? A perfect follow-up to Holidays in jail for fans of Comedy & Family. It captures a similar light-hearted atmosphere.
Looking to adopt a child and unable to conceive a child of their own, the Morrisons' lives are turned upside down when a seven-year-old boy unexpectedly shows up on their doorstep....

Beverly Hills Chihuahua 2
Why watch this? A perfect follow-up to Holidays in jail for fans of Comedy & Family. It captures a similar light-hearted atmosphere.
Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when the...

Chang Can Dunk
Why watch this? A perfect follow-up to Holidays in jail for fans of Comedy & Family. It captures a similar light-hearted atmosphere.
Chang, a 16-year-old, Asian American, bets the high school basketball star that he can dunk by Homecoming. The bet leads 5' 8" Chang on a quest to learn to dunk—not only to impress...