Movies Like How I Married My High School Crush
If you liked How I Married My High School Crush (2007), a comedy and family movie directed by David Winkler, 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

Disenchanted (2022)
★ 6.6/10Also comedy and familyDisillusioned with life in the city, feeling out of place in suburbia, and frustrated that her happily ever after hasn’t been so easy to find, Giselle turns to the magic of Andalasia for help. Accidentally transforming…
- 2

The Wizards Return: Alex vs. Alex (2013)
★ 7.8/10Also family and comedyWhile trying to prove to her family she can be mature and responsible, teen wizard Alex Russo conjures up a spell to rid herself of her bad qualities, unintentionally creating a Good and Evil Alex. When Evil Alex gets…
- 3

Stuck in the Suburbs (2004)
★ 6/10Also family and comedyBrittany Aarons is one of the many girls who has a crush on popular singer and boy-toy Jordan Cahill. However, she is bored of living a suburban existence and seeks a little something more.
- 4

Sofia the First: Once Upon a Princess (2012)
★ 7.4/10Also family and fantasySet in the storybook world of Enchancia, the music-filled movie follows Sofia, an average girl whose life suddenly changes when her mother marries the king and she is whisked off to live in a castle with her mom, new…
- 5

In Your Dreams (2025)
★ 6.9/10Also comedy and familyStevie and her little brother Elliot journey into the wildly absurd landscape of their own dreams to ask the Sandman to grant them the perfect family.
- 6

Mulan II (2004)
★ 6.5/10Also comedy and familyFa Mulan gets the surprise of her young life when her love, Captain Li Shang asks for her hand in marriage. Before the two can have their happily ever after, the Emperor assigns them a secret mission, to escort three…
- 7

iParty with Victorious (2011)
★ 7.3/10Also comedy and familyCarly discovers her boyfriend Steven Carson has been cheating on her with Tori Vega, so the gang flies out to Los Angeles where they meet Tori and the gang from Hollywood Arts. They attend a party hosted by Kenan…
- 8

Teen Beach 2 (2015)
★ 6.8/10Also tv movie and familyWhen characters from the movie musical “Wet Side Story” get stuck in the real world, teens Brady and Mack must find a way to return them home.
- 9

Snoopy Presents: Welcome Home, Franklin (2024)
★ 7.7/10Also family and comedyFranklin is new to town and hoping to make friends, but his usual tactics don't work on the Peanuts gang. When the Soap Box Derby arrives, he's sure it's a chance to impress new pals and teams up with the only other…
- 10

Mickey and Minnie Wish Upon a Christmas (2021)
★ 7/10Also tv movie and comedyAfter a series of mishaps, Mickey, Minnie and the gang are separated all over the world and must try to get back to Hot Dog Hills by Christmas Eve. A mysterious and jolly stranger shows up to tell them about The…
- 11

I Yabba-Dabba Do! (1993)
★ 6.5/10Also tv movie and comedyA grown-up Pebbles and Bamm-Bamm decide to get married.
- 12

Gnome Alone (2017)
★ 6.1/10Also fantasy and familyWhen Chloe discovers that her new home's garden gnomes are not what they seem, she must decide between the pursuit of a desired high school life and taking up the fight against the Troggs.
- 13

Scooby-Doo! The Mystery Begins (2009)
★ 6.4/10Also comedy and fantasyUnjustly accused of staging a spooky practical joke complete with ghosts, Daphne, Velma, Fred and Shaggy are suspended from Coolsville High. To clear their names, they team up to solve the supernatural mystery…and head…
- 14

The Loud House Movie (2021)
★ 7.2/10Also family and comedyThe Loud family travel to Scotland and discover they are descendants of Scottish royalty as they move into their giant ancestral castle.
- 15

Merry Christmas, Drake & Josh (2008)
★ 7.3/10Also comedy and familyStep brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.
- 16

Ron's Gone Wrong (2021)
★ 7.8/10Also family and comedyIn a world where walking, talking, digitally connected bots have become children's best friends, an 11-year-old finds that his robot buddy doesn't quite work the same as the others do.
- 17

Beverly Hills Chihuahua 2 (2011)
★ 5.9/10Also comedy and familyPuppy 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 their human owners end up in trouble, the…
- 18

Pooh's Heffalump Movie (2005)
★ 6.9/10Also family and comedyWho or what exactly is a Heffalump? The lovable residents of the Hundred Acre Wood -- Winnie the Pooh, Rabbit, Tigger, Eeyore, Kanga and the rest of the pack -- embark on a journey of discovery in search of the elusive…
- 19

3 Men and a Little Lady (1990)
★ 5.8/10Also family and comedySylvia's work increasingly takes her away from the three men who help bring up Mary, her daughter. When she decides to move to England and take Mary with her, the three men are heartbroken at losing the two most…
- 20

Slumberland (2022)
★ 7.2/10Also comedy and familyA 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.