Movies Like A Cinderella Story: Once Upon a Song

If you liked A Cinderella Story: Once Upon a Song (2011), a comedy and family movie directed by Damon Santostefano, 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
Tuck Everlasting (2002)
★ 6.7/10Also drama and family
Teenager Winnie Foster is growing up in a small rural town in 1914 with her loving but overprotective parents, but Winnie longs for a life of greater freedom and adventure.
2
The Best of Me (2014)
★ 7.5/10Also drama and romance
A pair of former high school sweethearts reunite after many years when they return to visit their small hometown.
3
Teen Witch (1989)
★ 6.1/10Also comedy and romance
Louise is not very popular at her highschool. Then she learns that she's descended from the witches of Salem and has inherited their powers. At first she uses them to get back at the girls and teachers who teased her…
4
Holiday Harmony (2022)
★ 6.7/10Also romance and comedy
A likeable and talented underdog gets momentarily sidelined from chasing her musical dreams when her van breaks down in a welcoming small town just before Christmas.
5
Winter's Tale (2014)
★ 6.3/10Also drama and romance
A burglar falls for an heiress as she dies in his arms. When he learns that he has the gift of reincarnation, he sets out to save her.
6
Don't Say Good Luck (2026)
★ 7.3/10Also comedy and drama
Sophie Birenbaum is ready for the spotlight as the lead in her high school musical—until she's suddenly facing more drama at home than on the stage.
7
Pure Country 2: The Gift (2010)
★ 6.7/10Also drama and romance
Three angels bestow the gift of song to a young girl, who must follow a series of rules in order hold on to it during her rise to fame and fortune.
8
Endless Love (2014)
★ 6.9/10Also drama and romance
A privileged girl and a charismatic boy's instant desire sparks a love affair made only more reckless by parents trying to keep them apart.
9
Angus, Thongs and Perfect Snogging (2008)
★ 6.5/10Also comedy and drama
Georgia Nicolson is fourteen, lives with nosey parents who don't understand her, an annoying three year old sister and has to wear a beret to school. She would, however, rather be blonde, have a smaller nose and a…
10
Love in Taipei (2023)
★ 6.8/10Also romance and comedy
A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.
11
Flora & Ulysses (2021)
★ 6.5/10Also family and comedy
When Flora rescues a squirrel she names Ulysses, she is amazed to discover he possesses unique superhero powers, which take them on an adventure of humorous complications that ultimately change Flora's life--and her…
12
Wuthering Heights (1992)
★ 6.6/10Also drama and romance
Young orphan Heathcliff is adopted by the wealthy Earnshaw family and moves into their estate, Wuthering Heights. Soon, the new resident falls for his compassionate foster sister, Cathy. The two share a remarkable bond…
13
Thunderstruck (2012)
★ 6.2/10Also comedy and family
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.
14
Sierra Burgess Is a Loser (2018)
★ 6.3/10Also comedy and drama
A case of mistaken identity results in unexpected romance when the most popular girl in high school and the biggest loser must come together to win over their crushes.
15
The Spectacular Now (2013)
★ 6.7/10Also comedy and drama
Sutter, a popular party animal, unexpectedly meets the introverted Aimee after waking up on a stranger's lawn. As Sutter deals with the problems in his life and Aimee plans for her future beyond school, an unexpected…
16
10 Things I Hate About You (1999)
★ 7.6/10Also comedy and romance
On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister…
17
Father of the Bride (2022)
★ 6.3/10Also romance and comedy
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
18
A California Christmas: City Lights (2021)
★ 6.6/10Also romance and comedy
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
19
Peace, Love & Misunderstanding (2011)
★ 5.8/10Also comedy and drama
A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce.
20
Departure (2016)
★ 6.3/10Also drama and romance
An English mother and her teenage son spend a week preparing the sale of their remote holiday house in the South of France. Fifteen-year-old Elliot struggles with his dawning sexuality and an increasing alienation from…