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Movies like 14 Going on 30 (1988)

The best movies like 14 Going on 30 (1988) are The Good Witch's Garden (2009), Secret Summer (2016) and Annie Claus Is Coming to Town (2011). If 14 Going on 30 hooked you with its science fiction and romance, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Good Witch's Garden (2009)

    Middleton prepares for its bicentennial, and Grey House is to be the party venue. Good witch Cassie is remodeling it as B&B. her first and only guest, Nick Chasen, claims to be a distant relative. He produces papers to prove he's the heir of the builder, colonial era captain Hamblin, while the Grey lady was his mistress and stole it. Police chief and lover Jake Russell goes all the way to motivate her to fight and disprove the claim before she's effectively disowned. Brandon is dared to pass a rascals-initiation by local brat Steve and Duke. George's gardening skills lead to romance.

    Why it matches: Recommended by TMDB viewers · both comedy & family

    Worth the HypeMovies like this
  2. Secret Summer (2016)

    Appraiser Rachel (Lindsey Shaw) receives the news that her top-notched client wants to buyout a small town’s beloved library to build a resort and spa on the land. Rachel is completely against the idea of leaving NYC but loses the argument to her boss. So Rachel packs her bags and flies out to California. During her first visit to the library she runs into writer, Jake (Derek Theler), who is researching the tale of Captain Black Bart’s hidden treasures for his next novel. With hopes of saving the library, Mrs. Archer (Rachel Ticotin), the librarian, pushes Jake to show Rachel what the library means to the town. Jake’s already got a lot on his plate with his research and taking care of his niece, Hailey (Chiara Aurelia), and nephew, Noah (Max Page), for the summer but he agrees to help out. As Rachel learns what the library means to the community she must find away to save it before it’s too late.

    Why it matches: Recommended by TMDB viewers · both romance & family

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  3. Annie Claus Is Coming to Town (2011)

    This year, Santa’s daughter takes her first trip away from the North Pole during the Christmas season hoping to find adventure and love in sunny California. While Santa watches his daughter through a magic snow globe, Annie arrives in L.A. and becomes friends with the owner of Candy Cane Inn, Lucy, and her daughter, Mia. She also quickly lands a job at Wonderland Toys. Wonderland Toys’ owner, Ted is struggling to stay in business selling old-fashioned toys in a digital world. Annie soon realizes that she wants Ted’s business to thrive because she has feelings for this Christmas traditionalist.

    Why it matches: Recommended by TMDB viewers · both family & comedy

    Popcorn FlickMovies like this
  4. Snow Queen (2002)

    Since a bitter winter storm stole the life of Gerda's mother, she and her father have sadly continued to run the remote hotel they call home. Lonely and isolated, Gerda's only joy is Kai, the handsome bellboy. A mysterious guest with an icy stare arrives at the hotel one night, wrapped in fur and diamonds. By daybreak, the "Snow Queen" has vanished with Kai! Gerda embarks on a journey of morphing seasons, fantastical creatures, and long-frozen mysteries in a desperate quest to find her stolen love.

    Why it matches: Recommended by TMDB viewers · both family & science fiction

    Popcorn FlickMovies like this
  5. Memoirs of an Invisible Man (1992)

    After a freak accident, an invisible yuppie runs for his life from a treacherous CIA official while trying to cope with his new life.

    Why it matches: Recommended by TMDB viewers · both science fiction & comedy

  6. The Enchanted Christmas Cake (2021)

    Gwen recently lose her grandmother and she is struggling to run their bakery and regain the Christmas spirit, and figure out her grandmother's magical recipe for the town's legendary Enchanted Christmas Cake.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  7. Marrying Mr. Darcy (2018)

    Schoolteacher Elizabeth Scott and businessman/philanthropist Donovan Darcy are blissfully in love and newly engaged. As the weeks fly by and the arrangements for their small autumn wedding grow more elaborate and Donovan, wrapped up in his work, is increasingly unavailable. Reminded yet again of their tremendous differences in background and temperament, Elizabeth can’t help but ask herself: should she marry Mr. Darcy?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  8. Prom Pact (2023)

    It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts tutoring basketball all-star Graham, she must re-evaluate whether her dream school is worth the cost of everything she believes in.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  9. Superintelligence (2020)

    When an all-powerful Superintelligence chooses to study the most average person on Earth, Carol Peters, the fate of the world hangs in the balance. As the A.I. decides to enslave, save or destroy humanity, it’s up to Carol to prove that people are worth saving.

    Why it matches: Recommended by TMDB viewers · both comedy & science fiction

  10. Under Wraps (2021)

    Three friends try to save their mummified friend, Harold, from greedy criminals by returning him to his resting place before midnight on Halloween.

    Why it matches: Recommended by TMDB viewers · both family & comedy

    Popcorn FlickMovies like this
  11. Craig Before the Creek (2023)

    Before he was Craig of the Creek, he was just Craig — a new kid in a new town. All Craig wants is to go back to his old friends at his old home. But when he learns that the nearby creek is hiding a lost treasure that could make his wish come true, Craig sets off on a journey to find it — navigating the perilous suburban wilderness, forging new friendships, all while being pursued by a fearsome band of pirates who are bent on destroying the Creek itself.

    Why it matches: Recommended by TMDB viewers · both family & comedy

    Worth the HypeMovies like this
  12. The Seven Year Hitch (2012)

    Jennifer and Kevin are childhood best friends who have lived together, platonically, as adults for many years. When Jennifer decides to marry her cheating, manipulative boyfriend, Bryce Kevin has to stop the wedding to protect her from making, what he believes is, a terrible mistake. With a little help from his brother and neighbor Kevin discovers that he and Jennifer are already legally married due to common law, having lived together for seven years and, as such, Jennifer can not marry Bryce.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  13. Kristin's Christmas Past (2013)

    Kristin, a cynical 34-year-old, drinks a mysterious champagne on Christmas Eve and wakes up seventeen years in the past, sharing a room with her 17-year-old self. Given the chance to change the worst Christmas of her life, she attempts to fix past mistakes, only to discover surprising truths about her family that may help her mend her present-day relationships.

    Why it matches: Recommended by TMDB viewers · both comedy & family

  14. Drake & Josh Go Hollywood (2006)

    When Drake and Josh accidentally send their little sister Megan on a plane to L.A., they soon find themselves in the middle of a dangerous situation.

    Why it matches: Recommended by TMDB viewers · both family & comedy

    Worth the HypeMovies like this
  15. Psych: The Movie (2017)

    The ambitious friends come together during the holidays after a mystery assailant targets one of their own. A comedic thrill-ride follows, as the wild and unpredictable Psych team pursues the bad guys, justice … and, of course, food!

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. The Amazing Mr. Blunden (2021)

    Jamie and Lucy have an encounter with what appears to be a pair of ghost children. But these spooky kids, Sara and Georgie, aren’t actually ghosts. They’ve travelled forwards in time to seek help, believing they’re going to be murdered by the wicked Mr and Mrs Wickens. And Lucy and Jamie’s strange visitor seems to be the key to it all. With his help, they must travel back to 1821 to save Sara and Georgie and redeem their remorseful new friend – The Amazing Mr Blunden.

    Why it matches: Recommended by TMDB viewers · both family

    Popcorn FlickMovies like this
  17. Real Men (1987)

    A womanizing CIA agent and an insecure insurance agent are paired together to make sure a deal goes through with aliens for the future of mankind.

    Why it matches: Recommended by TMDB viewers · both comedy & science fiction

    Popcorn FlickMovies like this
  18. Max Winslow and The House of Secrets (2020)

    Five teenagers compete to win a mansion owned by entrepreneur and scientist Atticus Virtue. To win the teens must face-off against a super computer named HAVEN who controls the mansion.

    Why it matches: Recommended by TMDB viewers · both family & science fiction

  19. Psych 3: This Is Gus (2021)

    In preparation for a shotgun wedding before the birth of Baby Guster, Shawn and Gus go rogue in an attempt to track down Selene’s estranged husband, as Lassiter grapples with the future of his career.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Stewie Griffin: The Untold Story (2005)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & science fiction

    Popcorn FlickMovies like this

Like 14 Going on 30 and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like 14 Going on 30?

The closest matches to 14 Going on 30 are The Good Witch's Garden (2009), Secret Summer (2016) and Annie Claus Is Coming to Town (2011). Below are 17 more, each with the reason it matches.

What should I watch after 14 Going on 30?

Start with The Good Witch's Garden (2009), the closest match to 14 Going on 30.

What is the highest-rated movie like 14 Going on 30?

Psych: The Movie (2017), rated 7.2/10 by 264 TMDB users.

What is the newest movie like 14 Going on 30?

Craig Before the Creek (2023) is the most recent release on this list.

Are there English movies like 14 Going on 30?

Yes: The Good Witch's Garden (2009), Secret Summer (2016) and Annie Claus Is Coming to Town (2011).

How are movies similar to 14 Going on 30 chosen?

First come films that Trakt’s viewers watch alongside 14 Going on 30, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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