Movies Like The Winning Season

If you liked The Winning Season (2004), a family and fantasy movie directed by John Kent Harrison, 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
The Good Witch (2008)
★ 7.1/10Also family and fantasy
A mysterious woman comes in to town and inhabits the local haunted mansion, making everyone wonder if she's a witch or "The Grey Lady".
2
Snow Queen (2002)
★ 6.1/10Also family and fantasy
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…
3
Casper Meets Wendy (1998)
★ 5.9/10Also family and fantasy
When a warlock threatens Wendy the Good Little Witch, she and her aunts hide out at a resort where Casper the Ghost is vacationing with his uncles. Although Casper and Wendy are told ghosts and witches don't get along…
4
Invisible Sister (2015)
★ 6.7/10Also fantasy and tv movie
Teenager Cleo's school science project goes quite awry, causing her popular older sister Molly to go invisible.
5
Sofia the First: Once Upon a Princess (2012)
★ 7.4/10Also family and fantasy
Set 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…
6
Descendants: Wicked Wonderland (2026)
★ 7.5/10Also fantasy and tv movie
Now that the Queen of Hearts is nice and Cinderella is safe, things seem perfect for Red and Chloe… But little do they know that changing the past created a new villain — Maddox Hatter. When Maddox captures the Queen…
7
The Wizards Return: Alex vs. Alex (2013)
★ 7.8/10Also family and tv movie
While 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…
8
Elena and the Secret of Avalor (2016)
★ 7.3/10Also fantasy and family
In the Kingdom of Avalor, Elena takes Naomi up a mountain to show her favorite view of the kingdom. Elena laments to Naomi how she was trapped in the Amulet of Avalor for forty-one years, and then presents to her a…
9
You Cast A Spell On Me (2015)
★ 6.8/10Also fantasy and tv movie
Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.
10
The Good Witch's Wonder (2014)
★ 7.4/10Also fantasy and family
While planning her stepson's wedding, Cassie Nightingale also tries to uncover the truth behind missing auction items.
11
The Little Mermaid Live! (2019)
★ 6.7/10Also family and tv movie
Live musical performances by a star-studded cast will be interwoven into the broadcast of the animated classic.
12
Clash of the Thundermans (2026)
★ 6.6/10Also tv movie and family
When Chloe develops a destructive new superpower, the Hero League orders her to an elite boarding school for superheroes to learn control of her abilities. Faced with the prospect of sending Chloe away for years, the…
13
Halloweentown High (2004)
★ 6.5/10Also family and fantasy
Marnie puts her magic on the line to get several Halloweentown teenagers transferred to her high school in the mortal world. But soon, Marnie and her new friends are in trouble and out of luck when the evil Knight Of…
14
Twitches Too (2007)
★ 6.7/10Also family and fantasy
Reunited witch twins Camryn and Alex adjust to their new life as supernatural beings while at the same time trying to maintain a normal existence in this sequel to the magical Disney Channel original movie Twitches…
15
The Pagemaster (1994)
★ 6.4/10Also family and fantasy
Rich knows a lot about accidents. So much so, he is scared to do anything that might endanger him, like riding his bike, or climbing into his treehouse. While in an old library, he is mystically transported into the…
16
Descendants 2 (2017)
★ 7.4/10Also family and fantasy
When the pressure to be royal becomes too much for Mal, she returns to the Isle of the Lost where her archenemy Uma, Ursula's daughter, has taken her spot as self-proclaimed queen.
17
Borrowed Hearts (1997)
★ 6.5/10Also fantasy and tv movie
Single mom Kathleen Russell (Roma Downey) and her daughter Zoey pretend to be Kathleen's boss's "family" so he can close a major business deal with the mysterious Mexican financier Javier Del Campo.
18
Under Wraps 2 (2022)
★ 6.2/10Also family and fantasy
As Marshall, Gilbert and Amy are preparing for her father’s Spooktacular Halloween-themed wedding to his fiancé Carl, plans go awry when they discover that their mummy friend Harold and his beloved Rose may be in danger.
19
Momo (2025)
★ 7.1/10Also family and fantasy
Momo is a young orphan girl who lives in the ruins of an old Roman amphitheater and becomes friends with everybody in the neighborhood. But when a powerful international corporation starts stealing everybody’s time…
20
The Amazing Mr. Blunden (2021)
★ 6.3/10Also fantasy and family
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…