Movies like The Terribly Sad Princess (1968)
The best movies like The Terribly Sad Princess (1968) are Sneakerella (2022), A Cinderella Story: If the Shoe Fits (2016) and The 3 Worlds of Gulliver (1960). If The Terribly Sad Princess hooked you with its music and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks
- Highest ratedA Cinderella Story: If the Shoe Fits (2016)7.2/10 from 874 votes
- NewestUntil Death (2024)Released 2024
Sneakerella (2022)
When El, an aspiring sneaker designer from Queens, meets Kira King, the fiercely independent daughter of legendary basketball star and sneaker tycoon Darius King, sparks fly as the two bond over their mutual affinity for sneakers. With a little nudge from his best friend and a sprinkle of Fairy Godfather magic, El finds the courage to use his talent to pursue his dream of becoming a ‘legit’ sneaker designer in the industry.
Why it matches: Recommended by TMDB viewers · both music & comedy
SnoozefestMovies like thisA Cinderella Story: If the Shoe Fits (2016)
A contemporary musical version of the classic Cinderella story in which the servant step daughter hope to compete in a musical competition for a famous pop star.
Why it matches: Recommended by TMDB viewers · both comedy & family
Worth the HypeMovies like thisThe 3 Worlds of Gulliver (1960)
Doctor Gulliver is poor, so nothing - not even his charming fiancée Elisabeth - keeps him in the town he lives. He signs on to a ship to India, but in a storm he's washed off the ship and ends up on an island, which is inhibitated by very tiny people. After he managed to convince them he's harmless and is accepted as one of their citizens, their king wants to use him in war against a people of giants. Compared to them, even Gulliver is a gnome.
Why it matches: Recommended by TMDB viewers · both music & comedy
Popcorn FlickMovies like thisDolly Parton's Christmas on the Square (2020)
A rich and nasty woman returns to her hometown to evict everyone but discovers the true meaning of Christmas thanks to the local townsfolk – and an actual angel. Features 14 original songs with music and lyrics by Dolly Parton!
Why it matches: Recommended by TMDB viewers · both comedy & music
SnoozefestMovies like thisTangled: Before Ever After (2017)
Rapunzel grapples with the responsibilities of being a princess and the overprotective ways of her father. While she wholeheartedly loves Eugene, Rapunzel does not share his immediate desire to get married and settle down within the castle walls. Determined to live life on her own terms, she and her tough-as-nails Lady-in-Waiting Cassandra embark on a secret adventure where they encounter mystical rocks that magically cause Rapunzel's long blonde hair to grow back. Impossible to break and difficult to hide, Rapunzel must learn to embrace her hair and all that it represents.
Why it matches: Recommended by TMDB viewers · both comedy & family
Popcorn FlickMovies like thisDisenchanted (2022)
Disillusioned 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 the entire town into a real-life fairy tale and placing her family’s future happiness in jeopardy, she must race against time to reverse the spell and determine what happily ever after truly means to her and her family.
Why it matches: Recommended by TMDB viewers · both comedy & family
Popcorn FlickMovies like thisTom Thumb (1958)
A boy, no bigger than a thumb, manages to outwit two thieves determined to make a fortune from him.
Why it matches: Recommended by TMDB viewers · both music & family
Popcorn FlickMovies like thisThe Loud House Movie (2021)
The Loud family travel to Scotland and discover they are descendants of Scottish royalty as they move into their giant ancestral castle.
Why it matches: Recommended by TMDB viewers · both family & comedy
Worth the HypeMovies like thisBabes in Toyland (1934)
Ollie Dee and Stannie Dum try to borrow money from their employer, the toymaker, to pay off the mortgage on Mother Peep's shoe and keep it and Little Bo Peep from the clutches of the evil Barnaby. When that fails, they trick Barnaby, enraging him.
Why it matches: Recommended by TMDB viewers · both comedy & family
Popcorn FlickMovies like thisMake Mine Music (1946)
In the tradition of Fantasia, Make Mine Music is a glorious collection of musically charged animated shorts featuring such fun-filled favorites as "Peter and the Wolf", narrated by the beloved voice behind Winnie the Pooh. In addition you'll enjoy such classic cartoon hits as "Casey at the Bat," "The Whale Who Wanted to Sing at the Met" and "Johnnie Fedora and Alice Bluebonnet."
Why it matches: Recommended by TMDB viewers · both music & family
SnoozefestMovies like thisPuss in Boots (1988)
Following the death of their miller father, his eldest son inherits the mill, the middle one a donkey, and the youngest a cat. While initially disappointed, the lad soon learns not only that the cat can talk but is quite resourceful.
Why it matches: Recommended by TMDB viewers · both family & music
Worth the HypeMovies like thisCinderfella (1960)
When his father dies, poor Fella is left at the mercy of his snobbish stepmother and her two no-good sons Maximilian and Rupert. As he slaves away for his nasty step-family, Maximilian and Rupert attempt to find a treasure Fella's father has supposedly hidden on the estate. Hoping to restore her dwindling fortunes, the stepmother plans a fancy ball in honor of the visiting Princess Charmein whom she hopes will marry Rupert. Eventually, Fella's Fairy Godfather shows up to convince him that he has a shot at winning the Princess himself.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisMulan II (2004)
Fa 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 princesses to Chang'an, China. Mushu is determined to drive a wedge between the couple after he learns that he will lose his guardian job if Mulan marries into the Li family.
Why it matches: Recommended by TMDB viewers · both comedy & family
Popcorn FlickMovies like thisI Yabba-Dabba Do! (1993)
A grown-up Pebbles and Bamm-Bamm decide to get married.
Why it matches: Recommended by TMDB viewers · both comedy & family
Popcorn FlickMovies like thisThe Swan Princess (1994)
The beautiful princess Odette is transformed into a swan by an evil sorcerer's spell. Held captive at an enchanted lake, she befriends Jean-Bob the frog, Speed the turtle and Puffin the bird. Despite their struggle to keep the princess safe, these good-natured creatures can do nothing about the sorcerer's spell, which can only be broken by a vow of everlasting love.
Why it matches: Recommended by TMDB viewers · both family & comedy
Popcorn FlickMovies like thisThe Nutcracker (1993)
On Christmas Eve, a little girl named Marie falls asleep and dreams herself into a fantastic world in which her toys become larger than life. She meets up with the Nutcracker Prince who takes her on a journey to his kingdom and defends her from the Mouse King.
Why it matches: Recommended by TMDB viewers · both music & family
SnoozefestMovies like thisMy Little Pony: Best Gift Ever (2018)
As the ponies prepare for another Hearth's Warming, families come together to celebrate the holiday; Pinkie Pie, Fluttershy, Applejack, Rarity, and Rainbow Dash are ready for the big day, but Princess Twilight Sparkle doesn't have time to celebrate.
Why it matches: Recommended by TMDB viewers · both comedy & music
Worth the HypeMovies like thisLife with Father (1947)
A straitlaced turn-of-the-century father presides over a family of boys and the mother who really rules the roost.
Why it matches: Recommended by TMDB viewers · both comedy & family
Popcorn FlickMovies like thisDuck Duck Goose (2018)
After he’s grounded by an injury, a high-flying bachelor is saddled with two wide-eyed orphans as they come face-to-face with the dangers and beauty of the outside world.
Why it matches: Recommended by TMDB viewers · both family & comedy
Popcorn FlickMovies like thisGodmothered (2020)
A young and unskilled fairy godmother that ventures out on her own to prove her worth by tracking down a young girl whose request for help was ignored. What she discovers is that the girl has now become a grown woman in need of something very different than a "prince charming."
Why it matches: Recommended by TMDB viewers · both family & comedy
Popcorn FlickMovies like thisHook (1991)
The boy who wasn't supposed to grow up—Peter Pan—does just that, becoming a soulless corporate lawyer whose workaholism could cost him his wife and kids. During his trip to see Granny Wendy in London, the vengeful Capt. Hook kidnaps Peter's kids and forces Peter to return to Neverland.
Why it matches: Similar story and style · both comedy & family
Popcorn FlickMovies like thisThe Small White Mouse (1964)
„White mouse“ Fritz controls the traffic on Dresden’s Körner Square. Helene, who crosses the junction on her motor scooter every day, has taken a shine to Fritz a long while ago. Although Fritz yields right-of-way to her remarkably often, the two have not spoken to each other. In order to finally get to know him better, Helene deliberately performs a traffic violation. Her plan is working: She is ordered to take road safety education lessons from Fritz and they get closer. New problems arise in the shape of Mrs. Messmer who must pay a monetary fine. She feels discriminated against by Fritz and complains about him to his supervisor.
Why it matches: Similar story and style · both music & comedy
The Farmer's Clever Daughter (1969)
A farmer receives land from the king and discovers a buried golden mortar. He decides to give it to the king out of gratitude, but his clever daughter warns him that the king will surely want him to bring a corresponding pestle as well. When the king throws the farmer into jail for fraud, he bemoans the fact that he did not listen to his daughter.
Why it matches: Similar story and style · both family & comedy
Walking on Sunshine (2014)
Set to the music of popular hit 1980s songs. A beautiful coastal village, present day Italy. After a whirlwind romance, Maddie is preparing to marry gorgeous Italian Raf, and has invited her sister Taylor to the wedding. Unbeknownst to Maddie, however, Raf is Taylor's ex-holiday flame, and the love of her life...
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisThe Ewok Adventure (1984)
Wicket the Ewok and his friends agree to help two shipwrecked human children, Mace and Cindel, on a quest to find their parents.
Why it matches: Similar story and style · both family
SnoozefestMovies like thisČertův švagr (1984)
An evil and calculating stepmother chases her stepson out of the house. Petr tries in vain to find a job, but he is sent to hell everywhere. So he goes to serve in hell. As you will see, he could not have done anything better.
Why it matches: Similar story and style · both family
Until Death (2024)
Alex and Chiara die in a car crash just after getting married. In the purgatory where they are now trapped, they are asked to make a decision : stay together or split up for good, as they are slyly advised in the afterlife.
Why it matches: Similar story and style · both comedy
The Bachelor (1999)
Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisFortune Comes at Nine o'Clock (1961)
One day, Fortune and Worry come to town. Fortune leaves her magical cloak in the local inn, saying that it fulfills every wish to those who wear it. However, Worry knows that Fortune doesn't come alone, but brings worries with herself, too. The magical cloak changes its owner and fulfills the most unusual wishes of timid professor of violin, old night guard, naive student and blonde girl. When all their wishes are fulfilled, they find out that they did not achieve happiness.
Why it matches: Similar story and style · both comedy
The Wedding Planner (2001)
San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making their wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like The Terribly Sad Princess?
The closest matches to The Terribly Sad Princess are Sneakerella (2022), A Cinderella Story: If the Shoe Fits (2016) and The 3 Worlds of Gulliver (1960). Below are 27 more, each with the reason it matches.
What should I watch after The Terribly Sad Princess?
Start with Sneakerella (2022), the closest match to The Terribly Sad Princess.
What is the highest-rated movie like The Terribly Sad Princess?
A Cinderella Story: If the Shoe Fits (2016), rated 7.2/10 by 874 TMDB users.
What is the newest movie like The Terribly Sad Princess?
Until Death (2024) is the most recent release on this list.
How are movies similar to The Terribly Sad Princess chosen?
First come films that Trakt’s viewers watch alongside The Terribly Sad Princess, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.





























