Movies like Working Winnie (1926)
The best movies like Working Winnie (1926) are Irish Wish (2024), Return to Me (2000) and The Mask (1994). If Working Winnie hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Working Winnie
Quick picks
- Highest ratedFatherhood (2021)7.5/10 from 1,585 votes
- NewestPicture This (2025)Released 2025
Irish Wish (2024)
Maddie's dream guy is days away from marrying her best friend when a wish for true love made on an ancient stone in Ireland magically alters her fate.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisReturn to Me (2000)
It took a lot of persuading to get Bob, a recently widowed architect, to go on a blind date at a quirky Irish-Italian eatery. Once there, he’s instantly smitten, not with his date, but with the sharp-witted waitress. Everything seems to be going great until an unbelievable truth is revealed, one that could easily break both of their hearts for good.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Mask (1994)
Timid bank clerk Stanley Ipkiss discovers a magical mask infused with the spirit of the Norse god Loki. Donning it transforms him into an unrestrained, green-faced, cartoon-like wild man. While the mask grants him the confidence to woo a local singer, it also makes him the target of a ruthless mobster.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisBell, Book and Candle (1958)
Gillian Holroyd, a modern-day witch, becomes smitten with her handsome upstairs neighbor, Shep Henderson. Using her magical powers, she casts a love spell on him, only to face unexpected complications when genuine feelings emerge, threatening her supernatural abilities.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMade of Honor (2008)
Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPicture This (2025)
Single and without a man on the horizon, Pia runs a failing photography studio in London with her best friend Jay. As her sister Sonal prepares for marriage and her mother Laxmi urges her to partner up, a spiritual guru predicts Pia will meet the love of her life among her next five dates. With her family intervening, Pia embarks on a hilarious yet heartfelt quest for love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBarbie (2023)
Barbie and Ken are having the time of their lives in the colorful and seemingly perfect world of Barbie Land. However, when they get a chance to go to the real world, they soon discover the joys and perils of living among humans.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisWhat Women Want (2000)
Advertising executive Nick Marshall is as cocky as they come, but what happens to a chauvinistic guy when he can suddenly hear what women are thinking? Nick gets passed over for a promotion, but after an accident enables him to hear women's thoughts, he puts his newfound talent to work against Darcy, his new boss, who seems to be infatuated with him.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Farmer's Daughter (1947)
After leaving her family's farm to study nursing in the city, a young woman finds herself on an unexpected path towards politics.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisWonka (2023)
Willy Wonka – chock-full of ideas and determined to change the world one delectable bite at a time – is proof that the best things in life begin with a dream, and if you’re lucky enough to meet Willy Wonka, anything is possible.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisA Boy Named Charlie Brown (1969)
Poor Charlie Brown. He can't fly a kite, and he always loses in baseball. Having his faults projected onto a screen by Lucy doesn't help him much either. Against the sage advice and taunting of the girls in his class, he volunteers for the class spelling bee.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisFatherhood (2021)
A widowed new dad copes with doubts, fears, heartache and dirty diapers as he sets out to raise his daughter on his own. Inspired by a true story.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisSomeone Like You... (2001)
Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisChasing Papi (2003)
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHot Frosty (2024)
When a young widow's magic scarf brings a dashing snowman to life, can he help her rediscover romance, laughter and holiday cheer before he melts away?
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisBridget Jones: Mad About the Boy (2025)
Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's science teacher.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Knack... and How to Get It (1965)
A nebbish schoolteacher begs his smooth (and misogynistic) pal to teach him 'the knack' – how to score with women. Serendipitously, the men meet up with a new girl in town, as well as a friendly lunatic who can’t help but paint things white.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMan's Favorite Sport? (1964)
Roger Willoughby is a renowned fishing expert, who, unbeknownst to his friends, co-workers, or boss, has never cast a line in his life. One day, he crosses paths with Abigail Paige, a sweetly annoying girl who has just badgered his boss into signing Roger up for an annual fishing tournament.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLove, Weddings & Other Disasters (2020)
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Prince & Me 4: The Elephant Adventure (2010)
One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like Working Winnie?
The closest matches to Working Winnie are Irish Wish (2024), Return to Me (2000) and The Mask (1994). Below are 17 more, each with the reason it matches.
What should I watch after Working Winnie?
Start with Irish Wish (2024), the closest match to Working Winnie.
What is the highest-rated movie like Working Winnie?
Fatherhood (2021), rated 7.5/10 by 1,585 TMDB users.
What is the newest movie like Working Winnie?
Picture This (2025) is the most recent release on this list.
Are there English movies like Working Winnie?
Yes: Irish Wish (2024), Return to Me (2000) and The Mask (1994).
How are movies similar to Working Winnie chosen?
First come films that Trakt’s viewers watch alongside Working Winnie, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.