Movies like Winter Cherries (1985)
The best movies like Winter Cherries (1985) are Chéri (2009), A California Christmas: City Lights (2021) and The Baltimorons (2025). If Winter Cherries hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedJosee, the Tiger and the Fish (2020)8.2/10 from 646 votes
- NewestThe Baltimorons (2025)Released 2025
Chéri (2009)
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisA California Christmas: City Lights (2021)
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.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Baltimorons (2025)
A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHe Said, She Said (1991)
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisSidewalks of New York (2001)
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisLove Sarah (2020)
A young woman wishes to fulfill her mother's dream of opening her own bakery in Notting Hill, London. To do this, she enlists the help of an old friend and her grandma.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHitch (2005)
Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisI Met a Girl (2020)
An aspiring musician struggling with schizophrenia falls for a mysterious woman who may be all in his head. When she suddenly vanishes, he takes off on a cross-country journey across Australia to find her, forcing his long-suffering brother to chase after him.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisPeace, Love & Misunderstanding (2011)
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.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisFools Rush In (1997)
After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Other Sister (1999)
A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisOther People's Money (1991)
When a corporate raider threatens a hostile takeover of a 'mom and pop' company, the patriarch of the company enlists the help of his wife's attractive daughter—who is a lawyer—to stop the takeover. However, the raider soon becomes infatuated with her, and enjoys the legal manoeuvring as he tries to win her heart.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisElizabethtown (2005)
Drew Baylor is fired after causing his shoe company to lose hundreds of millions of dollars. To make matters worse, he's also dumped by his girlfriend. On the verge of ending it all, Drew gets a new lease on life when he returns to his family's small Kentucky hometown after his father dies. Along the way, he meets a flight attendant with whom he falls in love.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisCafé Society (2016)
The story of a young man who arrives in Hollywood during the 1930s hoping to work in the film industry, falls in love, and finds himself swept up in the vibrant café society that defined the spirit of the age.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisA California Christmas (2020)
With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisNot Easily Broken (2009)
A car accident and shifting affections test the bond between a married couple.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like thisLove Everlasting (2016)
Bridger is a young outsider who's always wanted more. He and his mother flee an abusive home, eventually finding a small town in the middle of nowhere. Once there, Bridger finds true acceptance with another misfit.
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies like thisWhat's Love Got to Do with It? (2023)
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisFalling for Christmas (2022)
An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.
Why it matches: Recommended by TMDB viewers · both romance & comedy
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 · both comedy & romance
Popcorn FlickMovies like thisGreen Card (1990)
Urban horticulturalist Brontë Mitchell has her eye on a gorgeous apartment, but the building's board will rent it only to a married couple. Georges Fauré, a waiter from France whose visa is expiring, needs to marry an American woman to stay in the country. Their marriage of convenience turns into a burden when they must live together to allay the suspicions of the immigration service, as the polar opposites grate on each other's nerves.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisKadhal Desam (1996)
Two boys from rival colleges, one rich and the other poor, become good friends after an incident. A new girl in college makes both their hearts melt but neither realises that they love the same girl.
Why it matches: Similar story and style · both comedy & drama
Summertime Blues (2009)
The life of 15 year old Alex is turned upside down, when his parents are divorced and find new partners right away. After a fight at school, the mother takes him over to England, where Alex chaotic life continues.
Why it matches: Similar story and style · both comedy & drama
Verses of Love (2008)
Fahri attracted many women, including Maria, Nurul, and Naora. They hide their feelings until Fahri's marriage with Aisha which broke their hearts.
Why it matches: Similar story and style · both drama & romance
Love Stalk (2016)
Sharon is a fast-rising PR executive from Singapore, searching for love in Hong Kong, who may have found her dream guy, but as she chases after him online and in person, Sharon quickly finds out the dangers of stalking a secret crush.
Why it matches: Similar story and style · both romance & comedy
The French Lieutenant's Woman (1981)
In this story-within-a-story, Anna is an actress starring opposite Mike in a period piece about the forbidden love between their respective characters, Sarah and Charles. Both actors are involved in serious relationships, but the passionate nature of the script leads to an off-camera love affair as well. While attempting to maintain their composure and professionalism, Anna and Mike struggle to come to terms with their infidelity.
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisJosee, the Tiger and the Fish (2020)
With dreams of diving abroad, Tsuneo gets a job assisting Josee, an artist whose imagination takes her far beyond her wheelchair. But when the tide turns against them, they push each other to places they never thought possible, and inspire a love fit for a storybook.
Why it matches: Similar story and style · both drama & romance
Absolute CinemaMovies like thisThe Apartment (1996)
Max is a former playboy who has decided to settle down by marrying his current love, Muriel. However, when Max catches a glimpse of the great lost love of his life, he becomes obsessed with rekindling their relationship.
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisPlaying It Cool (2014)
A young man meets and instantly falls in love with an engaged woman.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisTrain Man (2005)
The purportedly true story of a 23-year-old otaku (Japanese geek) who intervened when a drunk man was harassing a woman on a train. The otaku ultimately started dating with her and chronicled his event and his dates with the woman (who became known as "Hermès") on the Japanese mega-BBS 2channel.
Why it matches: Similar story and style · both comedy & romance
Like Winter Cherries and something else?
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Frequently asked questions
What are the best movies like Winter Cherries?
The closest matches to Winter Cherries are Chéri (2009), A California Christmas: City Lights (2021) and The Baltimorons (2025). Below are 27 more, each with the reason it matches.
What should I watch after Winter Cherries?
Start with Chéri (2009), the closest match to Winter Cherries.
What is the highest-rated movie like Winter Cherries?
Josee, the Tiger and the Fish (2020), rated 8.2/10 by 646 TMDB users.
What is the newest movie like Winter Cherries?
The Baltimorons (2025) is the most recent release on this list.
How are movies similar to Winter Cherries chosen?
First come films that Trakt’s viewers watch alongside Winter Cherries, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.