Movies like Sidewalks of New York (2001)
The best movies like Sidewalks of New York (2001) are You Will Meet a Tall Dark Stranger (2010), He Said, She Said (1991) and Which Brings Me to You (2023). If Sidewalks of New York 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 ratedOnce Were Warriors (1994)7.4/10 from 521 votes
- NewestThe Wrong Paris (2025)Released 2025
You Will Meet a Tall Dark Stranger (2010)
Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies 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 thisWhich Brings Me to You (2023)
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.
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 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 thisCosi (1996)
Lewis, a young amateur theater director, is offered a job with a governmental program for the rehabilitation of mentally ill patients in a Sydney institution. His project is overrun by one of the patients, who wants to stage the opera Cosi Fan Tutte by Mozart, despite the fact that none of the patients can sing or speak Italian. A comedy of errors ensues, but one which unifies the patients and their director in unexpected ways.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisPaper Heart (2009)
Paper Heart follows Nick and Charlyne on a cross-country journey to document what exactly "love" is. Interviewing ministers, happily married couples, chemists, romance novelists, divorce lawyers, a group of children and more, the determined young girl attempts to find definition and perhaps even experience the mysterious emotion.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies 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 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 thisChéri (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 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 thisMadame (2017)
Anne and Bob, a well-to-do American couple, have just moved to a beautiful manor house in romantic Paris. To impress their sophisticated friends, they decide to host a lavish dinner party, but must disguise their maid as a noblewoman to even out the number of guests. When the maid runs off with a wealthy guest, Anne must chase her around Paris to thwart the joyous and unexpected love affair.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisAuthor! Author! (1982)
While facing the stress of his original play being produced on Broadway, playwright Ivan Travalian deals with having to raise his son, his stepdaughters, and his stepsons.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisFather of the Bride (2022)
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisOnce Around (1991)
A struggling woman finds unexpected love with a charismatic older salesman at a real estate seminar. Their passionate relationship clashes with the values of her family, particularly her father.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisLove in Taipei (2023)
A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.
Why it matches: Recommended by TMDB viewers · both romance & comedy
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 thisThe Wrong Paris (2025)
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisBlind (2017)
A novelist is blinded in a car crash that killed his wife and several years later rediscovers his passion for life and writing when he embarks on an affair with the neglected wife of an indicted businessman.
Why it matches: Recommended by TMDB viewers · both drama & 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 thisRussian Dolls (2005)
Five years after their summer together in Barcelona, Xavier, William, Wendy, Martine and Isabelle reunite.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisShanghai Kiss (2007)
Liam Liu unwittingly gets involved with a high school girl. He suddenly has to go to China after learning from his father that he has inherited his grandmother's home in Shanghai. He's not very appreciative of his Chinese roots, and at first, only wants to sell the house and get back to the U.S. as fast as possible. He gets a taste of the Chinese culture and ends up having some big decisions to make.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisHuman Nature (2001)
Obsessive scientist Nathan and his lover, the naturalist Lila, discover Puff: a man born and raised in the wild. As Nathan trains the wild man in the civilized ways of the world, Lila fights to preserve the man’s natural state. In the power struggle that ensues, an unusual love triangle emerges.
Why it matches: Similar story and style · both drama & comedy
Popcorn FlickMovies like thisNowhere (1997)
In Los Angeles, a colorful assortment of bohemians try to make sense of their intersecting lives. The moody Dark Smith, his bisexual girlfriend, her lesbian lover and their shy gay friend plan on attending the wildest party of the year. But they'll only make it if they can survive the drug trips, suicides, trysts, mutilations and alien abductions that occur as one surreal day unfolds.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like this2 Days in Paris (2007)
Marion and Jack try to rekindle their relationship with a visit to Paris, home of Marion's parents — and several of her ex-boyfriends.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisKabluey (2007)
Leslie is left with few options when her husband is sent back to war in the Middle East. A modest amount of help arrives in the form of his brother, Salman, who is less than prepared to care for the couple's two preadolescent boys. When Leslie still can't make ends meet on her own, Salman is forced to find employment, but, with minimal qualifications, his only option is to become a mascot for a digital company by donning a bulbous blue costume.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisOne Last Thing... (2005)
Sixteen-year-old Dylan is dying of cancer. When a charitable organization offers to grant Dylan his final wish, the teen has a surprising request: to meet supermodel Nikki Sinclair. Much to his mother's dismay, Dylan, with the help of his best friends, goes to New York to fulfill his dream.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisMan in the Chair (2007)
The story of an aspiring young filmmaker's encounter with a grumpy fount of movie lore.
Why it matches: Similar story and style · both comedy & drama
Lisbon Story (1994)
Wim Wenders' homage to Lisbon and films. A sound engineer obtains a mysterious postcard from a friend who at the moment is filming a film in Lisbon. He sets out across Europe to find him and help him.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like thisOnce Were Warriors (1994)
In a violent relationship, it takes a mother’s strength to save herself and her children from the man she loved. Once Were Warriors is a violent love story set against a contemporary urban backdrop.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like this
Like Sidewalks of New York and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Sidewalks of New York?
The closest matches to Sidewalks of New York are You Will Meet a Tall Dark Stranger (2010), He Said, She Said (1991) and Which Brings Me to You (2023). Below are 27 more, each with the reason it matches.
What should I watch after Sidewalks of New York?
Start with You Will Meet a Tall Dark Stranger (2010), the closest match to Sidewalks of New York.
What is the highest-rated movie like Sidewalks of New York?
Once Were Warriors (1994), rated 7.4/10 by 521 TMDB users.
What is the newest movie like Sidewalks of New York?
The Wrong Paris (2025) is the most recent release on this list.
Are there English movies like Sidewalks of New York?
Yes: You Will Meet a Tall Dark Stranger (2010), He Said, She Said (1991) and Which Brings Me to You (2023).
How are movies similar to Sidewalks of New York chosen?
First come films that Trakt’s viewers watch alongside Sidewalks of New York, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.