Movies like A Night at the Roxbury (1998)
The best movies like A Night at the Roxbury (1998) are Little Italy (2018), Pretty Woman (1990) and Watching the Detectives (2007). If A Night at the Roxbury hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedPretty Woman (1990)7.4/10 from 9,308 votes
- NewestRelationship Goals (2026)Released 2026
Little Italy (2018)
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisPretty Woman (1990)
Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisWatching the Detectives (2007)
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisGirl on a Bicycle (2013)
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisCrossing Delancey (1988)
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies 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 thisThoroughly Modern Millie (1967)
Millie Dillmount, a fearless young lady fresh from Salina, Kansas, determined to experience Life, sets out to see the world in the rip-roaring Twenties. With high spirits and wearing one of those new high hemlines, she arrives in New York to test the "modern" ideas she had been reading about back in Kansas: "I've taken the girl out of Kansas. Now I have to take Kansas out of the girl!"
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisGood Advice (2001)
An investment banker loses everything and must discover what's really important in life.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies 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 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 · both comedy & romance
Popcorn FlickMovies like thisRelationship Goals (2026)
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisHow to Marry a Millionaire (1953)
Three women set out to find eligible millionaires to marry, but find true love in the process.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisNick and Norah's Infinite Playlist (2008)
Nick cannot stop obsessing over his ex-girlfriend, Tris, until Tris' friend Norah suddenly shows interest in him at a club. Thus begins an odd night filled with ups and downs as the two keep running into Tris and her new boyfriend while searching for Norah's drunken friend, Caroline, with help from Nick's band mates. As the night winds down, the two have to figure out what they want from each other.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisChristmas with You (2022)
Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisSilk Stockings (1957)
After three bumbling Soviet agents fail in their mission to retrieve a straying Soviet composer from Paris, the beautiful, ultra-serious Ninotchka is sent to complete their mission and to retrieve them. She starts out condemning the decadent West, but gradually falls under its spell—with the help of an American movie producer. A remake of Ninotchka (1939).
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisChampagne Problems (2025)
A driven American exec heads to Paris determined to acquire a champagne brand by Christmas — and accidentally falls for the heir to the bubbly empire.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Lonely Guy (1984)
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisKiss Me, Stupid (1964)
While traveling home from Vegas, an amorous lounge singer named Dino gets conned by a local mechanic/songwriter into staying in town for the night. The mechanic's songwriting partner, Orville, offers Dino his home for overnight lodging and enlists a local waitress/call girl to pose as his wife in order to placate Dino's urges.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisThis Little Love of Mine (2021)
Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMuch Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPlayboy of Paris (1930)
Yvonne, daughter of Philibert, a Paris cafe owner, is in love with dreamy, blundering Albert, a waiter, though he pays little attention to her. Philibert plans to marry his daughter to a wealthy Parisian, but upon learning that Albert is to come into a large inheritance, he conspires to place him under a longterm contract, confident that he willingly will pay a forfeit to break it.
Why it matches: Similar story and style · both comedy & romance
Bread and Tulips (2000)
An endearing light comedy about a woman who spontaneously becomes a resident of Venice after her family left her behind. While enjoying the wonderful people she meets she achieves a new life and the first time independent of her family.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisThe Little Cafe (1931)
Yvonne, daughter of Philibert, a Paris café owner, is in love with dreamy, blundering Albert, a waiter, though he pays little attention to her. Philibert plans to marry his daughter to a wealthy Parisian, but upon learning that Albert is to come into a large inheritance, he conspires to place him under a longterm contract, confident that he willingly will pay a forfeit to break it....
Why it matches: Similar story and style · both comedy & romance
Confessions of a Sociopathic Social Climber (2005)
Katya Livingston, a self-centered, obnoxious and conceited 28-year-old ad sales exec, won't let anything or anyone stand in her way in getting to the top of the San Francisco social ladder. When tax inspectors question her claims Katya is forced to keep a financial diary and finds time to add details about her friends, enemies and lovers all from her unique point of view.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisG.I. Blues (1960)
Stationed in West Germany, soldier Tulsa McLean hopes to open a nightclub once he's discharged. Although he may lack the capital for such a venture, a chance to raise the cash comes his way through a friendly wager. Local dancer Lili is a notorious ice queen, and Tulsa bets everything he has that a friend of his can earn her affections. But when the friend is dispatched to Alaska, it's up to Tulsa to melt Lili's heart.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisShooting Fish (1997)
Two con artists hire an unwitting medical-school student as a secretary for their latest scam.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisBall of Fire (1941)
A group of academics have spent years shut up in a house working on the definitive encyclopedia. When one of them discovers that his entry on slang is hopelessly outdated, he ventures into the wide world to learn about the evolving language. Here he meets Sugarpuss O’Shea, a nightclub singer, who’s on top of all the slang—and, it just so happens, needs a place to stay.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisBe Cool (2005)
Disenchanted with the movie industry, Chili Palmer tries the music industry, meeting and romancing a widow of a music executive along the way.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisWhite Chicks (2004)
Two FBI agent brothers, Marcus and Kevin Copeland, accidentally foil a drug bust. To avoid being fired they accept a mission escorting a pair of socialites to the Hamptons--but when the girls are disfigured in a car accident, they refuse to go. Left without options, Marcus and Kevin decide to pose as the sisters, transforming themselves from black men into rich white women.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisThe Adventures of Pluto Nash (2002)
The year is 2087, the setting is the moon. Pluto Nash, the high-flying successful owner of the hottest nightclub in the universe, finds himself in trouble when he refuses to sell his club to lunar gangster Mogan, who just happens to be helping the mysterious Rex Crater mastermind a plan to take over the entire moon.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like this
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Frequently asked questions
What are the best movies like A Night at the Roxbury?
The closest matches to A Night at the Roxbury are Little Italy (2018), Pretty Woman (1990) and Watching the Detectives (2007). Below are 27 more, each with the reason it matches.
What should I watch after A Night at the Roxbury?
Start with Little Italy (2018), the closest match to A Night at the Roxbury.
What is the highest-rated movie like A Night at the Roxbury?
Pretty Woman (1990), rated 7.4/10 by 9,308 TMDB users.
What is the newest movie like A Night at the Roxbury?
Relationship Goals (2026) is the most recent release on this list.
Are there English movies like A Night at the Roxbury?
Yes: Little Italy (2018), Pretty Woman (1990) and Watching the Detectives (2007).
How are movies similar to A Night at the Roxbury chosen?
First come films that Trakt’s viewers watch alongside A Night at the Roxbury, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.