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Movies Like A Night at the Roxbury

If you liked A Night at the Roxbury (1998), a comedy and romance movie directed by John Fortenberry, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1Little Italy

    Little Italy (2018)

    ★ 6.6/10Also comedy and romance

    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?

  2. 2Pretty Woman

    Pretty Woman (1990)

    ★ 7.4/10Also romance and comedy

    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…

  3. 3Girl on a Bicycle

    Girl on a Bicycle (2013)

    ★ 5.9/10Also comedy and romance

    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…

  4. 4Watching the Detectives

    Watching the Detectives (2007)

    ★ 6.3/10Also comedy and romance

    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…

  5. 5The Wrong Paris

    The Wrong Paris (2025)

    ★ 6.7/10Also romance and comedy

    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.

  6. 6Relationship Goals

    Relationship Goals (2026)

    ★ 6.4/10Also romance and comedy

    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…

  7. 7What's Love Got to Do with It?

    What's Love Got to Do with It? (2023)

    ★ 6.1/10Also romance and comedy

    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.

  8. 8How to Marry a Millionaire

    How to Marry a Millionaire (1953)

    ★ 6.8/10Also comedy and romance

    Three women set out to find eligible millionaires to marry, but find true love in the process.

  9. 9Nick and Norah's Infinite Playlist

    Nick and Norah's Infinite Playlist (2008)

    ★ 6.4/10Also comedy and romance

    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…

  10. 10That Touch of Mink

    That Touch of Mink (1962)

    ★ 6.5/10Also comedy and romance

    Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a…

  11. 11Chasing Papi

    Chasing Papi (2003)

    ★ 6.7/10Also comedy and romance

    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…

  12. 12Champagne Problems

    Champagne Problems (2025)

    ★ 6/10Also romance and comedy

    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.

  13. 13Stark Raving Mad

    Stark Raving Mad (2002)

    ★ 6.1/10Also comedy

    A crook quietly plots his revenge against the boss who murdered his brother while working for him.

  14. 14Yoh! Bestie

    Yoh! Bestie (2026)

    ★ 6.2/10Also romance and comedy

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

  15. 15Thoroughly Modern Millie

    Thoroughly Modern Millie (1967)

    ★ 6.9/10Also comedy and romance

    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…

  16. 16Clueless

    Clueless (1995)

    ★ 7.2/10Also comedy and romance

    Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her…

  17. 17Christmas with You

    Christmas with You (2022)

    ★ 5.8/10Also romance and comedy

    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.

  18. 18Kiss Me, Stupid

    Kiss Me, Stupid (1964)

    ★ 7/10Also comedy and romance

    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…

  19. 19This Little Love of Mine

    This Little Love of Mine (2021)

    ★ 6.1/10Also romance and comedy

    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…

  20. 20A Touch of Class

    A Touch of Class (1973)

    ★ 6.1/10Also comedy and romance

    Steve, a happily married American man living in London meets Vicki, an English divorcée and run off to Marbella for a rollicking week of sex. They then return to London to set up a cozy menage, despite the fact that he…

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