“27 Dresses” is a delightful romantic comedy that follows Jane, a perennial bridesmaid who struggles with her unrequited love for her boss and her habit of putting others before herself. Starring Katherine Heigl, the film is celebrated for its humor, charming romance, and themes of self-discovery. If you loved it, you’ll enjoy these 15 similar movies like 27 Dresses that offer a mix of romance, comedy, and heartfelt moments:
“The Wedding Planner” (2001)
Starring Jennifer Lopez and Matthew McConaughey, this film follows Mary, a successful wedding planner who falls for a groom-to-be. The story explores the complexities of love and career, delivering humor, romance, and charming performances that echo the spirit of “27 Dresses.”
“My Best Friend’s Wedding” (1997)
Julia Roberts stars as Julianne, a woman who realizes she’s in love with her best friend Michael just as he’s about to marry someone else. The film blends humor with heartfelt moments as Julianne tries to sabotage the wedding, offering a perfect mix of romantic tension and comedy.
“Bridesmaids” (2011)
This hilarious comedy, starring Kristen Wiig, follows Annie, a maid of honor whose life unravels as she leads her best friend Lillian’s bridal party. With its witty script, memorable characters, and heartfelt moments, the film is a refreshing take on friendship and wedding chaos.
“Made of Honor” (2008)
Starring Patrick Dempsey and Michelle Monaghan, this film follows Tom, who realizes he’s in love with his best friend Hannah just as she gets engaged. He becomes her maid of honor to win her over, blending humor and romance in a story about realizing true love.
“The Proposal” (2009)
Sandra Bullock and Ryan Reynolds star in this romantic comedy about a high-powered editor who forces her assistant to marry her to avoid deportation. The film offers a hilarious and heartwarming exploration of love and partnership under unusual circ*mstances.
“Something Borrowed” (2011)
Based on the novel by Emily Giffin, this film follows Rachel, who falls in love with her best friend’s fiancé. Starring Ginnifer Goodwin, Kate Hudson, and John Krasinski, it explores complicated relationships and the boundaries of friendship and love with humor and emotional depth.
“Runaway Bride” (1999)
Julia Roberts and Richard Gere reunite in this film about Maggie, a woman who has left multiple grooms at the altar, and Ike, a journalist writing a story about her. Their evolving relationship is filled with humor, misunderstandings, and eventual romance, much like “27 Dresses.”
“Confessions of a Shopaholic” (2009)
Starring Isla Fisher, this film follows Rebecca, a shopaholic journalist who dreams of working for a fashion magazine while managing her debt. The story combines humor, romance, and personal growth, with Rebecca learning valuable lessons about life and love.
“The Ugly Truth” (2009)
Katherine Heigl stars alongside Gerard Butler in this film about Abby, a TV producer who clashes with her new, brash colleague Mike. As they work together, they navigate their differences and unexpected chemistry, resulting in a funny and romantic story.
“He’s Just Not That Into You” (2009)
This ensemble romantic comedy explores the lives and loves of several interconnected characters. With a star-studded cast including Jennifer Aniston, Ben Affleck, and Drew Barrymore, the film examines modern relationships with humor and insight, much like “27 Dresses.”
“Sweet Home Alabama” (2002)
Reese Witherspoon stars as Melanie, a successful fashion designer who must return to her Southern roots to finalize her divorce before marrying her new fiancé. The film offers a charming blend of romance and comedy as Melanie rediscovers her past and her true love.
“Leap Year” (2010)
Amy Adams stars as Anna, a woman who plans to propose to her boyfriend on Leap Day in Ireland, following an old tradition. Her journey is filled with mishaps and unexpected romance with Declan, a local innkeeper, making for a delightful and heartwarming adventure.
“Letters to Juliet” (2010)
Starring Amanda Seyfried, this film follows Sophie, an aspiring writer who discovers a decades-old love letter in Verona, Italy. Her quest to reunite the letter’s author with her lost love results in a journey of romance and self-discovery, much like the heartfelt elements of “27 Dresses.”
“The Holiday” (2006)
Cameron Diaz and Kate Winslet star in this film about two women who swap homes for the holidays to escape their relationship troubles. The film’s charming, interwoven love stories and beautiful settings offer a perfect mix of romance and comedy.
“Love Actually” (2003)
This ensemble romantic comedy, directed by Richard Curtis, weaves together multiple love stories set in London during the Christmas season. With its memorable characters, touching moments, and humorous take on love in its many forms, the film captures the same heartfelt and romantic spirit as “27 Dresses.”
These 15 movies capture the humor, romance, and heartfelt moments that made “27 Dresses” so beloved. Whether you enjoy stories of unrequited love, wedding chaos, or personal growth, these films offer engaging and heartwarming narratives that explore the complexities and joys of love and relationships. Click into similar-movie to explore more amazing similar movies with us!
