Engagement is a pivotal moment in many romantic stories, symbolising commitment and the promise of a shared future. This collection of films celebrates the journey towards that commitment, offering viewers a mix of heartwarming, humorous, and sometimes dramatic tales of love. Each film in this list captures the essence of engagement, providing both entertainment and a deeper understanding of the emotional complexities involved in deciding to spend a lifetime with someone.

Four Weddings and a Funeral (1994)
Description: This film follows the romantic misadventures of Charles, who attends a series of weddings where he meets and falls in love with Carrie, an American woman. Their engagement is a central theme, showcasing the ups and downs of love and commitment.
Fact: The film was nominated for two Academy Awards, including Best Picture. It also features a memorable scene where Hugh Grant's character delivers a heartfelt eulogy.


My Best Friend's Wedding (1997)
Description: Julianne realizes she's in love with her best friend just as he's about to get engaged. The film explores themes of friendship, love, and the complexities of engagement.
Fact: The film features the song "I Say a Little Prayer" which became iconic due to its use in the movie. Julia Roberts was paid $12 million for her role.


The Wedding Planner (2001)
Description: Mary, a wedding planner, falls for a man who turns out to be the groom in one of her weddings. Their engagement becomes a central plot point, exploring the complexities of love and duty.
Fact: Jennifer Lopez and Matthew McConaughey had to learn ballroom dancing for the film. The film was a commercial success, grossing over $94 million.


Sweet Home Alabama (2002)
Description: Melanie returns to her hometown to finalize her divorce, only to realize her feelings for her high school sweetheart. The film explores themes of engagement and rekindled love.
Fact: The film's title is inspired by the Lynyrd Skynyrd song of the same name. Reese Witherspoon's character's wedding dress was designed by Vera Wang.


The Wedding Date (2005)
Description: Kat hires a male escort to pose as her boyfriend at her sister's wedding, leading to an unexpected engagement and genuine feelings.
Fact: The film was based on the novel "Asking for Trouble" by Elizabeth Young. It was a moderate box office success, grossing over $47 million worldwide.


The Lake House (2006)
Description: A unique love story where the protagonists communicate through a magical mailbox, leading to an engagement that defies time.
Fact: The film is a remake of the South Korean film "Il Mare." Keanu Reeves and Sandra Bullock had previously starred together in "Speed."


The Holiday (2006)
Description: Two women swap homes for the holidays, leading to unexpected engagements and new beginnings. The film captures the magic of finding love when least expected.
Fact: The film features a memorable score by Hans Zimmer. The house in Surrey used in the film became a tourist attraction after its release.


27 Dresses (2008)
Description: Jane has been a bridesmaid 27 times, and her own engagement becomes a focal point when she falls for the man her sister is about to marry.
Fact: Katherine Heigl wore 27 different dresses in the film, each unique. The film was a sleeper hit, earning over $160 million worldwide.


The Proposal (2009)
Description: Margaret, a high-powered book editor, fakes an engagement with her assistant Andrew to avoid deportation. Their journey towards a real engagement is filled with comedic and romantic moments.
Fact: Sandra Bullock and Ryan Reynolds had great chemistry, which helped the film's success. The film was a box office hit, grossing over $317 million worldwide.


Leap Year (2010)
Description: Anna travels to Ireland to propose to her boyfriend on Leap Day, a tradition where women can propose to men. The journey leads to unexpected engagements and a deeper understanding of love.
Fact: The film was shot in various locations in Ireland, showcasing the country's stunning landscapes. The lead actress, Amy Adams, learned to speak with an Irish accent for her role.
