This curated list of family films about bachelors offers a delightful mix of humour, warmth, and life lessons. These stories showcase the journey of single men navigating the complexities of family life, often finding love and companionship in the most unexpected places. Perfect for family viewing, these films provide both entertainment and valuable insights into the dynamics of modern families.

The Odd Couple (1968)
Description: Felix Ungar, a neat freak, moves in with his sloppy friend Oscar Madison after his divorce, leading to comedic clashes and a unique form of bachelor family life.
Fact: The film was adapted into a successful TV series.


Mr. Mom (1983)
Description: When Jack Butler loses his job, he becomes a stay-at-home dad, learning the ropes of domestic life while his wife goes back to work, highlighting the challenges and joys of family life.
Fact: The film was one of the first to explore the role reversal in family dynamics.


Father of the Bride (1991)
Description: George Banks, a middle-aged bachelor, faces the chaos and joy of his daughter's wedding, learning to embrace change and the new family dynamics.
Fact: The film is a remake of the 1950 film of the same name, with Steve Martin in the lead role.


Big Daddy (1999)
Description: Sonny Koufax, a bachelor, adopts a young boy to impress his girlfriend, only to find himself learning the true meaning of responsibility and love through fatherhood.
Fact: Adam Sandler's character was named after the famous baseball player Sandy Koufax.


The Family Man (2000)
Description: Jack Campbell, a wealthy bachelor, wakes up to find himself living an alternate life as a family man, exploring what might have been if he had chosen a different path.
Fact: The film was inspired by the 1946 film "It's a Wonderful Life."


About a Boy (2002)
Description: Hugh Grant stars as Will Freeman, a charming but aimless bachelor who pretends to be a single father to meet women, only to find himself genuinely caring for a young boy and his mother.
Fact: The film is based on the novel by Nick Hornby. Hugh Grant initially turned down the role but was convinced to take it after reading the script.


The Heartbreak Kid (2007)
Description: Eddie, a bachelor, impulsively marries a woman he barely knows, only to realize during their honeymoon that they are completely incompatible, leading to humorous and heartfelt family dynamics.
Fact: This is a remake of the 1972 film of the same name.


The Holiday (2006)
Description: Two women, one from Los Angeles and one from Surrey, England, swap homes for the holidays, leading to unexpected romance and personal growth for both, including a bachelor played by Jude Law.
Fact: The film was shot in both California and England, showcasing the stark contrast between the two settings.


The Proposal (2009)
Description: Margaret, a Canadian executive, convinces her assistant Andrew to marry her to avoid deportation, leading to a fake engagement that turns into real feelings amidst family gatherings.
Fact: The film was shot in Alaska, showcasing the beautiful landscapes.


The Intern (2015)
Description: Robert De Niro plays a 70-year-old widower who becomes an intern at a fashion startup, forming an unlikely bond with the company's founder, a young single mother.
Fact: De Niro's character was inspired by a real-life intern at a tech startup.
