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The Best Movies About Dating In Your 50s

Updated April 23, 2019 51 votes 10 voters12 items

List RulesVote up your favorite movies where characters in their 50s find romance.

What are the best movies about dating in your 50s? By the time you're in your 50s, you likely know what you want. When you go on a date, you're smart about it. You know what you're looking for in a partner, and if they don't measure up, you have no trouble showing them the door.

Or maybe not. As the top movies on this dating in your 50s movie list show, people in their middle age aren't immune to drama, hijinks, misunderstandings, and miscommunications. Whether it's a broad comedy or a grounded drama the best dating in your fifties movies capture all sides of the dating experience.

So vote up the best dating in your 50s films, and don't forget to add anything that's missing!

  • 1
    Enough Said is listed (or ranked) 1 on the list The Best Movies About Dating In Your 50s
    10
    2

    Enough Said

    Julia Louis-Dreyfus, Toni Collette

    Released2013

    Directed byNicole Holofcener

    Enough Said is a 2013 American romantic comedy film written and directed by Nicole Holofcener.... more on Wikipedia
  • 2
    Mamma Mia! is listed (or ranked) 2 on the list The Best Movies About Dating In Your 50s
    5
    2

    Mamma Mia!

    Amanda Seyfried, Meryl Streep

    Released2008

    Directed byPhyllida Lloyd

    Mamma Mia! is a 2008 British/American/Swedish musical/romantic comedy film adapted from the... more on Wikipedia
  • 3
    Desk Set is listed (or ranked) 3 on the list The Best Movies About Dating In Your 50s
    2
    0

    Desk Set

    Katharine Hepburn, Spencer Tracy

    Released1957

    Directed byWalter Lang

    Desk Set is a 1957 American romantic comedy film directed by Walter Lang and starring Spencer... more on Wikipedia
  • 4
    Love Actually is listed (or ranked) 4 on the list The Best Movies About Dating In Your 50s
    1
    2

    Love Actually

    Keira Knightley, Elisha Cuthbert

    Released2003

    Directed byRichard Curtis

    Love Actually is a 2003 British Christmas-themed romantic comedy film written and directed by... more on Wikipedia
  • 5
    Married Life is listed (or ranked) 5 on the list The Best Movies About Dating In Your 50s
    8
    0

    Married Life

    Rachel McAdams, Pierce Brosnan

    Released2007

    Directed byIra Sachs

    Married Life is a 2007 American drama period film directed by Ira Sachs. The screenplay by... more on Wikipedia
  • 6
    Shall We Dance? is listed (or ranked) 6 on the list The Best Movies About Dating In Your 50s
    2
    0

    Shall We Dance?

    Jennifer Lopez, Susan Sarandon

    Released2004

    Directed byPeter Chelsom

    Shall We Dance? is a 2004 American film that is a remake of the award-winning 1996 Japanese... more on Wikipedia
  • 7
    The Courtship of Eddie's Fathe is listed (or ranked) 7 on the list The Best Movies About Dating In Your 50s
    2
    0

    The Courtship of Eddie's Father

    Ron Howard, Stella Stevens

    Released1963

    Directed byVincente Minnelli

    The Courtship of Eddie's Father is a 1963 romantic comedy film directed by Vincente Minnelli... more on Wikipedia
  • 8
    Last Chance Harvey is listed (or ranked) 8 on the list The Best Movies About Dating In Your 50s
    0
    0

    Last Chance Harvey

    Dustin Hoffman, Emma Thompson

    Released2008

    Directed byJoel Hopkins

    Last Chance Harvey is a 2008 British-American romantic drama film written and directed by Joel... more on Wikipedia
  • 9
    Larry Crowne is listed (or ranked) 9 on the list The Best Movies About Dating In Your 50s
    2
    0

    Larry Crowne

    Julia Roberts, Tom Hanks

    Released2011

    Directed byTom Hanks

    Larry Crowne is a 2011 American romantic comedy film starring Tom Hanks and Julia Roberts. The... more on Wikipedia
  • 10
    Love Is All You Need is listed (or ranked) 10 on the list The Best Movies About Dating In Your 50s
    4
    5

    Love Is All You Need

    Pierce Brosnan, Stina Ekblad

    Released2012

    Directed bySusanne Bier

    Love Is All You Need is a 2012 Danish romantic comedy film directed by Susanne Bier and... more on Wikipedia
  • 11
    The Love Punch is listed (or ranked) 11 on the list The Best Movies About Dating In Your 50s
    2
    0

    The Love Punch

    Pierce Brosnan, Emma Thompson

    Released2013

    Directed byJoel Hopkins

    The Love Punch is a 2013 British comedy film written and directed by Joel Hopkins. It was... more on Wikipedia
  • 12
    Mamma Mia! Here We Go Again is listed (or ranked) 12 on the list The Best Movies About Dating In Your 50s
    2
    0

    Mamma Mia! Here We Go Again

    Meryl Streep, Lily James

    Released2018

    Directed byOl Parker

    Mamma Mia! Here We Go Again is a 2018 jukebox musical romantic comedy film directed by Ol... more on Wikipedia
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