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The Best Leighton Meester Movies

Updated September 24, 2019 253 votes 40 voters 5.6k views16 items

List RulesVote for your favorite movies, regardless of critic reviews or how big the role was.

List of the best Leighton Meester movies, ranked best to worst with movie trailers when available. Leighton Meester's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Leighton Meester movies is decided by how many votes they receive, so only highly rated Leighton Meester movies will be at the top of the list. Leighton Meester has been in a lot of films, so people often debate each other over what the greatest Leighton Meester movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Leighton Meester films to end the squabble once and for all.

If you think the best Leighton Meester role isn't at the top, then upvote it so it has the chance to become number one. The greatest Leighton Meester performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

Examples of films on this list: Flourish, Hollywood Division and many more.

"This list answers the questions, "What are the best Leighton Meester movies?" and "What are the greatest Leighton Meester roles of all time?"
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  • 1
    Monte Carlo is listed (or ranked) 1 on the list The Best Leighton Meester Movies
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    Monte Carlo

    Selena Gomez, Leighton Meester

    Released2011

    Directed byThomas Bezucha

    Their dream vacation in Paris proving to be an unmitigated dud, three women find the adventure... more on Wikipedia

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    #306 of 836 The Greatest Chick Flicks Ever Made#74 of 200 The Best Teen Romance Movies

  • 2
    The Roommate is listed (or ranked) 2 on the list The Best Leighton Meester Movies
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    The Roommate

    Nina Dobrev, Leighton Meester

    Released2011

    Directed byChristian E. Christiansen

    The Roommate is a 2011 American thriller film directed by Christian E. Christiansen and... more on Wikipedia

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    #54 of 70 The Best Teen Slasher Movies#57 of 120 The Best College Movies Ever

  • 3
    Country Strong is listed (or ranked) 3 on the list The Best Leighton Meester Movies
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    Country Strong

    Gwyneth Paltrow, Leighton Meester

    Released2010

    Directed byShana Feste

    Country Strong is a 2010 drama film starring Gwyneth Paltrow, Tim McGraw, Garrett Hedlund, and... more on Wikipedia

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    #13 of 27 The Best Country Movies, Ranked#46 of 63 The Best Movies About Singing

  • 4
    The Oranges is listed (or ranked) 4 on the list The Best Leighton Meester Movies
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    The Oranges

    Leighton Meester, Hugh Laurie

    Released2011

    Directed byJulian Farino

    The Oranges is a 2011 romantic comedy film directed by Julian Farino.
  • 5
    That's My Boy is listed (or ranked) 5 on the list The Best Leighton Meester Movies
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    That's My Boy

    Adam Sandler, Leighton Meester

    Released2012

    Directed bySean Anders

    That's My Boy is a 2012 American comedy film starring Adam Sandler and Andy Samberg. The... more on Wikipedia

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    #25 of 82 The Best Stoner Movies#23 of 25 The Best Single Dad Movies Ever Made

  • 6
    Date Night is listed (or ranked) 6 on the list The Best Leighton Meester Movies
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    Date Night

    Mila Kunis, Olivia Munn

    Released2010

    Directed byShawn Levy

    Date Night is a 2010 comedy film directed by Shawn Levy and starring Steve Carell and Tina... more on Wikipedia

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    #705 of 922 The All-Time Greatest Comedy Films#68 of 115 The Greatest Date Movies of All Time

  • 7
    Killer Movie is listed (or ranked) 7 on the list The Best Leighton Meester Movies
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    Killer Movie

    Kaley Cuoco, Leighton Meester

    Released2008

    Directed byJeff Fisher

    Killer Movie is a 2008 comedy horror film released in the United States in April, The film... more on Wikipedia
  • 8
    Inside is listed (or ranked) 8 on the list The Best Leighton Meester Movies
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    Inside

    Leighton Meester, Nicholas D'Agosto

    Released2006

    Directed byJeff Mahler

    Inside is a 2006 drama, horror and thriller film written and directed by Jeff Mahler.amazon_watch buy button
  • 9
    The Haunting of Sorority Row is listed (or ranked) 9 on the list The Best Leighton Meester Movies
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    The Haunting of Sorority Row

    Leighton Meester, Meghan Ory

    Released2007

    Directed byBert Kish

    The Haunting of Sorority Row is a 2007 Canadian made for TV film starring Leighton Meester,... more on Wikipedia
  • 10
    Hollywood Division is listed (or ranked) 10 on the list The Best Leighton Meester Movies
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    Hollywood Division

    Leighton Meester, Nathan Fillion

    Released2004

    Directed byJames Foley

    Hollywood Division is a 2004 crime drama TV movie directed by James Foley and written by...amazon_watch buy button
  • 11
    Drive-Thru is listed (or ranked) 11 on the list The Best Leighton Meester Movies
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    Drive-Thru

    Leighton Meester, Penn Dayton Badgley

    Released2007

    Directed byShane Kuhn, Brendan Cowles

    Drive-Thru is a 2007 American horror comedy film, directed by Brendan Cowles and Shane Kuhn,... more on Wikipediaamazon_watch buy button
  • 12
    Going the Distance is listed (or ranked) 12 on the list The Best Leighton Meester Movies
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    Going the Distance

    Drew Barrymore, Leighton Meester

    Released2010

    Directed byNanette Burstein

    Going the Distance is a 2010 American romantic comedy film directed by Nanette Burstein and... more on Wikipedia
  • 13
    The Beautiful Ordinary is listed (or ranked) 13 on the list The Best Leighton Meester Movies
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    The Beautiful Ordinary

    Amber Heard, Leighton Meester

    Released2007

    Directed byJess Manafort

    Remember the Daze is a 2007 drama film released in theaters in April 2008. The film was... more on Wikipedia
  • 14
    Cowgirl Bandits is listed (or ranked) 14 on the list The Best Leighton Meester Movies
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    Cowgirl Bandits

    Leighton Meester
    amazon_watch buy button
  • 15
    Hangman's Curse is listed (or ranked) 15 on the list The Best Leighton Meester Movies
    2
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    Hangman's Curse

    Leighton Meester, David Keith

    Released2003

    Directed byRafal Zielinski

    Hangman's Curse is a 2003 action/suspense film based on the 2001 Christian novel Hangman's... more on Wikipedia
  • 16
    Flourish is listed (or ranked) 16 on the list The Best Leighton Meester Movies
    2
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    Flourish

    Jennifer Morrison, Leighton Meester

    Released2006

    Directed byKevin Palys

    Flourish is a 2006 film written, produced and directed by Kevin Palys and starring Jennifer... more on Wikipedia
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