Entertainment
177 voters

The Best Mary Stuart Masterson Movies

Updated September 23, 2019 714 votes 177 voters 11.5k views32 items

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

List of the best Mary Stuart Masterson movies, ranked best to worst with movie trailers when available. Mary Stuart Masterson'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 Mary Stuart Masterson movies is decided by how many votes they receive, so only highly rated Mary Stuart Masterson movies will be at the top of the list. Mary Stuart Masterson has been in a lot of films, so people often debate each other over what the greatest Mary Stuart Masterson movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Mary Stuart Masterson films to end the squabble once and for all.

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

List includes Benny & Joon, At Close Range, more.

"This list answers the questions, "What are the best Mary Stuart Masterson movies?" and "What are the greatest Mary Stuart Masterson roles of all time?"

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    9

    Mad at the Moon

    Colin Firth, Mary Stuart Masterson

    Released1992

    Directed byMartin Donovan

    Mad at the Moon is a 1992 American horror and western film written and directed by Martin Donovan....  more
  • 27
    6
    9

    The Insurgents

    Mary Stuart Masterson, Henry Simmons

    Released2007

    Directed byScott Dacko

    When a disillusioned GI, an ex-prostitute and a small-time crook come under the spell of a charismatic, left-wing radical, a terrorist cell emerges in our own backyard....  more
  • 28
    5
    9

    On the 2nd Day of Christmas

    Mark Ruffalo, Mary Stuart Masterson

    Released1997

    Directed byJames Frawley

    On the 2nd Day of Christmas is a Lifetime television movie starring Mary Stuart Masterson and Mark Ruffalo, directed by James Frawley....  more
  • 29
    6
    11

    Heaven's Prisoners

    Alec Baldwin, Teri Hatcher

    Released1996

    Directed byPhil Joanou

    Heaven's Prisoners is a 1996 American drama crime thriller film directed by Phil Joanou and starring Alec Baldwin, Kelly Lynch, Mary Stuart Masterson, Teri Hatcher and Eric Roberts. It is based on a...  more
  • 30
    4
    9

    Funny About Love

    Patrick Ewing, Gene Wilder

    Released1990

    Directed byLeonard Nimoy

    Funny About Love is a 1990 American romantic comedy film directed by Leonard Nimoy and starring Gene Wilder. With a screenplay by Norman Steinberg and David Frankel, the film is based on the article...  more
  • 31
    10
    20

    The Postman

    Kevin Costner, Tom Petty

    Released1997

    Directed byKevin Costner

    The Postman is a 1997 American epic post-apocalyptic adventure film. It is directed by, produced by, and stars Kevin Costner, with the screenplay written by Eric Roth and Brian Helgeland, based on...  more

    More The Postman 

    #239 of 401 The Best Western Movies Ever Made#79 of 102 The Best 1990s Action Movies

  • 32
    2
    8

    Whiskey School

    Mary Stuart Masterson, Olympia Dukakis

    Released2007

    Directed byPeter Masterson

    Whiskey School is a 2005 drama film starring Olympia Dukakis, Mary Stuart Masterson, Alexandra Eitel, Thomas Flanagan, Carlin Glynn, Lainie Kazan, Gary Swanson, Denise Lute, Mario Macaluso, David...  more