The 25+ Best Robin Wright Penn Movies

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Updated April 23, 2024 27 items
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List of the best Robin Wright Penn movies, ranked best to worst with movie trailers when available. Robin Wright Penn'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 Robin Wright Penn movies is decided by how many votes they receive, so only highly rated Robin Wright Penn movies will be at the top of the list. Robin Wright Penn has been in a lot of films, so people often debate each other over what the greatest Robin Wright Penn movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Robin Wright Penn films to end the squabble once and for all.

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

List features films like The Princess Bride and Denial.

"This list answers the questions, "What are the best Robin Wright Penn movies?" and "What are the greatest Robin Wright Penn roles of all time?"
Latest additions: Damsel
Over 100 Ranker voters have come together to rank this list of The 25+ Best Robin Wright Penn Movies
  • The Princess Bride
    1
    Cary Elwes, Robin Wright, Mandy Patinkin
    37 votes
    The Princess Bride is a whimsical blend of adventure, romance, and comedy. Westley (Cary Elwes), a humble farmhand-turned-pirate, embarks on an epic quest to rescue his beloved Buttercup (Robin Wright) from the clutches of the villainous Prince Humperdinck (Chris Sarandon). Alongside a colorful band of misfits including Inigo Montoya (Mandy Patinkin), who seeks revenge for his father's murder, and Vizzini (Wallace Shawn), a cunning Sicilian strategist, Westley must navigate treacherous terrain and outwit deadly foes. This timeless tale, peppered with memorable lines and unforgettable characters, won the People's Choice Award for Favorite Comedy Motion Picture in 1988. A film that transcends genre boundaries, it remains a classic in popular culture.
  • Forrest Gump
    2
    Tom Hanks, Robin Wright, Gary Sinise
    44 votes
    Slow-witted Forrest Gump (Tom Hanks) has never thought of himself as disadvantaged, and thanks to his supportive mother (Sally Field), he leads anything but a restricted life. Whether dominating on the gridiron as a college football star, fighting in Vietnam or captaining a shrimp boat, Forrest inspires people with his childlike optimism. But one person Forrest cares about most may be the most difficult to save -- his childhood love, the sweet but troubled Jenny (Robin Wright).
  • The Conspirator
    3
    James McAvoy, Robin Wright, Kevin Kline
    12 votes
    Following the assassination of President Lincoln, seven men and one woman are arrested and charged with conspiring to kill Lincoln, the vice president and the secretary of state. Lawyer Frederick Aiken (James McAvoy) reluctantly agrees to defend the lone woman, Mary Surratt (Robin Wright), who owns a boarding house where John Wilkes Booth and others met to plan their crimes. Aiken realizes that Mary may be innocent and being used as bait to capture her son, a suspect who is still at large.
  • Sorry, Haters
    4
    Robin Wright, Abdel Kechiche, Sandra Oh
    15 votes
    In post-9/11 New York, a Muslim cabbie (Abdellatif Kechiche) is suspicious of an American woman's (Robin Wright Penn) motives when she insists on trying to help his jailed brother. The woman's actions set in motion a chain of events that lead to the revelation of a horrible truth.
  • Message in a Bottle
    5

    Message in a Bottle

    Kevin Costner, Robin Wright, Paul Newman
    28 votes
    During her morning jog on the beach, journalist Theresa Osborne (Robin Wright Penn) discovers a bottle protruding from the sand. Inside it, she finds a heartbreaking, anonymous love letter. After her paper publishes the letter, Osborne tracks down the letter's reclusive author, world-weary widower Garret Blake (Kevin Costner), in the Carolinas. But, as Osborne finds herself falling hopelessly in love with Blake, she becomes wracked with guilt over the real impetus for her visit.
  • White Oleander
    6
    Alison Lohman, Robin Wright, Michelle Pfeiffer
    17 votes
    "White Oleander" chronicles the life of Astrid (Alison Lohman), a young teenager who journeys through a series of foster homes after her mother (Michelle Pfeiffer) goes to prison for committing a crime of passion. Set adrift in the world, Astrid struggles to become her own person while coming to terms with the challenges of living life on her own.
  • Robin Hood: Prince of Thieves
    7
    Kevin Costner, Morgan Freeman, Mary Elizabeth Mastrantonio
    19 votes
    Robin Hood: Prince of Thieves, a classic action-adventure film, brings to life the tale of the legendary archer. Robin of Locksley (Kevin Costner) returns from the Crusades to find his home ravaged by the cruel Sheriff of Nottingham (Alan Rickman). Joined by a band of outlaws, including Azeem (Morgan Freeman), a wise Moor he met during his battles abroad, Robin embarks on a mission to restore justice. As they wage a guerilla war against tyranny, an unexpected romance blossoms between Robin and the spirited Lady Marian (Mary Elizabeth Mastrantonio). The film is known for its engaging plot and strong performances, particularly Rickman's portrayal of the villainous sheriff. It won an Academy Award for Best Original Song.
  • The Pledge
    8
    Jack Nicholson, Robin Wright, Aaron Eckhart
    11 votes
    On the day of his retirement, detective Jerry Black (Jack Nicholson) accepts a gift -- an airline ticket to Mexico. But when the body of a murdered eight-year-old girl is discovered in the mountains, Jerry offers his expertise at the crime scene. When an ambitious younger cop wrenches a dubious confession from a simple-minded suspect, the case is closed... but not for Jerry.
  • State of Play
    9
    Russell Crowe, Ben Affleck, Rachel McAdams
    11 votes
    Congressman Stephen Collins (Ben Affleck) is a rising star in Washington; handsome, unflappable and seemingly honorable, he's seen as his party's next presidential nominee. Until, however, his research assistant/mistress is found murdered and damaging secrets come pouring out. Journalist Cal McAffrey (Russell Crowe), Collins' old friend, must investigate the murder, and walks headlong into a massive cover-up involving some of the nation's most promising political and corporate figures.
  • Nine Lives
    10
    Kathy Baker, Amy Brenneman, Elpidia Carrillo
    10 votes
    The lives of nine women occasionally overlap as they deal with unfaithfulness, loss, romance and parenthood. Cancer patient Camille (Kathy Baker) has a difficult time facing her life-threatening disease, prisoner Sandra (Elpidia Carrillo) desperately looks forward to seeing her child on visiting day, Maggie (Glenn Close) and her daughter have a heart-to-heart conversation in a graveyard and Sonia (Holly Hunter) is enraged when she realizes her boyfriend is seeing another woman.
  • The Singing Detective
    11
    Mel Gibson, Robert Downey Jr., Katie Holmes
    10 votes
    The Singing Detective is a 2003 American musical comedy film directed by Keith Gordon and based on the BBC serial of the same name, a work by British writer Dennis Potter. It stars Robert Downey, Jr. and features a supporting cast that includes Katie Holmes, Adrien Brody, Robin Wright Penn, and Mel Gibson, as well as a number of songs from the 1950s.
  • Unbreakable
    12
    Bruce Willis, Samuel L. Jackson, Robin Wright
    13 votes
    In M. Night Shyamalan's Unbreakable, David Dunn (Bruce Willis) emerges as the sole survivor of a devastating train accident, astonishingly untouched. This ordinary security guard struggles to understand his miraculous survival, crossing paths with Elijah Price (Samuel L. Jackson), a mysterious stranger with an obsession for people who escape disasters unscathed. As the narrative unfolds in this gripping psychological thriller, Dunn grapples with his newfound invulnerability while Price reveals a chilling theory that challenges everything he knows about himself. A compelling exploration of human potential and vulnerability, Unbreakable is a unique blend of suspense and superhero lore, offering an unconventional take on the genre.
  • Hurlyburly
    13
    Sean Penn, Kevin Spacey, Chazz Palminteri
    10 votes
    Eddie (Sean Penn) is a confused and reckless man with a group of equally problematic friends. His roommate, caustic and sleazy Mickey (Kevin Spacey), is sleeping with Eddie's love, Darlene (Robin Wright Penn), because he can. His buddy Phil (Chazz Palminteri) is prone to violent rages that worry Eddie. All of them ruminate on their lives while consuming drugs and alcohol. Another friend, Artie (Garry Shandling), eventually arrives with a young date (Anna Paquin) who is ready for a fun night.
  • A Home at the End of the World
    14
    Colin Farrell, Robin Wright, Dallas Roberts
    10 votes
    Bobby (Colin Farrell), a rough teenager, lives in Cleveland in a family burdened by tragedy. After he meets Jonathan (Dallas Roberts), a gay teen repressed by his mother (Sissy Spacek), the two boys become best friends. When Bobby later reunites with Jonathan in New York as a young man, Bobby finds him living with a laid-back woman named Clare (Robin Wright Penn), and the three friends plan to form their own family -- until Bobby and Clare's budding romance gets in the way.
  • Breaking and Entering
    15
    Jude Law, Juliette Binoche, Robin Wright
    11 votes
    Will (Jude Law), a landscape architect in London, is in the middle of a life crisis. His relationship with Liv (Robin Wright Penn), a depressive Scandinavian, is going nowhere. A burglary at his office leads him to Amira (Juliette Binoche), a Bosnian refugee whose husband died in Sarajevo. Will is drawn to the vulnerable woman and initiates an affair.
  • A Home at the End of the World is a 1990 novel by Pulitzer Prize-winning American author Michael Cunningham. The book is narrated in the first person, with the narrator changing in each chapter. Bobby and Jonathan are the main narrators, but several chapters are narrated by Alice, Jonathan's mother, and Clare. An excerpt from A Home at the End of the World was published in The New Yorker, chosen for Best American Short Stories 1989, and featured on NPR's Selected Shorts.
  • A Christmas Carol
    17
    Jim Carrey, Robin Wright, Gary Oldman
    9 votes
    In A Christmas Carol, Ebenezer Scrooge (Jim Carrey) is a miserly old man who despises the festive season. One Christmas Eve, he receives a visit from three spirits - the Ghosts of Christmas Past, Present, and Yet to Come. These spectral visitors guide Scrooge through his own life, showing him the errors of his ways and what might befall him if he doesn't change. This animated retelling of Charles Dickens's classic tale is a fusion of drama and fantasy, with stunning visual effects that earned it an Academy Award nomination for Best Art Direction.
  • State of Grace
    18
    Sean Penn, Ed Harris, Gary Oldman
    9 votes
    Gone for a decade, Terry Noonan (Sean Penn) is welcomed back into the fold in his Irish-American neighborhood in New York City. A one-time street tough, Terry is now an undercover officer targeting crime boss Frankie Flannery (Ed Harris). In the name of duty, Terry rekindles his dormant friendship with Frankie's younger brother, Jackie (Gary Oldman). But as Terry gets closer to his goal, his feelings for the youngest Flannery, his old flame Kathleen (Robin Wright), complicate his mission.
  • Beowulf
    19
    Ray Winstone, Anthony Hopkins, Angelina Jolie
    8 votes
    In the animated epic Beowulf, our titular hero (Ray Winstone) is a legendary warrior known for his strength and courage. He embarks on a quest to slay the monstrous Grendel (Crispin Glover), who has been terrorizing the Danish kingdom. Beowulf's journey doesn't end there, as he must also contend with Grendel's vengeful mother (Angelina Jolie), a seductive beast with her own deadly agenda. As Beowulf battles these formidable foes, he grapples with his mortality and the legacy he will leave behind. This film weaves elements of fantasy, action, and drama into a visually stunning narrative that explores themes of heroism, fame, and the human condition.
  • She's So Lovely
    20
    Sean Penn, Robin Wright, John Travolta
    11 votes
    Institutionalized for an accidental shooting, a man (Sean Penn) returns 10 years later to find his wife (Robin Wright Penn) remarried with children.
  • What Just Happened
    21
    Kristen Stewart, Bruce Willis, Robert De Niro
    8 votes
    What Just Happened is a satirical comedy-drama directed by Barry Levinson and starring Robert De Niro. The supporting cast includes Catherine Keener, Robin Wright Penn, Stanley Tucci, and Sean Penn. What Just Happened is an independent film, produced by 2929 Productions, Art Linson Productions and Tribeca Productions, and was released on October 17, 2008. The film is based on the book, What Just Happened? Bitter Hollywood Tales from the Front Line, by Art Linson, about his experiences as a producer in Hollywood. This film was shown at the Cannes Film Festival on May 25, 2008.
  • How to Kill Your Neighbor's Dog
    22
    Kenneth Branagh, Robin Wright, Jared Harris
    8 votes
    Peter (Kenneth Branagh) is a successful playwright who has hit a dry spell. His wife Melanie (Robin Wright Penn) wants a baby, but Peter isn't ready. His mother-in-law (Lynn Redgrave) has moved in. He's being stalked by a fan who thinks that he is Peter. After his new neighbor's dog starts barking in the middle of the night, Peter starts to spend time with their daughter Amy (Suzi Hofrichter). He begins to form a friendship with her and realizes how to solve his writer's block...
  • Toys
    23
    Robin Williams, Michael Gambon, Joan Cusack
    9 votes
    A hi-tech toy factory falls into the hands of an army general who turns the models into killing machines. The deceased owner's children know what's afoot and, although apparently powerless, have to find a way of bringing down the nightmarish empire that is being constructed under their noses.
  • The Crossing Guard
    24
    Jack Nicholson, David Morse, Anjelica Huston
    6 votes
    For six excruciating years, Freddy Gale (Jack Nicholson) has fantasized about taking bloody revenge on John Booth (David Morse), the drunk driver responsible for the traffic accident that killed his daughter. On the last day of Booth's prison sentence, a grief-stricken Gale informs his ex-wife, Mary (Anjelica Huston), of his intentions, then follows Booth to a mobile home in the suburbs. There, with hands shaking, Gale draws his gun -- and steps into a dark and uncertain future.
  • Denial
    25
    David Duchovny, Robin Wright, Jason Patric
    8 votes
    Denial is a 1990 American drama film, written and directed by Erin Dignam. The film features Robin Wright as "Sarah," a sometime actress and tall, dark, handsome loner, "Michael", as lovers, as they were in real life,. "Michael" inhabits the realm of obsessional love with "Sarah" becoming his sickness, as he calls it—or her.
  • Damsel
    26
    Millie Bobby Brown, Angela Bassett, Robin Wright
    2 votes
    A young woman agrees to marry a handsome prince -- only to discover it was all a trap. She is thrown into a cave with a fire-breathing dragon and must rely solely on her wits and will to survive.
  • Hounddog
    27
    Dakota Fanning, Cody Hanford, Piper Laurie
    3 votes
    Lewellen (Dakota Fanning) lives with her grandmother (Piper Laurie) in Alabama. Though unable to care for her himself, Lewellen's father (David Morse) tries to connect with his daughter through Elvis Presley's music. After her father's girlfriend (Robin Wright Penn) -- with whom Lewellen has a special bond -- leaves, Lewellen suffers a horrible sexual assault and is traumatized. With some aid from Elvis' music, Lewellen's friend Charles (Afemo Omilami) helps her work through her pain.