Entertainment

The Best Reese Witherspoon Movies  

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List of the best Reese Witherspoon movies, ranked best to worst with movie trailers when available. Reese Witherspoon started acting in 1991, but she did not receive her first Oscar until she played June Carter in the 2005 film Walk the Line. Reese Witherspoon'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 Reese Witherspoon movies is decided by how many votes they receive, so only highly rated Reese Witherspoon movies will be at the top of the list. Reese Witherspoon has been in a lot of films, so people often debate each other over what the greatest Reese Witherspoon movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Reese Witherspoon films to end the squabble once and for all.

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

The list you're viewing has a variety of films in it, like Sweet Home Alabama and Legally Blonde.

"This list answers the questions, "What are the best Reese Witherspoon movies?" and "What are the greatest Reese Witherspoon roles of all time?" If you are a fan of Witherspoon's girl-next-door charm, you might also enjoy our list of best Julia Roberts movies and best Jennifer Aniston movies.

Joseph McGinty Nichol and Paul Thomas Anderson are among those who have directed Reese Witherspoon at one point or another during their careers in the film industry. Movie fans who love Reese Witherspoon have also been known to enjoy films starring Jessica Alba and Mila Kunis.

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1
Walk the Line is listed (or ranked) 1 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Joaquin Phoenix, Ginnifer Goodwin

Released: 2005

Directed by: James Mangold

Walk the Line is a 2005 American biographical drama film directed by James Mangold and based on the early life and career of country music artist Johnny Cash. The film stars Joaquin Phoenix, ...more

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#12 of 302 The Greatest Soundtracks of All Time #4 of 205 The Best Movies About Musiclisted on Every Oscar Winning Film Ever

2
Legally Blonde is listed (or ranked) 2 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Luke Wilson, Selma Blair

Released: 2001

Directed by: Robert Luketic

Legally Blonde is a 2001 American comedy film directed by Robert Luketic, based on the novel by Amanda Brown. Sorority girl Elle Woods (Reese Witherspoon) decides to enroll in Harvard Law School ...more

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#181 of 997 The All-Time Greatest Comedy Films #4 of 808 The Greatest Chick Flicks Ever Made #103 of 250 The Best Teen Romance Movies

3
Sweet Home Alabama is listed (or ranked) 3 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Matthew McConaughey, Dakota Fanning

Released: 2002

Directed by: Andy Tennant

Sweet Home Alabama is a 2002 American romantic comedy film directed by Andy Tennant, starring Reese Witherspoon, Josh Lucas, Patrick Dempsey and Candice Bergen. The film was released by ...more

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#19 of 808 The Greatest Chick Flicks Ever Made #510 of 1,699 The Most Rewatchable Movies #22 of 170 The Greatest Date Movies of All Time

4
Cruel Intentions is listed (or ranked) 4 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Sarah Michelle Gellar, Tara Reid

Released: 1999

Directed by: Roger Kumble

Cruel Intentions is a 1999 American drama film starring Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, and Selma Blair. The film is an adaptation of Les Liaisons dangereuses, written ...more

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#119 of 630 The Greatest Guilty Pleasure Movies #87 of 302 The Greatest Soundtracks of All Time #218 of 291 The Top Tearjerker Movies That Make Men Cry

5
Just like Heaven is listed (or ranked) 5 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Mark Ruffalo, Jon Heder

Released: 2005

Directed by: Mark Waters

Just Like Heaven is an American romantic comedy fantasy film released on September 16, 2005, in the United States and Canada. Set in San Francisco, it was directed by Mark Waters, starring Reese ...more

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#106 of 808 The Greatest Chick Flicks Ever Made #18 of 36 Great Movies About the Death of a Spouse #11 of 16 The Funniest Comedy Movies About Heaven

6
The Man in the Moon is listed (or ranked) 6 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Sam Waterston, Jason London

Released: 1991

Directed by: Robert Mulligan

The Man in the Moon is a 1991 American coming of age drama film and was the final film of director, Robert Mulligan and is also Reese Witherspoon's debut role.

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#279 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #120 of 250 The Best Teen Romance Movies #11 of 15 The Most Intense Method Actor Performances In Movie History

7
Pleasantville is listed (or ranked) 7 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Paul Walker, Tobey Maguire

Released: 1998

Directed by: Gary Ross

Pleasantville is a 1998 American fantasy comedy-drama film written, produced, and directed by Gary Ross. The film stars Tobey Maguire, Jeff Daniels, Joan Allen, William H. Macy, J. T. Walsh, and ...more

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#236 of 997 The All-Time Greatest Comedy Films #108 of 493 The Funniest '90s Movies #113 of 250 The Best Teen Romance Movies

8
Freeway is listed (or ranked) 8 on the list The Best Reese Witherspoon Movies
Freeway
Reese Witherspoon, Brooke Shields, Kiefer Sutherland

Released: 1996

Directed by: Matthew Bright

Freeway is a 1996 crime film written and directed by Matthew Bright, starring Kiefer Sutherland, Reese Witherspoon and Brooke Shields. The plot of this film resembles the fairy tale Little Red ...more
9
Fear is listed (or ranked) 9 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Alyssa Milano, Mark Wahlberg

Released: 1996

Directed by: James Foley

Fear is a 1996 American thriller drama film directed by James Foley. It was written by Christopher Crowe, who created the TV series B.L. Stryker, The Watcher, B.J. and the Bear and Seven Days. ...more

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#155 of 250 The Best Teen Romance Movies #23 of 41 The Scariest Movies Set In Schools #21 of 58 The Best Teen Movies of the 1990s

10
Water for Elephants is listed (or ranked) 10 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Robert Pattinson, Christoph Waltz

Released: 2011

Directed by: Francis Lawrence

Water for Elephants is a 2011 American romantic drama film directed by Francis Lawrence. Richard LaGravenese wrote the screenplay, which was based on Sara Gruen's 2006 novel of the same name. It ...more

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11
Election is listed (or ranked) 11 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Matthew Broderick, Chris Klein

Released: 1999

Directed by: Alexander Payne

Election is a 1999 American comedy film directed and written by Alexander Payne and adapted by him and Jim Taylor from Tom Perrotta's 1998 novel of the same title. The plot revolves around a ...more

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#304 of 997 The All-Time Greatest Comedy Filmsfeaturing The Best Quotes About Electionlisted on All Hong Kong Movies | List of Hong Kong Movies

12
This Means War is listed (or ranked) 12 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Tom Hardy, Laura Vandervoort

Released: 2012

Directed by: Joseph McGinty Nichol

This film is a 2012 American romantic comedy spy film directed by McG. The film stars Reese Witherspoon, Chris Pine, and Tom Hardy as victims of a love triangle in which two CIA agents who are ...more

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#831 of 1,204 The Absolute Funniest Movies Of All Time #83 of 170 The Greatest Date Movies of All Time #51 of 75 The Greatest Movies About CIA Agents & Operatives

13
Mud is listed (or ranked) 13 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Matthew McConaughey, Sarah Paulson

Released: 2012

Directed by: Jeff Nichols

Mud is a 2012 American drama film directed by Jeff Nichols and starring Matthew McConaughey, Tye Sheridan, and Reese Witherspoon. The film competed for the Palme d'Or at the 2012 Cannes Film

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14
Legally Blonde 2: Red, W... is listed (or ranked) 14 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Sally Field, Jennifer Coolidge

Released: 2003

Directed by: Charles Herman-Wurmfeld

Legally Blonde 2: Red, White & Blonde is a 2003 American comedy film directed by Charles Herman-Wurmfeld, and the sequel to the 2001 film. Elle Woods (Reese Witherspoon) heads to Washington, ...more

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15
Penelope is listed (or ranked) 15 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Christina Ricci, Russell Brand

Released: 2007

Directed by: Mark Palansky

Penelope is a 2006 fantasy romantic comedy film directed by Mark Palansky which was first released in 2006 and stars Christina Ricci, James McAvoy, Catherine O'Hara, Peter Dinklage, Richard E. ...more

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#199 of 808 The Greatest Chick Flicks Ever Made #844 of 1,699 The Most Rewatchable Movies #28 of 69 The Very Best Fairy Tale Movies

16
Four Christmases is listed (or ranked) 16 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Robert Duvall, Vince Vaughn

Released: 2008

Directed by: Seth Gordon

Four Christmases is a Christmas-themed romantic comedy film about a couple visiting all four of their divorced parents' homes on Christmas Day. The film is produced by Spyglass Entertainment ...more

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#636 of 808 The Greatest Chick Flicks Ever Made #51 of 109 The Best Christmas Movies of All Time #20 of 36 The Funniest Comedy Movies About Marriage

17
Wild is listed (or ranked) 17 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Laura Dern, Gaby Hoffmann

Released: 2014

Directed by: Jean-Marc Vallée

Wild is a 2014 American biographical drama film directed by Jean-Marc Vallée, written by Nick Hornby, and based on Cheryl Strayed's 2012 memoir Wild: From Lost to Found on the Pacific ...more
18
Vanity Fair is listed (or ranked) 18 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Robert Pattinson, Jonathan Rhys Meyers

Released: 2004

Directed by: Mira Nair

Vanity Fair is a 2004 British-American costume drama film directed by Mira Nair and adapted from William Makepeace Thackeray's novel of the same name. The novel has been the subject of numerous ...more
19
Monsters vs. Aliens is listed (or ranked) 19 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Amy Poehler, Renée Zellweger

Released: 2009

Directed by: Conrad Vernon, Rob Letterman

Monsters vs. Aliens is a 2009 American 3D computer-animated science fiction action comedy film produced by DreamWorks Animation and distributed by Paramount Pictures. It was DreamWorks ...more

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20
Home Again is listed (or ranked) 20 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Nat Wolff, Jon Rudnitsky

Released: 2017

Directed by: Hallie Meyers-Shyer

Home Again is a 2017 American romantic comedy film directed by Hallie Meyers-Shyer. Life for a single mom (Reese Witherspoon) in Los Angeles takes an unexpected turn when she allows three young ...more

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21
American Psycho is listed (or ranked) 21 on the list The Best Reese Witherspoon Movies
Christian Bale, Willem Dafoe, Jared Leto

Released: 2000

Directed by: Mary Harron

American Psycho is a 2000 American neo-noir satirical psychological horror film directed by Mary Harron, based on the 1991 novel by Bret Easton Ellis. Wealthy New York City investment banking ...more

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22
Sing is listed (or ranked) 22 on the list The Best Reese Witherspoon Movies
Sing
Matthew McConaughey, Reese Witherspoon, Seth MacFarlane

Directed by: Garth Jennings and Christophe Lourdelet

Sing is a 2016 American 3D computer-animated musical comedy film produced by Illumination Entertainment. The film stars the voices of Matthew McConaughey, Reese Witherspoon, Seth MacFarlane, ...more

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23
How Do You Know is listed (or ranked) 23 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Jack Nicholson, Owen Wilson

Released: 2010

Directed by: James L. Brooks

How Do You Know is an upcoming 2010 film written, produced and directed by James L. Brooks. The film stars Reese Witherspoon, Paul Rudd, Owen Wilson and Jack Nicholson.
24
The Importance of Being ... is listed (or ranked) 24 on the list The Best Reese Witherspoon Movies
Reese Witherspoon, Judi Dench, Colin Firth

Released: 2002

Directed by: Oliver Parker

The Importance of Being Earnest is a 2002 British-American romantic comedy-drama film directed by Oliver Parker, based on Oscar Wilde's classic comedy of manners play The Importance of Being ...more

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25
Hot Pursuit is listed (or ranked) 25 on the list The Best Reese Witherspoon Movies
Sofía Vergara, Reese Witherspoon, Robert Kazinsky

Released: 2015

Directed by: Anne Fletcher

Hot Pursuit is a 2015 American action comedy film directed by Anne Fletcher. An uptight and by-the-book cop (Reese Witherspoon) tries to protect the outgoing widow (Sofia Vergara) of a drug boss ...more