Greatest Reese Witherspoon Movies of All Time

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Known for her versatile roles and southern charm, Reese Witherspoon is one of Hollywood’s most beloved leading ladies. Reese Witherspoon, born in New Orleans and raised in Nashville, is one of our favorite film stars because she portrays high-voltage women well. With a filmography grossed over a billion dollars, Witherspoon is undoubtedly one of America’s sweethearts—and the actress. So, if you feel mesmerized by her performance, we’ve compiled a list of the greatest Reese Witherspoon movies to showcase this special quality that makes her so loveable on screen.

Reese Witherspoon Movies

List of Reese Witherspoon Movies

Guide Title

Greatest Reese Witherspoon Movies of All Time

Actress Name

Reese Witherspoon

Total Movies




1. Wild (2014)

This movie stars Witherspoon as Cheryl Strayed, a woman who embarks on a 1,100 mile hike from the Mojave Desert to Washington State. Based on a memoir of the same name, Wild is a raw and honest look into one woman’s emotional journey. If you’ve embraced Jack London’s Into the Wild, this movie is much like that, except with a female lead. Witherspoon’s portrayal of Cheryl is fearless and empowering, making this one of the best Reese Witherspoon movies.

2. Walk the Line (2005)

Walk the Line, released in 2005 and starring Reese Witherspoon as June Carter Cash and Joaquin Phoenix as Johnny Cash, is a classic biographical romance-drama. The film tells the story of Johnny and June’s tumultuous relationship throughout their lives, chronicling the ups and downs that come with love and fame. Reese Witherspoon gave an Award-winning Academy performance as June Carter Cash, showcasing her talents as an actress and singer. 

She won over audiences worldwide with her heartfelt portrayal of country music icon June Carter Cash, including singing all her own songs for the soundtrack. Her performance was so powerful it earned Reese two Golden Globe Awards for Best Actress in a Motion Picture: Musical or Comedy and Best Actress in a Motion Picture.

3. Election (1999)

election (1999)

Election is one of the greatest Reese Witherspoon movies that stand out from the rest. In Election, Reese Witherspoon plays Tracy Flick, a highly ambitious high school student who runs for class president against the everyman candidate Paul Metzler (played by Chris Klein). The film follows the increasingly dramatic race between the two candidates as they battle to win the election. 

Reese Witherspoon gives an incredibly memorable performance as Tracy Flick—she brings her character to life with wit and charm and reveals Tracy’s darker side of manipulation and ambition. Reese Witherspoon’s performance as Tracy Flick is one of the highlights of Election, adding an interesting dimension to the film that stands out from other Reese Witherspoon movies.

4. Legally Blonde (2001)

Legally Blonde (2001)

This Reese Witherspoon movie follows Elle Woods, played by the actress, as she attends Harvard Law School. Despite being underestimated due to her beauty and bubbly personality, Elle proves she can be both smart and stylish. The film’s message of believing in yourself resonated with viewers worldwide, making it one of the most iconic Reese Witherspoon movies.

5. Sweet Home Alabama (2002)

Sweet Home Alabama (2002)

This Reese Witherspoon movie is a romantic comedy that follows Melanie Carmichael, played by Reese Witherspoon, as she returns to her hometown of Alabama. Here, we see Reese embracing her southern roots and showing us the charm of small-town life. Sweet Home Alabama is one of Reese Witherspoon movies that will leave you with plenty of laughs and feel-good moments.

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6. Twilight (1998)

Twilight (1998)

Don’t be overwhelmed by the name; it’s not by Kristen Stewart. Two years before the film’s main events, Witherspoon’s character – a teen runaway – and her boyfriend hide out at a Mexican resort. Newman plays an aging gumshoe who tracks them down, but during the scuffle, Witherspoon’s character accidentally shoots Newman in the thigh. 

He then returns to her home, entangled with her family. The neo-noir thriller gives Witherspoon a chance to share the screen with some top-notch Hollywood players, including Sarandon and Hackman as her movie legend parents. Although the pacing is slow, it is an enjoyable film experience.

7. Pleasantville (1998)

Pleasantville (1998)

Pleasantville is one of Reese Witherspoon movies that follows two siblings as they are transported into the 1950s TV show of the same name. Reese plays Jennifer, one of the modern-day teens in this classic film. Reese’s character helps to bring color and excitement to a seemingly perfect town. Reese’s performance in Pleasantville is filled with wit and charm, making this movie an absolute classic. Reese Witherspoon has undoubtedly made her mark on Hollywood with her unforgettable performances in this movie.

8. A Wrinkle In Time (2018)

This Reese Witherspoon movie is an adaptation of the classic 1962 novel by Madeleine L’Engle. Reese plays Mrs. Whatsit, one of three powerful celestial guides who help a young girl set off on an interdimensional journey to find her missing father. Reese’s character brings light and fun to this otherwise serious movie, making it enjoyable for the whole family. Reese Witherspoon shines in this movie with her charming performance as Mrs. Whatsit.

9. Home Again (2017)

Home Again (2017)

Home Again is one of the rom-com Reese Witherspoon movies in which, she plays as Alice Kinney, a single mother who returns to Los Angeles after her marriage ends in divorce. Reese shines in this movie as Alice navigates her new life and finds love. Reese’s character is a fun-loving, independent woman who learns to move on from heartache and start fresh. Reese Witherspoon brings humor, relatability, and lightness to this movie that will warm your heart.

10. Cruel Intentions (1999)

This modern take on the 18th-century novel “Les Liaisons dangereuses” follows entitled and manipulative prep-school student Kathryn (Gellar), who wants revenge on her ex-boyfriend by convincing her jaded step-brother Sebastian (Phillipe) to seduce Cecile (Blair). Sebastian instead has his eyes set on Annette (Witherspoon), the sweet and virginal daughter of their Manhattan school’s new headmaster, for blackmailing material. 

As a result, malicious lies, girl-on-girl French kissing complete with spittle, and general snotty behavior occur from Sebastian – until he falls in love with Annette. That causes Kathryn to seek revenge which unfortunately ends in tragedy. Though it was met with mixed reviews, the film has garnered a cult following in recent years. Phillippe and Witherspoon became engaged during filming and were married when it opened; they divorced in 2007.

Final Thoughts

Reese Witherspoon movies range from rom-coms to thrillers and fantasy films. She is one of the most beloved actresses in Hollywood, with charming performances in remarkable works of her career. Some of the honorable mentioned have already been compiled in the list here.

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