Drew Barrymore, an actress known for her charm and versatility, has graced the silver screen with countless memorable performances. During the 2000s, she appeared in a variety of films that showcased her talent. Here we rank some of her best movies from that decade:

1.Donnie Darko (2001) – Although not the lead, Barrymore’s portrayal of Karen Pomeroy adds depth to this cult classic. Her performance is nuanced and supports the film’s dark, enigmatic tone.

2.50 First Dates (2004) – This romantic comedy pairs her again with Adam Sandler. Barrymore shines as Lucy Whitmore, a woman with short-term memory loss, bringing both humor and heartbreak to the role.

3.Charlie’s Angels (2000) – Kicking off the new millennium, Barrymore stepped into the shoes of Dylan Sanders, one of three ass-kicking detectives. The film was a huge hit and demonstrated her ability to lead an action-packed box-office success.

4.Charlie’s Angels: Full Throttle (2003) – She reprised her role as Dylan Sanders in this action-comedy sequel. Despite mixed reviews, Barrymore’s charisma helped propel the film to commercial success.

5.Music and Lyrics (2007) – Starring alongside Hugh Grant, Barrymore plays Sophie Fisher in this romantic comedy about a washed-up pop star and an aspiring writer teaming up to compose a hit song.

6.Riding in Cars with Boys (2001)- In this drama directed by Penny Marshall, Barrymore delivers a strong performance as Beverly Donofrio, a young woman whose life takes unexpected turns when she becomes a mother while still in her teens.

7.Fever Pitch (2005)- As Lindsey Meeks, an ambitious career woman who falls for a man obsessed with the Boston Red Sox, Barrymore brings excitement and authenticity to this baseball-themed romantic comedy.

8.Confessions of a Dangerous Mind (2002) – In this biographical spy comedy directed by George Clooney, Barrymore plays Penny, showing her range by delving into more serious territory.

9.Duplex (2003)- This dark comedy features Barrymore opposite Ben Stiller as a couple who move into their dream home only to face an unexpected tenant problem.

10.Never Been Kissed (1999) – Although released in 1999 and just skirting the turn of the millennium, this romantic comedy deserves an honorary mention for its endearing story where Barrymore plays Josie Geller, an awkward reporter who goes undercover at a high school.

Barrymore brought diverse characters to life throughout the 2000s with her willingness to jump between genres—from thriller to comedy—proving her dynamism as an actress. Her films during these years contributed significantly to the tapestry of early 21st-century cinema.