In 2000, Silverstone appeared in Kenneth Branagh's film adaptation of the Shakespeare play Love's Labour's Lost, in which she was required to sing and dance. In 2001, Silverstone provided the voice of Sharon Spitz, the lead character in the Canadian animated television Braceface. During this time she also made the films Global Heresy and Scorched. After removing herself from the public eye for a few years, she resurfaced in the shortlived 2003 NBC television show Miss Match, which was canceled after 18 episodes. Silverstone later acknowledged that she hates the trappings of fame, stating that "Fame is not anything I wish on anyone. You start acting because you love it. Then success arrives, and suddenly you're on show". After the cancellation of Miss Match in 2003, Silverstone did a pilot with FOX called Queen B, in which she would have played a former high school prom queen named Beatrice (Bea) who has discovered that the real world is nothing like high school. It was not picked up for syndication. In 2005, she co-starred with Queen Latifah in Beauty Shop, a spin-off of the BarberShop films, as one of the stylists in the beauty shop. In the same year, she played a reporter alongside Sarah Michelle Gellar and Freddie Prinze Jr. in Scooby Doo 2: Monsters Unleashed, which was successful at box office, and the direct-to-video film Silence Becomes You.

In 2006, Silverstone starred in another pilot for ABC called Pink Collar, in which she would have worked in a law firm. Like Queen B, this pilot was not picked up for syndication. That year she also starred alongside Ewan McGregor, Mickey Rourke and Sophie Okonedo in the film, Stormbreaker, and starred in the Hallmark Hall of Fame made-for-TV movie Candles on Bay Street based on the book by Cathie Pelletier. She is filmed a pilot for ABC alongside Megan Mullally called Bad Mother's Handbook. She made a cameo appearance in 2008 comedy film Tropic Thunder.

Silverstone wrote a diet book entitled The Kind Diet; it "explores the connection between what we put in our bodies and what we’re doing to the planet, and how choosing the right foods in the kitchen can help you feeling lighter, sexier, and more alive." From February 10th to March 15th 2009, she will star in the world premiere of Daniel Sullivan's Time Stands Still at the Geffern Playhouse LA, alongside Anna Gunn, Robin Thomas and David Harbour. The play focuses around a longtime couple and journalistic team who return to New York from an extended stint in the war-torn Middle East. Silverstone is filming Elektra Luxx, along with Timothy Olyphant and Carla Gugino. The movie is a sequel to Women In Trouble, where Gugino plays a porn star whose life is turned upside down when she discovered she is pregnant. The film will be directed by Sebastian Gutierrez and a third installment is planned tentatively titled Women In Ecstasy. In an interview with Graham Norton on his UK entertainment show, Silverstone stated that she is currently in talks about reprising the role of Cher in the up coming sequel to Clueless. Cluless: High School Reunion is set to go into production in April 2009.

• Elektra Luxx (2010) (filming)
• Bad Mother's Handbook (2008) (TV) (completed)
  
• "The Singles Table" .... Georgia (5 episodes, 2007)
       - Georgia's Big Move (2007) TV episode .... Georgia
       - The Brawl (2007) TV episode .... Georgia
       - The Emergency (2007) TV episode .... Georgia
       - Pilot (2007) TV episode .... Georgia
       - The Housewarming Party (2007) TV episode .... Georgia
• Candles on Bay Street (2006) (TV) .... Dee Dee
• 35th Annual Key Art Awards (2006) (TV) .... Announcer
• Stormbreaker (2006) .... Jack Starbright
  ... aka Alex Rider: Stormbreaker (International: English title) (UK: poster title)
  ... aka Alex Rider: Operation Stormbreaker (USA)
• Pink Collar (2006) (TV)
• Silence Becomes You (2005) .... Violet
• "Miss Match" .... Kate Fox (18 episodes, 2003-2005)
       - Most Hopeless Romantics (2005) TV episode .... Kate Fox
       - Forgive and Forget (2004) TV episode .... Kate Fox
       - Divorce Happens (2004) TV episode .... Kate Fox
       - Miss Communication (2004) TV episode .... Kate Fox
       - Who's Sari Now? (2003) TV episode .... Kate Fox
        (13 more)
• Beauty Shop (2005) .... Lynn
• Queen B (2005) (TV) .... Beatrice 'Bea'
• Scooby Doo 2: Monsters Unleashed (2004) .... Heather
  ... aka Scooby-Doo 2: Monstres en liberté (Canada: French title)
• Scooby Doo 2: Monsters Unleashed (2004) (VG) (voice) .... Heather
• Scorched (2003/I) .... Sheila Rilo
• Global Heresy (2002) .... Natalie Bevin
  ... aka Au coeur du rock (Canada: French title)
  ... aka Rock My World (USA: video box title)
• "Braceface" .... Sharon Spitz (13 episodes, 2001)