The Drew Barrymore Look Book
Drew Barrymore is a rare breed: the child star who successfully transitioned into full-fledged Hollywood actress. Like many of the young actors who grew up in front of the camera, Barrymore had some rough patches, but has since found her sartorial happy place. Ranging from hippie flower child to Jil Sander disciple, the actress isn’t afraid to play with her look. See highlights from her fashion evolution, which includes her current signature ombre hair, fedoras, and lots of floral dresses.
February 1, 2017 Where: At the premiere of Netflix's 'Santa Clarita Diet' in Hollywood. Photo: Alberto E. Rodriguez/Getty Images
November 30, 2016 Where: At the State Of The Entertainment Industry Conference Hollywood Without Borders: The Global Entertainment Industry...
November 30, 2016 Where: At the State Of The Entertainment Industry Conference Hollywood Without Borders: The Global Entertainment Industry. Photo: 2016 Gabriel Olsen
December 17, 2015 Where: At AOL Studios in New York City.
Photo: Robin Marchant/Getty Images
October 25, 2015 Where: At Montblanc & The Cinema Society screening of Miss You Already in New York City. Photo: Ben Gabbe/Getty Images
March 27, 2014 Where: At The CinemaCon Big Screen Achievement Awards in Las Vegas, Nevada. Photo: 2014 Michael Tran
March 27, 2014 Where: At “The Big Picture”, an Exclusive Presentation Highlighting the Summer of 2014 and Beyond during CinemaCon, in Las Vegas, ...
March 27, 2014 Where: At “The Big Picture”, an Exclusive Presentation Highlighting the Summer of 2014 and Beyond during CinemaCon, in Las Vegas, Nevada.
Photo: 2014 Getty Images
January 28, 2014 Where: At Hollywood Stands Up To Cancer Event with contributors American Cancer Society and Bristol Myers Squibb. Photo: Michae...
January 28, 2014 Where: At Hollywood Stands Up To Cancer Event with contributors American Cancer Society and Bristol Myers Squibb. Photo: Michael Buckner/2014 Getty Images
January 12, 2014 Where: At the Golden Globe Awards. Photo: Jason Merritt/2014 Getty Images
October 27, 2012 Where: With Minka Kelly at the LACMA Art + Film Gala Honoring Ed Ruscha and Stanley Kubrick in Los Angeles, California. Photo: ...
October 27, 2012 Where: With Minka Kelly at the LACMA Art + Film Gala Honoring Ed Ruscha and Stanley Kubrick in Los Angeles, California. Photo: John Sciulli/2012 Getty Images
May 10, 2012 Where: With Will Kopelman at the New York City Ballet's Spring Gala in New York City. Photo: Stephen Lovekin/2012 Getty Images
March 15, 2012 Where: With Will Kopelman at Jardin des Tuileries in Paris, France.
March 13, 2012 Where: Leaving Chanel's showroom in Paris, France.
Photo: Splash News/Corbis
February 17, 2012 Where: At the Marni for H&M collection launch at Lloyd Wright’s Sowden House in Los Angeles, California.
Photo: Mic...
February 17, 2012 Where: At the Marni for H&M collection launch at Lloyd Wright’s Sowden House in Los Angeles, California.
Photo: Michael Kovac/Getty Images for Marni and H&M
February 2, 2012 Where: On The Tonight Show With Jay Leno.
Photo: Kevin Winter/NBCUniversal/Getty Images
January 25, 2012 Where: At the Big Miracle premiere in Washington, DC.
Photo: Paul Morigi/WireImage
Circa 2012 Where: Leaving her hotel in New York City.
Photo: Splash News/Corbis
November 15, 2011 Where: With Will Kopelman at the Museum of Modern Art's film benefit "A Tribute to Pedro Almodovar" at the Museum of ...
November 15, 2011 Where: With Will Kopelman at the Museum of Modern Art's film benefit "A Tribute to Pedro Almodovar" at the Museum of Modern Art in New York City.
Photo: Eugene Gologursky/WireImage
November 5, 2011 Where: With Will Kopelman at the LACMA Art + Film gala honoring Clint Eastwood and John Baldessari presented by Gucci at L...
November 5, 2011 Where: With Will Kopelman at the LACMA Art + Film gala honoring Clint Eastwood and John Baldessari presented by Gucci at Los Angeles County Museum of Art.
Photo: Jeff Vespa/Getty Images
June 4, 2011 Where: At the Chanel benefit dinner for the Natural Resources Defense Council's Ocean Initiative.
Photo: Jon Kopaloff/FilmMagic
April 13, 2011 Where: At the Kimberly Snyder book launch party forThe Beauty Detox Solution at The London Hotel in West Hollywood, California.
P...
April 13, 2011 Where: At the Kimberly Snyder book launch party forThe Beauty Detox Solution at The London Hotel in West Hollywood, California.
Photo: Steve Granitz/WireImage
March 25, 2011 Where: With Will Kopelman at a game between the Los Angeles Clippers and the Los Angeles Lakers at Staples Center in Los Angeles, ...
March 25, 2011 Where: With Will Kopelman at a game between the Los Angeles Clippers and the Los Angeles Lakers at Staples Center in Los Angeles, California. Photo: Noel Vasquez/Getty Images
January 5, 2011 Where: At Covergirl Cosmetics' 50th Anniversary party.
Photo: Jordan Strauss/WireImage
August 25, 2010 Where: In New York City. Photo: Soul Brother/ FilmMagic
August 24, 2010 Where: Arriving for a taping of The Late Show With David Letterman at the Ed Sullivan Theater in New York City.
Photo: Je...
August 24, 2010 Where: Arriving for a taping of The Late Show With David Letterman at the Ed Sullivan Theater in New York City.
Photo: Jemal Countess/Getty Images
August 23, 2010 Where: At the premiere of Going The Distance in Los Angeles, California. Photo: Eric Charbonneau/ WireImage
August 20, 2010 Where: At BBC Radio 1 in London, England. Photo: Danny Martindale/ FilmMagic
August 19, 2010 Where: With Justin Long at the premiere of Going The Distance in London, England.
August 10, 2010 Where: At the Nylon + Express August denim issue party in West Hollywood, California.
Photo: Jason LaVeris/ FilmMagic
April 17, 2010 Where: At the GLAAD Media Awards held at Hyatt Regency Century Plaza Hotel in Los Angeles, California. Photo: Chris Weeks/WireIma...
April 17, 2010 Where: At the GLAAD Media Awards held at Hyatt Regency Century Plaza Hotel in Los Angeles, California. Photo: Chris Weeks/WireImage
January 23, 2010 Where: At the Screen Actors Guild Awards in Los Angeles, California.
Photo: Kevin Mazur/ WireImage
January 17, 2010 Where: At the Golden Globes Awards.
Photo: Steve Granitz/WireImage
December 3, 2009 Where: At the Tribeca Film Institute's benefit screening of Everybody's Fine in New York City.
What: Dress by Emilio Pucci. Ph...
December 3, 2009 Where: At the Tribeca Film Institute's benefit screening of Everybody's Fine in New York City.
What: Dress by Emilio Pucci. Photo: Stephen Lovekin/Getty Images
November 3, 2009 Where: At the AFI Fest screening of Everbody's Fine in Hollywood, California.
Photo: Lester Cohen/WireImage
September 29, 2009 Where: At the premiere of Whip It in Hollywood, California.
Photo: Jon Kopaloff/FilmMagic
September 20, 2009 Where: At the Emmy Awards. Photo: Steve Granitz/WireImage
September 18, 2009 Where: On The Jay Leno Show.
Photo: Justin Lubin/NBCU Photo Bank
September 13, 2009 Where: At the Whip It premiere during the Toronto International Film Festival.
June 13, 2009 Where: With Justin Long at Bonnaroo Musical Festival in Manchester, Tennessee.
Photo: Jason Merritt/FilmMagic
May 26, 2009 Where: At a rally following the California Supreme Court's ruling to uphold Proposition 8 in West Hollywood, California.
Photo: Out...
May 26, 2009 Where: At a rally following the California Supreme Court's ruling to uphold Proposition 8 in West Hollywood, California.
Photo: OutOfSightMedia/BuzzFoto/FilmMagic
April 16, 2009 Where: At the premiere of Grey Gardens in Hollywood, California.
April 15, 2009 Where: Arriving for a taping of The Late Show with David Letterman at the Ed Sullivan Theater in New York City.
Photo: James Deva...
April 15, 2009 Where: Arriving for a taping of The Late Show with David Letterman at the Ed Sullivan Theater in New York City.
Photo: James Devaney/WireImage
April 14, 2009 Where: At the premiere of Grey Gardens in New York City.
Photo: James Devaney/ WireImage
April 13, 2009 Where: In New York City. Photo: In New York City.
February 4, 2009 Where: On The Tonight Show with Jay Leno.
Photo: Paul Drinkwater/NBC/NBCU Photo Bank via Getty Images
January 11, 2009 Where: At the Golden Globe Awards.
Photo: Jason Merritt/Getty Images
May 2, 2007 Where: At a taping of The Late Show With David Letterman at the Ed Sullivan Theater in New York City.
May 1, 2007 Where: At the premiere of Lucky You during the Tribeca Film Festival in New York City.
Photo: Evan Agostini/Getty Images for Tribeca...
May 1, 2007 Where: At the premiere of Lucky You during the Tribeca Film Festival in New York City.
Photo: Evan Agostini/Getty Images for Tribeca Film Festival
April 27, 2007 Where: At the Coachella Valley Music and Arts Festival.
Photo: Kevin Mazur/WireImage
April 11, 2007 What: At a party celebrating her campaign with CoverGirl Cosmetics.
Photo: Jon Kopaloff/FilmMagic
February 12, 2007 Where: At the Music and Lyrics premiere in New York City. Photo: Sylvain Gaboury/FilmMagic
February 8, 2007 Where: At the Rodeo Drive Walk Of Style Award celebration honoring Gianni And Donatella Versace in Beverly Hills, Californi...
February 8, 2007 Where: At the Rodeo Drive Walk Of Style Award celebration honoring Gianni And Donatella Versace in Beverly Hills, California.
Photo: Gregg DeGuire/WireImage
February 5, 2007 Where: At the premiere of Music And Lyrics in London, England. Photo: Ferdaus Shamim/WireImage
January 15, 2007 Where: At the Golden Globe Awards.
Photo: George Pimentel/WireImage
October 23, 2006 Where: At the premiere of Borat: Cultural Learnings Of America in Hollywood, California.
September 30, 2006 Where: At the Sony Global Partners Conference gala dinner in Beverly Hills, California.
Photo: Jon Kopaloff/FilmMagic
September 15, 2006 Where: At the Calvin Klein spring 2007 runway show after party. Photo: Lawrence Lucier/FilmMagic
May 1, 2006 Where: At the Costume Institute Gala celebrating "AngloMania: Tradition and Transgression on British Fashion" held a...
May 1, 2006 Where: At the Costume Institute Gala celebrating "AngloMania: Tradition and Transgression on British Fashion" held at the Metropolitan Museum of Art in New York.
Photo: Sylvain Gaboury/FilmMagic
July 28, 2005 Where: In London, England. Photo: Chris Uncle/FilmMagic
July 6, 2005 Where: With Fabrizio Moretti at the Christian Dior Haute Couture runway show in Paris, France. Photo: Eric Ryan/Getty Images
June 15, 2005 Where: At the Tutankhamun And The Golden Age Of The Pharaohs premiere party at Los Angeles County Museum of Art. Photo: Stephen Sh...
June 15, 2005 Where: At the Tutankhamun And The Golden Age Of The Pharaohs premiere party at Los Angeles County Museum of Art. Photo: Stephen Shugerman/Getty Images
March 17, 2005 Where: At ShoWest Awards Night in Las Vegas, Nevada. Photo: Gregg DeGuire/WireImage for Rogers & Cowan
March 9, 2005 Where: With Jimmy Fallon at MTV Spring Break in Cancun, Mexico. Photo: Lawrence Lucier/FilmMagic
February 27, 2005 Where: At the Academy Awards. Photo: SGranitz/WireImage
September 21, 2004 Where: At MTV's TRL in New York City.
April 19, 2004 Where: At the premiere of 50 First Dates in Berlin, Germany.
Photo: Sean Gallup/Getty Images
February 3, 2004 Where: At the ceremony honoring her star on the Hollywood Walk of Fame.
Photo: Vince Bucci/Getty Images
October 20, 2003 Where: At the Hollywood Awards gala ceremony.
Photo: Steve Granitz/WireImage
July 2, 2003 Where: With Cameron Diaz and Lucy Lui at the premiere of Charlie's Angels: Full Throttle in Madrid, Spain.
Photo: Carlo Alvarez/Get...
July 2, 2003 Where: With Cameron Diaz and Lucy Lui at the premiere of Charlie's Angels: Full Throttle in Madrid, Spain.
Photo: Carlo Alvarez/Getty Images
June 25, 2003 Where: With Lucy Lui and Cameron Diaz at the Charlie's Angels: Full Throttle premiere in New York City.
Photo: Gregory Pace/FilmMagic
June 2003 Where: In Charlie's Angels: Full Throttle.
December 11, 2002 Where: At the Confessions of a Dangerous Mind premiere in Westwood, California.
Photo: Chris Weeks/FilmMagic
March 16, 2002 Where: At the 20th Anniversary premiere of Steven Spielberg's E.T.: The Extra-Terrestrial in Los Angeles, California. Photo: Greg...
March 16, 2002 Where: At the 20th Anniversary premiere of Steven Spielberg's E.T.: The Extra-Terrestrial in Los Angeles, California. Photo: Gregg DeGuire/WireImage
October 22, 2001 Where: With With Lucy Lui at Premiere Magazine's Women in Hollywood Awards Lunch.
Photo: SGranitz/WireImage
October 19, 2001 Where: In Riding in Cars With Boys.
November 22, 2000 Where: With Lucy Lui at the premiere of Charlie's Angels in London, England. Photo: UK Press/Liaison
October 22, 2000 Where: With Tom Green atthe Charlie's Angels premiere in Los Angeles, California. Photo: S. Granitz/WireImage
March 26, 2000 Where: With Tom Green at the Academy Awards.
Photo: S. Granitz/WireImage
September 26, 1999 Where: With Molly Shannon at the Saturday Night Live 25th Anniversary celebration in New York City.
Photo: Ron Galella/WireImage
September 13, 1999 Where: With Luke Wilson at a premiere. Photo: Mirek Towski/ Time & Life Pictures
June 11, 1999 Where: At the Beverly Hilton Hotel.
Photo: SGranitz/WireImage
May 1, 1999 Where: At the Kid's Choice Awards in Los Angeles, California. Photo: Jeff Kravitz/FilmMagic
April 6, 1999 Where: At the premiere of Never Been Kissed.
Photo: Arnaldo Magnani/Getty Images
March 30, 1999 Where: With Nancy Juvonen at the Never Been Kissed premiere in Hollywood, California.
Photo: Jim Smeal/WireImage
March 1999 Where: In Never Been Kissed. Photo: 20th Century Fox Film Corp/courtesy Everett Collection
March 26, 1999 Where: At the premiere of The Matrix. Photo: Brenda Chase/Stringer Getty Images Entertainment
March 21, 1999 Where: With Edward Norton at the Academy Awards. Photo: Mirek Towski/DMI/Time Life Pictures/Getty Images
November 16, 1998 Where: At the premiere of Home Fries in Westwood, California.
Photo: SGranitz/WireImage
November 1998 Where: In Home Fries. Photo: Warner Bros. Pictures/Courtesy of Everett Collection
September 20, 1998 Where: At "Cendrillon Evening" in Florence, Italy.
Photo: Jean-Marc Giboux/Getty Images
September 17, 1998 Where: At the premiere of Ever After in Florence, Italy. Photo: Eric Robert/Sygma/Corbis
September 10, 1998 Where: At the Kid's Choice Awards in Los Angeles, California. Photo: Jeff Kravitz/FilmMagic, Inc
July 29, 1998 Where: With Luke Wilson at the Ever After premiere in Los Angeles, California.
July 1998 Where: In Ever After. Photo: Bureau L.A. Collection/Sygma/Corbis
March 23, 1998 Where: At the Academy Awards.
Photo: SGranitz/WireImage
February 15, 1998 Where: At a Rolling Stones concert at The Hard Rock Hotel.
Photo: Frank Trapper/Sygma/Corbis
February 12, 1998 Where: At The Wedding Singer premiere in New York City. Photo: Ron Galella, Ltd./WireImage
February 5, 1998 Where: At a promotional event for The Wedding Singer.
Photo: Gregory Pace/Sygma/Corbis
February 1998 Where: In The Wedding Singer.
Photo: Mary Evans/NEW LINE CINEMA/Ronald Grant/Everett Collection
January 8, 1998 Where: At the "Women In Hollywood" luncheon in Los Angeles, California. Photo: Jim Smeal/WireImage
January 25, 1997 Where: At the Scream premiere in London, England. Photo: Tom Wargacki/WireImage
January 1997 Where: In Scream.
Photo: Dimension Films/ Everett Collection
January 10, 1997 Where: With Luke Wilson at the premiere of Everyone Says I Love You in New York City.
Photo: Ron Galella/WireImage
June 9, 1996 Where: At a Pediatric AIDS Picnic at private residence in Brentwood, California.
Photo: S. Granitz/WireImage
January 17, 1996 Where: At the From Dusk Till Dawn premiere in Los Angeles, California. Photo: Ron Galella/WireImage
August 15, 1996 Where: At a premiere. Photo: Richard Corkery/NY Daily News Archive via Getty Images
October 22, 1995 Where: At the Picasso at the Lapin Agile Broadway opening night performance in New York City.
Photo: Ron Galella, Ltd./WireImag...
October 22, 1995 Where: At the Picasso at the Lapin Agile Broadway opening night performance in New York City.
Photo: Ron Galella, Ltd./WireImage
September 7, 1995 Where: With Jaid Barrymore at the MTV Video Music Awards in New York City. Photo: Kevin Mazur/WireImage
June 10, 1995 Where: With Leelee Sobieski at the Pediatric Aids Picnic at a private residence in Brentwood, California.
Photo: KMazur/WireImage
June 9, 1995 Where: With Eric Erlandson at the Batman Forever premiere in Los Angeles, California. Photo: S. Granitz/WireImage
June 1995 Where: In Batman Forever.
April 27, 1995 Where: At the Indiscretions premiere in New York City. Photo: Ron Galella/WireImage
April 22, 1994 Where: In Bad Girls.
March 29, 1995 Where: At the Tommy Boy premiere in Los Angeles, California. Photo: Jim Smeal/WireImage
Circa 1994 Where: Walking with Jeremy Thomas.
Photo: David Mcgough/DMI/Time Life Pictures/Getty Images
December 8, 1993 Where: At the Billboard Music Awards.
Photo: S. Granitz/WireImage
May 19, 1993 Where: At the Sliver premiere in Westwood, California.
Photo: Ron Galella, Ltd./WireImage
February 1, 1993 Where: At the Fashion Designers' Awards.
Photo: Rick Maiman/Sygma/Corbis
January 23, 1993 Where: At the Golden Globe Awards in Los Angeles, California. Photo: Frank Trapper/Sygma/Corbis
October 8, 1992 Where: At the Reservoir Dogs premiere in Los Angeles, California. Photo: Jim Smeal/WireImage
July 18, 1992 Where: At a CBS press tour. Photo: Ron Galella/WireImage
May 4, 1992 Where: With Jamie Walters at the Poison Ivy premiere in West Hollywood, California.
Photo: Ron Galella,Ltd/WireImage
May 1992 Where: In Poison Ivy.
February 20, 1992 Where: With Corin Nemic at the Radio Flyer premiere in Los Angeles, California.
Photo: Ron Galella/WireImage
October 23, 1991 Where: At the Matthew Rolston exhibit.
Photo: Ron Galella/WireImage
September 19, 1991 Where: With Christian Slater at the Indian Runner premiere in Los Angeles, California. Photo: S. Granitz/WireImage
June 1, 1991 Where: At the E.T. Adventure Ride grand opening celebration at Universal Studios Hollywood.
Photo: Ron Galella, Ltd./WireImage
March 12, 1991 Where: At the premiere of Guilty By Suspicion in Westwood, California.
Photo: Ron Galella/WireImage
October 4, 1990 Where: At the Marked for Death premiere in Los Angeles, California. Photo: Ron Galella/WireImage
September 24, 1990 Where: At the Pacific Heights premiere in Los Angeles, California. Photo: Jim Smeal/WireImage
July 30, 1990 Where: At the Young Guns II premiere in Hollywood, California.
Photo: Ron Galella, Ltd./WireImage
July 19, 1990 Where: At the premiere of The Freshman in Westwood, California.
Photo: Ron Galella/WireImage
July 11, 1990 Where: At the Total Recall party in Los Angeles, California. Photo: Jim Smeal/WireImage
May 14, 1990 Where: With Balthazar Getty at the screening of Longtime Companion in Los Angeles, California. Photo: Jim Smeal/WireImage
June 30, 1989 Where: In Far From Home.
March 29, 1989 Where: With Corey Feldman at the Academy Awards. Photo: S. Granitz/WireImage
Circa 1989 Photo: Time & Life Pictures/Getty Images
Circa 1987 Photo: Jim Smeal/WireImage
