Shailene Diann Woodley was born into a family of educators with a teacher and principal for parents. She took to acting at an early age and started modeling and having acting lessons with Anthony Meindl.
She first got into television with her first appearance in the show Replacing Dad with her thick chin-length brunette bob hairstyle with blunt bangs. After that, she got into several minor roles and her hard work paid off. She finally landed a starring role in the 2004 TV movie A Place Called Home with her long brunette hair usually in messy ponytails.
This paved the way to more and more TV appearances that eventually landed her the biggest TV role in The Secret Life of the American Teenager where she played a pregnant Amy Juergens with long brunette hair and long side-swept bangs that was a trend of 2008.
Her fruitful TV career paved the way for movie roles that really showcased her acting chops like The Spectacular Now with her long brunette hairstyle and Adrift where she survived a storm with her blond hairstyle. She really hit the big time when she landed the role of Tris in the young adult series Divergent.
This made the whole world very familiar with Woodley’s brunette hair that got shorter and shorter as the series progressed. The hair transformation was mostly due to her other movie role that required her drastic change in hairstyle from long hair to a pixie cut, The Fault in Our Stars.
With all her constant hair transformations, haircuts, coloring, dying, and bleaching, she was still able to maintain her thick and healthy hair. She said in an interview with the New York Times that, “Luckily, I found this salon in Paris, David Mallett. He has this amazing treatment — it’s called the Tokyo treatment — that is next-level incredible. Look, I’ve done a lot of treatments, and I have never done anything that actually restored my hair to where it was before I dyed it.”
Here are Shailene Woodley’s hairstyles over the years.
Photos
On December 2, 2019, Shailene Woodley attended the Fashion Awards at the Royal Albert Hall in London. She was seen wearing a fashion-forward gown to pair with her neat brunette upstyle bun with a side-swept finish.
On June 3, 2019, Shailene Woodley wore a dress by Jonathan Simkhai when she attended the 2019 CFDA Fashion Awards at Brooklyn Museum, New York. She paired this with a raven and slicked back ponytail hairstyle.
Shailene Woodley attended the Vanity Fair Oscar Party on February 24, 2019, in Beverly Hills, CA. She was seen wearing a stunning sheer dress with her long and straight brunette hairstyle with long side-swept bangs.
Shailene Woodley attended the screening of “Rocket Man” during the 72nd annual Cannes Film Festival on May 16, 2019, in Cannes, France. She was elegant in a black and white smart casual outfit to pair with her slicked-back brunette bun hairstyle.
On May 29, 2019, Shailene Woodley wore a dress by Dior Couture when she attended the HBO Big Little Lies Season 2 Premiere at Jazz at Lincoln Center, New York. She paired this with a long, tousled, layered, and highlighted loose hairstyle with subtle highlights and curls at the tips.
Shailene Woodley was at the Art Of Elysium’s 11th Annual Heaven Celebration held at the Barker Hangar in Santa Monica on January 6, 2018. She was charming in a black dress that she paired with her long and loose sandy blonde hairstyle with a slight tousle and layers.
Shailene Woodley was at the 2018 CinemaCon – An Evening With STXfilms at Colosseum in Caesars Palace on April 24, 2018, in Las Vegas, NV. She wore a stunning beige dress with her raven upstyle bun hairstyle incorporated with blunt bangs.
Shailene Woodley was at the HBO’s 2018 Official Golden Globe Awards After Party held at the Circa 55 Restaurant in Beverly Hills on January 7, 2018. She wore an elegant bejeweled dress that she paired with her slick half-up hairstyle with two tones.
Shailene Woodley was at the “Adrift” World Premiere at the Regal LA Live on May 23, 2018, in Los Angeles, CA. She was stunning in a metallic dress that she paired with her raven wavy, loose and tousled hairstyle that has blunt bangs.
Shailene Woodley was at the Hollywood Film Awards 2018 at the Beverly Hilton Hotel on November 4, 2018, in Beverly Hills, CA. She posed for the cameras in a shiny dress that went well with her raven top knot bun hairstyle with bangs.
On February 7, 2017, Shailene Woodley attended the premiere for HBO’s “Big Little Lies” at the TCL Chinese Theatre, Hollywood. She paired her metallic dress with a loose and messy brunette bun hairstyle with loose tendrils.
On November 05, 2017, Shailene Woodley attended the 21st Annual Hollywood Film Awards at The Beverly Hilton Hotel. She wore a black and white sequined dress with her side-swept, loose, tousled, and highlighted beach curls.
On January 19, 2017, Shailene Woodley spoke onstage during the We Stand United NYC Rally outside Trump International Hotel & Tower. She wore her winter outfit with her makeup-less face and messy bun hairstyle with loose tendrils.
Shailene Woodley was at the 69th Primetime Emmy Awards at the Microsoft Theater on September 17, 2017, in Los Angeles, CA. She wore a sexy green dress to pair with her highlighted blonde low ponytail hairstyle with long side bangs.
Shailene Woodley was at the Comic-Con 2016 – “Snowden” PhotoCall on July 21, 2016, in San Diego, CA. She was seen wearing a smart casual outfit with her medium-length layered and wavy raven hairstyle.
Shailene Woodley attended the InStyle Awards 2016 on October 24, 2016, in Hollywood, CA. She was lovely in a detailed dress that she paired with her high bun hairstyle with a slicked-back finish.
Shailene Woodley was at the 26th Annual Environmental Media Awards at Warner Brothers Studio on October 22, 2016, in Burbank, CA. She wore a stunning black dress that she paired with a brunette slick-back high ponytail hairstyle.
Shailene Woodley attended the U.S. premiere of “The Divergent Series: Insurgent” at the Ziegfeld Theatre on March 16, 2015, in New York City. She paired her stunning black dress with a simple raven low bun hairstyle with loose bangs.
Shailene Woodley was at the MTV Movie Awards 2015 at the Nokia Theater on April 11, 2015, in Los Angeles, CA. She paired her red lips with a tousled brunette bun hairstyle with braids.
Shailene Woodley attended the ‘Divergent’ Los Angeles Premiere on March 18, 2014, in Westwood, CA. She wore a stunning dress to pair with her brunette pixie hairstyle that has a slicked-back finish.
Shailene Woodley was at the 2014 Publicist Luncheon at Beverly Wilshire Hotel on February 28, 2014, in Beverly Hills, CA. She was charming in a peach dress to pair with her brunette pixie hairstyle with side-swept bangs.
On March 1, 2014, Shailene Woodley attended the 2014 Film Independent Spirit Awards on the beach in Santa Monica, CA. She paired her green outfit with a highlighted brunette pixie hairstyle with long side-swept bangs.
Shailene Woodley was at the “White Bird in a Blizzard” LA Premiere at Arclight Hollywood on October 21, 2014, in Los Angeles, CA. She was seen wearing a smart casual outfit with her highlighted blonde pixie hairstyle.
Shailene Woodley attended the 20th Century Fox CinemaCon 2014 Photo Call at Caesars Palace on March 27, 2014, in Las Vegas, NV. She wore a vest over her white blouse and paired it with a slicked-back raven pixie hairstyle.
On August 10, 2014, Shailene Woodley was at the 2014 Teen Choice Awards at the Shrine Auditorium. She was seen wearing a colorful outfit with her slick side-parted blonde pixie hairstyle with a slick and highlighted finish.
Shailene Woodley was at the CinemaCon 2014 Awards Gala at Caesars Palace on March 27, 2014, in Las Vegas, NV. She wore an all-black outfit with her brunette pixie hairstyle that has long side-swept bangs.
Shailene Woodley was at the 2014 MTV MOVIE AWARDS on April 13, 2014 in Los Angeles, CA. She was seen wearing a green leather dress with her slick side-parted brunette hairstyle.
Shailene Woodley spoke at Kate Winslet’s star receiving ceremony at Hollywood Blvd on March 17, 2014, in Los Angeles, CA. She wore a floral dress with her side-swept brunette pixie hairstyle.
Shailene Woodley was at the BAFTA Award Season Tea Party 2012 at Four Seasons Hotel on January 14, 2012, in Beverly Hills, CA. She was seen wearing a colorful dress to go with her long and tousled brunette hairstyle that is loose and layered.
Shailene Woodley attended the 37th Los Angeles Film Critics Association Awards at the InterContinental Hotel on January 13, 2012 in Century City, CA. She wore a metallic dress to pair with her large bun hairstyle with loose tendrils.
Shailene Woodley was at the Variety’s 10 Directors To Watch at the Parker Palm Springs on January 8, 2012 in Palm Springs, CA. She paired her simple black dress with a long and wavy layered brunette hairstyle.
Shailene Woodley was at the 2012 Palm Springs International Film Festival Gala at Palm Springs Convention Center on January 7, 2012, in Palm Springs, CA. She paired her patterned dress with an elegant long side-swept brunette hairstyle with a curly finish.
Shailene Woodley was at the Los Angeles premiere of ‘The Perks Of Being A Wallflower’ held at the ArcLight Cinemas in Hollywood on September 10, 2012. She was seen wearing a casual all-black outfit with her simple brunette ponytail hairstyle.
Shailene Woodley attended the “Hunger Games” World Premiere on March 12, 2012 in Los Angeles, CA. She was seen wearing a charming black dress with her slicked-back raven ponytail hairstyle.
Shailene Woodley was at the 18th annual Screen Actor Guild Awards at the Shrine Auditorium on January 29, 2012, in Los Angeles, California. She paired her simple floral dress with a long brunette ponytail hairstyle.
On February 26, 2012, Shailene Woodley attended the 84th Annual Academy Awards at the Hollywood & Highland Theatre, Hollywood. She wore an elegant white dress to pair with her slicked-back brunette bun hairstyle.
Shailene Woodley attended the Director’s Guild Awards 2012 on January 28, 2012, in Hollywood, CA. She wore an embroidered red floral dress that topped it with a brunette side-swept hairstyle that has a fishtail braid.
Shailene Woodley was at the 2012 MTV Movie Awards at Universal Studios, Hollywood. June 4, 2012, Los Angeles, CA. She wore a black fashionable outfit with her long and loose tousled hairstyle with curls and highlights.
Shailene Woodley was at the 23rd Annual Producers Guild Awards at the Beverly Hilton Hotel on January 21, 2012, in Los Angeles, CA. She emphasized her red lips with a black dress and a simple brunette ponytail hairstyle that has loose tendrils.
Shailene Woodley was at the 2012 Film Independent Spirit Awards on February 25, 2012, in Santa Monica, California. She paired her golden blouse with a brunette high ponytail hairstyle that has a slick finish.
Shailene Woodley was at the ABC Family West Coast Upfronts at The Sayers Club on May 1, 2012, in Los Angeles, CA. She wore a patterned dress that she paired with her long and silky straight brunette half-up hairstyle.
Shailene Woodley was at the 27th annual Santa Barbara Film Festival Virtuosos Award Ceremony at the Arlington Theater on February 3, 2012, in Santa Barbara, California. She was seen wearing a navy blue leather dress to pair with her side-swept long highlighted brunette hairstyle with layers.
Shailene Woodley attended the BAFTA Film Awards 2012 at the Royal Opera House, Covent Garden, London on February 12, 2012. She wore an elegant and stunning strapless beige dress and topped it with a top knot bun hairstyle with highlights.
Shailene Woodley was at the 23rd Annual ‘A Time for Heroes’ Celebrity Picnic Benefitting the Elizabeth Glaser Pediatric AIDS Foundation on June 3, 2012, in Los Angeles, California. She wore a casual outfit and paired it with a long side-swept brunette hairstyle that is tousled and layered.
Shailene Woodley and Daren Kagasoff were at the ABC Family West Coast Upfronts at The Sayers Club on May 1, 2012, in Los Angeles, CA. Woodley wore a black leather jacket to pair with her long, layered, loose, and highlighted brunette hairstyle with a slight tousle.
Shailene Woodley attended the BFI London Film Festival: The Descendants – Premiere, at Odeon Leicester Square, London on October 20, 2011. She was lovely in a pink floral dress and long highlighted brunette hair loose on her shoulders with a slight tousle.
Shailene Woodley was at the 15th Annual Hollywood Film Awards Gala at Beverly Hilton Hotel on October 24, 2011, in Beverly Hills, CA. She wore a sexy black dress to pair with her raven ponytail hairstyle that has long side bangs.
Shailene Woodley was at the Los Angeles premiere of her new movie “The Descendants” at the Samuel Goldwyn Theatre in Beverly Hills on November 15, 2011. She wore a sexy strapless floral dress and topped it with a highlighted bun hairstyle.
Shailene Woodley wore an all-black smart casual outfit at the “The Ides Of March” LA Premiere at the Academy of Motion Picture Arts and Sciences on September 27, 2011, in Beverly Hills, CA. She paired this with a long and layered brunette hairstyle that is loose, tousled, and layered.
Shailene Woodley was at the 22nd Annual ‘Time for Heroes’ Celebrity Picnic at Wadsworth Theater on June 12, 2011, in Westwood, CA. She wore a yellow cardigan and a colorful scarf with her long and loose tousled brunette hairstyle that has highlights.
Shailene Woodley was at the photocall for “The Descendants”, as part of the London Film Festival 2011, at the Odeon West End, London on October 20, 2011. She wore a charming pastel-toned dress that she topped with a long, tousled, wavy and layered brunette hairstyle.
Shailene Woodley attended the premiere of “The Descendants” at the 49th Annual New York Film Festival at Alice Tully Hall on October 16, 2011, in New York City. She was seen wearing a charming black outfit to go with her curly and highlighted brunette ponytail hairstyle.
Shailene Woodley wore a lovely patterned dress at the “Power 100: Women In Entertainment Breakfast” at Beverly Hills Hotel on December 7, 2011, in Beverly Hills, CA. She paired this with a neat slicked-back bun hairstyle.
Shailene Woodley was at the 2010 Teen Choice Awards at Gibson Amphitheater at Universal on August 8, 2010, in Los Angeles, CA. She wore a sexy black dress that she paired with her brunette bun hairstyle with loose tendrils.
Shailene Woodley was at the 8th Teen Vogue Young Hollywood Party – Red Carpet at Paramount Studios on October 1, 2010 in Los Angeles, CA. She paired her lovely pink dress with a long and wavy brunette hairstyle with layers.
Actress Shailene Woodley attended the Variety’s Power of Youth event at The Paramount Studios on October 24, 2010, in Hollywood, California. She wore a casual white shirt with her light brown hair that is long, layered, loose, and tousled.
On August 9, 2009, Shailene Woodley was at the 2009 Teen Choice Awards at the Gibson Amphitheatre Universal City. She wore a colorful outfit with her asymmetrical hairstyle that has highlights, long side-swept bangs, and loose tendrils.
Shailene Woodley attended the 7th Annual Teen Vogue Young Hollywood party at Milk Studios, Hollywood on September 25, 2009. She wore a lovely strapless green dress and topped it with a long and straight brunette hairstyle with subtle layers.
August 8, 2009, Shailene Woodley was at the ABC TV 2009 Summer Press Tour cocktail party at the Langham Hotel, Pasadena. She wore a casual outfit with patterns to pair with her long and straight brunette hairstyle incorporated with thick bangs.
On April 14, 2009, Shailene Woodley attended the Los Angeles premiere of “17 Again” at Grauman’s Chinese Theatre, Hollywood. She was lovely in her patterned dress and long tousled brunette hairstyle that is loose and has long side-swept bangs.
On October 30, 2009, Shailene Woodley attended the Los Angeles premiere of “Fantastic Mr. Fox” at Grauman’s Chinese Theatre, Hollywood. She wore a stunning metallic green dress paired with a simple brunette ponytail hairstyle with long side-swept bangs.
Shailene Woodley was at the 2008 American Music Awards. Nokia Theatre, Los Angeles, CA on November 23, 2008. She was stunning in a gray dress that she topped with a messy bun hairstyle incorporated with long side-swept bangs.
