Celebrity 25 Years of Sundance Stars By InStyle Editors InStyle Editors Instagram Twitter InStyle's mantra is "Everybody's in," and that means anyone who finds their way to our stories should find themselves reflected in them. We prioritize bringing the right writer to every story and sometimes collaborate as a team to ensure we're including points of view across race, gender expression, body size, skin and hair type, and more. Our editors and writers comprise decades of expertise across the beauty, fashion, lifestyle and wellness spaces in print and digital. We prioritize journalistic integrity, factual accuracy, and also having fun with every story we share. For more about our team, click here. InStyle's editorial guidelines Updated on January 15, 2009 @ 12:37PM Pin Share Tweet Email Photo: J. Vespa/WireImage 25 Years of Sundance Stars 01 of 09 Reese Witherspoon Randall Michelson/WireImage In 1996, a fresh-faced Reese Witherspoon frolicked in the snow during a photo shoot for Freeway. The future Oscar winner played a 15-year old runaway in the indie thriller, which also starred Kiefer Sutherland. -Bronwyn Barnes 02 of 09 Katie Holmes J. Vespa/WireImage After wrapping up her role as Joey Potter on the small screen hit Dawson's Creek in 2003, Katie Holmes joined her Pieces of April co-stars Oliver Platt, Patricia Clarkson and Alison Pill for some Park City portraits. "What drew me to playing April was the fact that she's in her early 20's and trying to figure it all out," the then 25-year old Holmes said. 03 of 09 Jennifer Aniston J. Vespa/WireImage Jennifer Aniston got some support form Brad Pitt and Sundance founder Robert Redford at the premiere of The Good Girl in 2002. Aniston took a break from playing Rachel on the TV hit Friends to make the film, taking on the role of a married woman involved in an affair with a younger man, played by Jake Gyllenhaal. 04 of 09 Gwyneth Paltrow Randall Michelson/WireImage Gwyneth Paltrow was still getting used to all the attention when she hit the festival-accompanied by then-boyfriend Ben Affleck-to promote Sliding Doors in 1998. Just over a year later, Paltrow picked up the Best Actress Oscar for her role in Shakespeare in Love. 05 of 09 Sarah Jessica Parker R.Michelson/Corbis Before she became a household name on Sex and The City, Sarah Jessica Parker hit Park City for the premiere of Miami Rhapsody with co-star Carla Gugino. On the set of the movie, Parker forged a friendship with stylist Patricia Field, who later became the costume designer for Sex. 06 of 09 Maggie and Jake Gyllenhaal Larry Busacca/WireImage Sundance was a family affair for Maggie and Jake Gyllenhaal, who joined their father, Stephen, and mom Naomi Forner for a party to celebrate Maggie's indie flick Secretary in 2002. 07 of 09 Nicole Kidman Fred Hayes/WireImage Russell Crowe showed up to support fellow Aussie Nicole Kidman at the Sundance premiere of Birthday Girl in 2002. "I'd read and liked the script and had to basically convince [the director] to cast me in it," Kidman has said. "Because it was a bit of a risk to cast me as a Russian girl." 08 of 09 Winona Ryder, Janeane Garofalo and Ethan Hawke Larry Busacca/WireImage Winona Ryder , Janeane Garofalo and Ethan Hawke were the coolest kids in town when they debuted the 20-something slacker film Reality Bites in 1994. The iconic film also marked the directorial debut of Ben Stiller. 09 of 09 2004 Sundance Film Festival J. Vespa/WireImage At the tender age of 14, Stewart got her first taste of the film festival circuit when she joined co-stars D.B. Sweeney, Hallee Hirsh and Elizabeth Perkins for a portrait session to promote the family drama Speak at the 2004 Sundance Film Festival.