Here They Are: The Best Oscars Looks Of All Time

Here They Are: The Best Oscars Looks Of All Time

For decades, A-listers have glammed up for the Golden Globes, mellowed out for the SAGs, and pulled out almost all the stops for the Grammys. But the mother of all award shows is the Oscars, where the all-star Hollywood glamour always comes out to play. From couture gowns to custom-made looks, the red carpet at the Oscars showcases the best of fashion, guaranteeing some unforgettable moments. Who can forget Audrey Hepburn’s white Givenchy dress in 1954? Or the Dior gown Jennifer Lawrence wore to accept her first Academy Award? Then, there are the outfits that push the limits of red carpet fashion: Take, for example, Sharon Stone’s 1998 shirt-and-skirt combo or Ariana De Bose’s crop top-and-pants look, which she paired with a long train, in 2022.In an effort to document Oscars fashion history, we’re taking a trip down memory lane and reminiscing on the best red carpets of the past decades. See which celebrities made the cut by clicking through the throwback looks ahead. Audrey Hepburn, 1954It never took much to make the late Audrey Hepburn look glamorous, but in this Givenchy gown, Hepburn, glowing from winning an Oscar for Roman Holiday, is nothing short of perfection.Audrey Hepburn in Givenchy.Photo: NBCU Photo Bank/Getty Images. Grace Kelly, 1955Designed by arguably the most famous costumier in history, Edith Head, Grace Kelly’s Oscars look was, like most Grace Kelly looks, an absolute winner.Grace Kelly in Edith Head. Photo: Silver Screen Collection/Hulton Archive/Getty Images. Madonna, 1991Dripping in Old Hollywood glamour, there’s nothing we’d rather see Madonna wearing to the 63rd Annual Academy Awards than this Bob Mackie ensemble.Madonna in Bob Mackie.Photo: Ron Galella/WireImage/Getty Images. Winona Ryder, 1994Who doesn’t love a Gatsby-esque gown at the Oscars? Photo: Ron Galella Collection/Getty Images.Elizabeth Hurley, 1995Head-to-toe white? Sweetheart neckline? Floor-length sequins? Check! Check! Check!Elizabeth Hurley in Versace.Photo: Jim Smeal/WireImage/Getty Images. Winona Ryder, 1996While we’re used to seeing ’90s-era Winona Ryder donning all-black ensembles, it was an unexpected surprise to see her donning this champagne-colored vintage gown.Winona Ryder in a vintage champagne gown. Photo: Jim Smeal/WireImage/Getty Images. Courtney Love, 1997The queen of grunge got all dolled up by Versace for the 1997 Academy Awards — and we support it 100%.Courtney Love in Versace. Photo: Jim Smeal/WireImage/Getty Images. Sharon Stone, 1998We would normally advise against wearing Gap at the Oscars — but when it’s combined with Vera Wang and draped on Sharon Stone, it’s hard not to be convinced that the casual brand right where it belongs.Sharon Stone in Gap and Vera Wang.Photo: Mychal Watts/WireImage/Getty Images. Celine Dion, 1999A suit on the red carpet is hardly a nuanced idea in 2021. But, in 1999, and worn backward of all things, well, let’s just say our fashion minds were blown upon seeing Celine Dion in this John Galliano set.Celine Dion in John Galliano.Photo: SGranitz/WireImage/Getty Images. Gwyneth Paltrow, 1999Pretty In Pink might have starred Molly Ringwald, but Gwyneth Paltrow (that year’s Best Actress winner for Shakespeare in Love) looked the part in this bubblegum pink number by Ralph Lauren.Gwyneth Paltrow in Ralph Lauren. Photo: Frank Trapper/Corbis/Getty Images. Queen Latifah, 2000Blue is definitely Queen Latifah’s color.Queen Latifah in a blue dress. Photo: Steve Granitz/WireImage/Getty Images. Renée Zellweger, 2001A long way from donning PJs all day and micro-minis at work in her role as Bridget Jones, Renée Zellweger classed up for the red carpet in a vintage yellow frock by Jean Dresses.Renée Zellweger in a vintage dress by Jean Dresses.Photo: Chris Weeks/Getty Images. Halle Berry, 2002To become the first Black woman to win Best Actress, Halle Berry eliminated her competition — both on the red carpet and the stage — in this Elie Saab gown.Halle Berry in Elie Saab.Photo: Kevin Mazur/WireImage/Getty Images. Charlize Theron, 2004Is Charlize Theron ever not glowing?Charlize Theron in Dior.Photo: Jeff Kravitz/FilmMagic/Getty Images.Beyoncé Knowles, 2005There to perform not one, not two, but three songs, Beyoncé went with a black velvet number that was made for her. Thanks, Atelier Versace! Beyonce Knowles in Atelier Versace. Photo: ROBYN BECK/AFP/Getty Images. Michelle William, 2006Accompanying her then-boyfriend, the late Heath Ledger, Michelle Williams was a shining ray of light in this yellow number by Vera Wang.Michelle Williams in Vera Wang.Photo: Frazer Harrison/Getty Images. Nicole Kidman, 2007Nicole Kidman in Balenciaga would hardly be our first choice in 2021, but after seeing the Oscar-winning Australian actress in this red hot gown, we promise to never doubt the combination again.Nicole Kidman in Balenciaga.Photo: Frazer Harrison/Getty Images. Anne Hathaway, 2009Is it just us, or does Anne Hathaway look like an actual Oscar in this fitted Armani Privé dress?Anne Hathaway in

close

WANT MORE?

SIGN UP TO RECEIVE THE LATEST LIFESTYLE & FASHION!

Previous post Tinx Is In Her “Rich Mom Athleisure” Fashion Era — But Don’t Expect Her To Stick With It
Next post Kress Ignited My Love for Fashion — Now It’s Another Casualty of Puerto Rico’s Economic Crisis