32 Vintage Oscars Beauty Looks Worth Remembering
Since 1929, the world’s most renowned acting faces have graced the Oscars red carpet with hair and make-up looks as striking as the gowns in which they’re dressed. These are styles that don’t stay locked in a time capsule, though; many of them can be seen worn by today’s roster of actors. From Sharon Stone’s timeless red lips and Liza Minelli’s fluttery lashes to Cindy Crawford’s beachy waves and Drew Barrymore’s ’90s oxblood lip–here, Vogue charts 33 of the best vintage Oscars beauty looks worth reminiscing on.
WWD/Getty Images1/32Diana Ross
Iconic singer Diana Ross’s curls are the best red carpet beauty accessory, as seen at the 1974 Academy Awards.
Rich Polk/Getty Images2/32Michelle Yeoh
On the night she became the first Asian woman ever to win an Oscar, Michelle Yeoh shined in every imaginable way – think side-swept, glossy curls and a luminous complexion.
Ron Davis/Getty Images3/32Salma Hayek
In 1997, Hayek paired a beautiful turquoise eyeshadow – the perfect tone to bring out the brown in her eyes – with a diamond head-piece. The definition of perfection.
Dan MacMedan4/32Viola Davis
Glosst oxblood lips and natural texture were a perfect beauty combo in 2015.
Jeff Kravitz5/32Lucy Liu
Nothing feels more formal — or red carpet appropriate — than Lucy Liu’s carmine lip.
Ron Galella/Getty Images6/32Whoopi Goldberg
A winning beauty look: Whoopi Goldberg won Best Supporting Actress Oscar in 1991 (for the film Ghost), with pared-back beauty and braided hair.
Steve Granitz7/32Gwyneth Paltrow
A deep, androgynous side parting and a high-shine slick finish was the winning up-do for the Oscar in 1999, as Paltrow proves.
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Salma Hayek
The turquoise blue shadow really makes Mexican-American actor Salma Hayek's eyes sparkle—and when paired with a diamond hair piece, it's perfection.
Ron Galella/Getty Images9/32Goldie Hawn
At the Oscars in 1973, Goldie Hawn paired clumpy lashes with curtain bangs and a decade-appropriate flower in her hair.
- Jeff Kravitz10/32
Lucy Liu
Nothing feels more formal—or truly red carpet appropriate—than Lucy Liu's carmine lip.
Pictorial Parade11/32Sophia Loren
For the 1958 Oscars, Sophia Loren wore her trademark feline flick of eyeliner.
- Jeff Kravitz12/32
Michelle Yeoh
Michelle Yeoh during The 73rd Annual Academy Awards at Shrine Auditorium in Los Angeles, California, United States. (Photo by Jeff Kravitz/FilmMagic, Inc)
David McNew13/32Charlize Theron
Attending the Oscars in 2000, Charlize Theron pulled the cropped hair style off with aplomb–just like she does today.
Michael Ochs Archives14/32Elizabeth Taylor
As regal as red carpet looks come, Elizabeth Taylor wore a tiara and immaculately coiffed hair in 1957.
Theo Kingma15/32Cindy Crawford
With loose, tousled hair, Cindy Crawford was an au naturel vision on the 1993 Oscars red carpet.
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Whoopi Goldberg
A winning beauty look: Whoopi Goldberg won a Best Supporting Actress Oscar in 1991 (the film Ghost), with pared-back beauty and braided hair.
Ron Galella17/32Madonna
Channelling Marilyn Monroe, Madonna attended an Oscars after-party in 1991 with blood red lips and a peroxide perm.
Ralph Morse18/32Audrey Hepburn
Affectionately holding her Oscar award (won for her role in Roman Holiday), Audrey Hepburn also showed off the brows she was so well known for.
Carmen Valdes19/32Sharon Stone
Nailing two timeless beauty classics in one look, Sharon Stone wore a brushed-up brow and classic red lips for the Oscars in 1992.
Kevin.Mazur/INACTIVE20/32Halle Berry
At the 68th Annual Academy Awards in 1996, Halle Berry sported a classic ’90s lip liner and her famous pixie cut.
Steve.Granitz/INACTIVE21/32Drew Barrymore
With daisies in her hair, a micro fringe and dark lipstick, Drew Barrymore attended the awards in 1998 in a girlish look that was nevertheless vampy.
Ron Galella22/32Liza Minnelli
Liza Minnelli wore long lashes, a semi-mullet and nude nails for the Oscars in 1972.
Jim Smeal/Getty Images23/32Winona Ryder
Winona Ryder put a polished spin on her grungey roots with glamorous kiss curls and defined eyes in 1996.
Ron Galella24/32Lauren Hutton
For modern hair inspiration, no further than Lauren Hutton’s immaculate blow dry, worn at the Oscars in 1975.
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Diana Ross
Singer Diana Ross's curls are always the best red carpet beauty accessory, like at the 1974 Academy Awards.
Ron Galella, Ltd.26/32Julia Roberts
With brows as strong as her dazzling smile, Julia Roberts attended the Oscars in 1990.
Jeff Kravitz27/32Cate Blanchett
From the slick of nude lip gloss to the blue eye-framing brown eyeliner, Cate Blanchett looked radiant at the Oscars in 2000.
ABC Photo Archives28/32Jane Fonda
In 1979, Jane Fonda won the Best Actress award for her role in Coming Home, and paired the statuette with equally golden curls.
Ron Galella/Getty Images29/32Raquel Welch
From her luminous décolletage to that show-stopping hair, Raquel Welch was the ultimate bombshell at the Oscars in 1974.
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Celine Dion
Ever the sparkling star, Canadian Celine Dion shimmered in silver at the 1997 Oscars.
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Angelina Jolie
One of Angelina Jolie's most iconic beauty moments on the red carpet (though any time she steps out is a beauty moment)—this night at the Oscars in 2000, she won for her role in Girl, Interrupted.
- KMazur32/32
Jennifer Lopez
At the 2002 Acadamy Awards, Jennifer Lopez gave major bronzed goddess energy.

