The Academy Awards have long been the showcase for some of the most memorable gowns of all time. From Anne Hathaway in Armani Prive to Grace Kelly in Edith Head, it’s prime time to take a look back at the 30 most incredible Oscars dresses of all time.

1. Gwyneth Paltrow in Tom Ford, 2012

Gwyneth Paltrow wowed in white in this Tom Ford dress with the added extra of the stylish cape. 2012 was the year Gwyneth took a fashion risk and it worked.

2.  Halle Berry in Ellie Saab, 2002

Halle Berry stole the show with that body at the 2002 Oscars. The Ellie Saab designed dress teamed with an embroidered sheer top was quite risqué for the time. Plus it was the first time a winner wore a Lebanese designer at the Oscars.

3. Kate Winslet in Ben De Lisi, 2002

Kate Winslet chose British designer Ben De Lisi in 2002. Way before his Designer at Debenhams collections, De Lisi was designing for the red carpet. The color and pretty floral corsage detail proved this dress to be the start of a winning red carpet career for both.

4. Charlize Theron in Dior, 2005

Charlize Theron looked like a princess at the Oscars in 2005 in her Dior baby blue gown. The eye catching frou frou ruffles was more Hollywood star than surfer girl.

5.  Cher in Bob Mackie, 1987

Cher made an entrance at the 1987 Oscars in Bob Mackie. Cher continued working with Mackie over the years and this was camp dressing at its best. The striking gown screamed showgirl!

6. Grace Kelly in Edith Head, 1955

Grace Kelly picked up her Best Actress award in 1955 in this elegant Edith Head dress. Head was the legendary Paramount Costume Designer, designing the film wardrobes for iconic films such as ‘Roman Holiday’ and ‘Funny Face.’

7. Vanessa Paradis in Chanel, 2004

The ever stylish Vanessa Paradis nailed that “I haven’t tried too hard” look at the 2004 Oscars and of course looked gorgeous in vintage Chanel Couture. The pretty beaded ruffles defied modern elegance.

8. Angelina Jolie in Atelier Versace, 2012

It may have been the leg-baring split that got people talking about Angelina Jolie in her Atelier Versace gown in 2012 but look again and you see the shining star she is. Her red lips set off against the black gown gives her the bombshell look.

9. Cindy Crawford in Versace, 1991

Cindy Crawford took to the red carpet like a duck to water in her Versace red plunge cut dress in 1991. Ever the stylish supermodel, with her bouncy blow dry she looked striking.

10.  Courtney Love, Versace, 1997

Fans were surprised to see Courtney Love swap grunge for glam at the 1997 Oscars in Versace but boy did it work. With her beautiful hair and make up she could have passed for old Hollywood glamour any day.

11. Bjork in Marjan Pejoski, 2011

It might not be one that comes to mind in the best-dressed lists but for iconic looks we can’t leave Bjork out in the cold. Created by Macedonian designer Marjan Pejoski the ‘Swan’ dress from the 2011 Oscars will forever stick in our minds. We have to salute Bjork for taking an outrageous risk. We need more of this in fashion. Top marks.

12. Kiera Knightley in Vera Wang, 2006

Kiera Knightley was a breath of fresh air at the 2006 Oscars in Vera Wang. The custom made plum taffetta mermaid shape gives her curves, with the one shoulder detail adding a modern spin on a sometimes traditional cut.

13. Jennifer Lawrence in Calvin Klein, 2011

Jennifer Lawrence always wins us over at awards seasons with her frank sense of humour but her style shouldn’t be over-looked. In 2011 she channelled Jessica Rabbit in Calvin Klein with this simple but super sexy red dress. Boom.

14. Nicole Kidman in John Galliano for Christian Dior, 1997

Nicole Kidman chose John Galliano for Christian Dior in 1997. The choice helped put Galliano on the fashion map and Kidman straight to the top of the best-dressed list in her outstanding chinoiserie chartreuse gown.

15. Uma Thurman in Prada, 1995

Uma Thurman made an entrance in a little-known brand back then called Prada in 1995. As a brand it was much more low key, but this red carpet pairing set her apart from the rest of the meringue pack and will go down in designer history.

16. Anne Hathaway in Armani Prive, 2009

Wow, wow, wow is all we can say! Anne Hathaway glittered in her Armani Prive gown in 2009. The strapless cut flattered her long and lean shape and extolled elegance.

17. Sharon Stone in Vera Wang, 1998

Sharon Stone opted for the ultimate high-low mix. Mixing her satin Vera Wang skirt with a simple oversized Gap shirt borrowed from her then husband’s wardrobe. Back in 1998 the only thing to wear was designer runway looks head to toe, so this turned red carpet fashion on its head for all the right reasons.

18. Angelina Jolie in Marc Bouwer, 2000

Angelina Jolie in this Marc Bouwer gown was positively vamp on her in 2000.  Picking up her Best Supporting Actress award looking more Morticia Adams than the screen star goddess we know now, shows how Angie can turn her stylish hand to any look.

19. Julia Roberts in Valentino, 2001

Julia Roberts kick-started the trend for dipping into the archives when red carpet dressing. 2001 saw her get on the best-dressed lists with this vintage Valentino monochrome number. We love.

20. Julianne Moore in Tom Ford for YSL, 2003

With her vibrant red hair and pale skin the Tom Ford for YSL gown was red carpet gold for Julianne Moore in 2003.  There’s a reason she looks so smug, she knows this is getting her straight to the top of the best-dressed lists.

21. Sienna Miller in Matthew Williamson, 2004

Renowned for her off-beat approach to fashion Sienna Miller rocked a romantic look in 2004 in Matthew Williamson. Working with her best friend Williamson to co-design the emerald green frock ensured she was more best dressed than boho.

22. Rooney Mara in Givenchy Couture, 2012

Rooney Mara surprised us all in this stunning Givenchy Couture gown. 2012 was the year many other attendees went for an all white look but Rooney dazzled in her dress, setting her apart from all the others.

23.  Sarah Jessica Parker in Chanel, 2010

Sarah Jessica Parker looked picture perfect at the 2010 Oscars in her Chanel Haute Couture gown. The embellishment teamed with the satin finish hit all the right notes.

24. Jennifer Lawrence in Dior

All hail Jennifer Lawrence in this Dior Haute Couture romantic gown. When bigger is better, the stars always go to Dior.

25. Jennifer Lopez in Valentino, 2003

‘Bennifer’ fever was at an all time high in 2003 but Jennifer Lopez knew wearing the go-to-guy Valentino, for red carpet dressing would make her a stylish favourite. The dress was inspired by a design he created for Jackie Onassis in 1967.

26.  Penelope Cruz in Versace, 2007

Penelope Cruz went for all out drama in this blush feathered dress in 2007. A red carpet favorite, the sweeping Atelier Versace dress made sure she had fairy tale momentum all night long.

27.  Nicole Kidman in Balenciaga, 2007

Nicole Kidman looked exceptional in Balenciaga at the 2007 Oscars. The long red gown with its pussy bow tie detail at the neck, highlighted her best assets – a tiny waist and slender shoulders.

28. Gisele in Dior, 2005

Gisele made her red carpet debut in 2005 supporting her then boyfriend Leonardo DiCaprio in Christian Dior. The strapless flowing white gown ensured she did it with aplomb!

29. Audrey Hepburn in Givenchy, 1954

Audrey Hepburn looked like a Hollywood star in this Givenchy frock at the 1954 Oscars. The dress was originally created by Edith Head for ‘Roman Holiday‘ but adapted by Hubert De Givenchy for the awards show. The ivory lace dress created a pretty red carpet look for Audrey and started off a long-running relationship with Givenchy on the red carpet.

30. Farah Fawcett in Stephen Burrows, 1978

Farah Fawcett made a statement in disco chic in 1978 with a Stephen Burrows creation. The slinky shiny liquid gold dress was just the right mix of classy meets sexy.


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