The Nine Prettiest Oscar Dresses

Stunning looks from Maggie Gyllenhaal, Kristen Stewart, Sandra Bullock and more.

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Penélope Cruz



Wearing: Donna Karan

A striking, architectural take on the sweetheart neckline.

Photo credit: WWD

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Diane Kruger



Wearing: Chanel Haute Couture

Black accents anchor a cascading cream gown.

Photo credit: WWD

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Zoe Saldana



Wearing: Givenchy Haute Couture by Riccardo Tisci

This dress combines two unconventional elements—a sparkly bodice and oversize tiers of lilac and violet ruffles—to showstopping effect.

Photo credit: WWD

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Kristen Stewart



Wearing: Monique Lhullier

In a deep navy, this stunning mermaid gown is an appropriately moody choice for the Twilight starlet.

Photo credit: WWD

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Maggie Gyllenhaal



Wearing: Dries van Noten

An artsy brushstroke print livens up a fitted strapless column.

Photo credit: WWD

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Jennifer Lopez



Wearing: Armani Privé

An explosion of ruffles at the hip give an otherwise simple silhouette just the right amount of red carpet drama.

Photo credit: WWD

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Cameron Diaz



Wearing: Oscar de la Renta

Simply radiant—from her shimmering champagne-hued gown to her perfectly coiffed hair.

Photo credit: WWD

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Kate Winslet



Wearing: YSL

This structured metallic look has a decidedly futuristic feel.

Photo credit: WWD

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Sandra Bullock



Wearing: Marchesa

Antiquey lace made modern with a body-hugging cascade of gold beads.

Photo credit: WWD

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