The Best Emmys Dresses Of All Time

This article was last updated on April 16, 2022

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Aside from celebrating the greatness of television, the Emmy Awards are also a wonderful opportunity to ogle some stunning red-carpet looks. To kick off this magical time, we’ve rounded up our favorite Emmys frocks of all time.

From Blake Lively’s red-hot Versace gown to Sarah Jessica Parker’s Oscar de la Renta princess tribute, here are the 13 Emmy looks we’ll never forget. May the best dress win!

PHOTO: REX USA/PICTUREPERFECT.

Mischa Barton, 2005 

The Look: An Oscar de la Renta spaghetti-strap gown. 

Why We Love it: Old-school Barton really knew what was up, and this dress proves it all the more. From her hair to her dress to her clutch, Barton is a champagne dream.

PHOTO: JIM SMEAL/ BEIMAGES.

Drea de Matteo, 2004

The Look: A 1930s vintage gown and stacked gold bracelets. 

Why We Love It: Drea de Matteo won this year for Best Supporting Actress in a Drama for her role on the Sopranos, and this outfit is pretty much the antithesis of all things her character Adriana liked — tight, short, and flashy. Plus, we love a girl who knows her vintage.

PHOTO: STEWARTCOOK/ REX USA.

Sarah Jessica Parker, 2000 

The Look: A pink, feathery Oscar de la Renta tutu-dress. 

Why We Love It: In this case, we love SJP’s frilly, princess dress for the exact opposite reason we love Drea de Matteo’s frock: It is just so Carrie Bradshaw.

PHOTO: REX USA/PICTUREPERFECT.

Halle Berry, 2005 

The Look: A wonderfully draped, blue Ungaro gown. 

Why We Love It: It’s almost impossible to pull off the mermaid style and not look like a Disney princess who made a wrong turn on her way to Fantasyland. But, somehow, Berry pulls it off and manages to look really cool doing it.

PHOTO: REX USA/PICTUREPERFECT.

Olivia Wilde , 2007 

The Look: A gauzy Zuhair Murad gown. 

Why We Love It: It’s slightly gothic, almost classic, and crazy beautiful. Plus, her hair is absolute perfection.

PHOTO: BEIMAGES.

Calista Flockhart, 1999 

The Look: A white collared shirt paired with a metallic yellow ball skirt. 

Why We Love It: Oh, the ’90s, what a magical place. Aside from reminding us of everything cool about the decade, Flockhart’s outfit goes completely against the grain (er, chiffon), and adds some much-needed spunk to the whole red-carpet affair.

PHOTO: BEIMAGES.

Jennifer Aniston, 2000 

The Look: A red Prada tube gown and loose updo. 

Why We Love It: We’ve got a sneaking suspicion the tube-dress is about to make a major comeback, and if this dress doesn’t tell you why, we don’t know what will!

PHOTO: STEWARTCOOK/ REX USA.

Sandra Oh, 2006 

The Look: A light-blue Vera Wang gown and tons of necklaces. 

Why We Love It: The super-femme ruffles offset by the badass layering of chunky silver and gold jewelry makes us totally swoon. Hello, punk princess.

PHOTO: BARRYROBERTS/BEIMAGES.

Keri Russell, 2000 

The Look: A slinky, silver Giorgio Armani dress. 

Why We Love It: Right around the time a turtleneck-clad Felicity moves in with Ben, Russell shows up to the Emmy’s in this show-stopper. Totally unpredictable, crazy sexy, and definitely a nice break from Felicity’s Dean & DeLuca uniform.

PHOTO: CROLLALANZA/ REX USA

Blake Lively, 2009 

The Look: A red-hot Versace gown and slicked-back braid. 

Why We Love It: What else is there to say, other than: When you’ve got it, flaunt it.

PHOTO: REX USA/DAVELEWIS.

Hellen Mirren, 1999 

The Look: A velvet Badgley Mischka gown. 

Why We Love It: Where do we even begin? The cascading pattern of the beading completely accentuates Mirren’s amazing figure. But, most importantly, it’s not just a bold decision, it’s a bold decision that ended up looking totally badass.

PHOTO: REX USA/ PICTUREPERFECT.

Mila Kunis, 2009 

The Look: A cranberry Monique Lhuillier dress and sky-high python pumps. 

Why We Love It: For those who dream of wearing tutus, take note — this is the perfect example of the grownup way to don it.

PHOTO: MATTBARON/ BEIMAGES.

Emilia Clarke, 2012 

The Look: A white Chanel dress with purple embroidery. 

Why We Love It: Amongst all the slinky, floor-length gowns, Clarke’s tiered Chanel dress (from the resort 2013 collection) is a breath of fresh air. Paired with simple nude pumps and very little jewelry, the Game of Thrones actress looks young, fresh, and perfectly chic.

Click HERE to read more from Refinery29.

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