The All-Time Best and Worst Celebrity Halloween Costumes

Celebrities like Heidi Klum love to get their Halloween party on. While some stars remain style icons when it comes to costumes, it's surprising (and often horrifying!) when others miss the mark. Here's a mix of celeb costumes that were too much, too little, and just right!

By Ashlee Davis

October 23, 2013 10:30 AM
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Celebs Play Dress Up

Even as a nightmarishly spooky... something?... our gorgeous July 2013 cover star Lauren Conrad looked super-pretty with her boyfriend and fellow zombie, William Tell.
Steven Lawton/Getty Images for Hyde Bellagio
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Celebs Play Dress Up

The former fling of George Clooney celebrated a very Las Vegas Halloween in 2013 by showcasing her obvious beauty in a sexy black masquerade look.
hollymadison / Instagram
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Rachel Zoe and her hubs Rodger Berman are always on top of the hottest trends — think vampire (Twilight) and flapper (The Great Gatsby) for Halloween 2013.
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Truth be told, Miley's Halloween 2013 get-up and pose (as fellow songstress Nicki Minaj) isn't too far from that crazy VMAs performance. Her friend rocked it, too, as a Toddlers and Tiaras star.
nickrrrad.tumblr.com
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Before you heard her roar, Katy Perry had a very Daria Halloween in 2013 with her friend Shannon Woodward, who killed it as Jane.

Celebs Play Dress Up

OMG! A No Doubt reunion! Before you celebrate, take a peek at how bandmates Gwen Stefani and Tony Kanal channeled a zeitgeisty throwback as zombie versions of Grease's Danny and Sandy.

Celebs Play Dress Up

Family forever! That's what probably went through Emma Roberts' head as she dressed as Aunt Julia's character from Pretty Woman, alongside boyfriend boyfriend Evan Peters at a Los Angeles bash.
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Who's who? Our fave funny lady Ellen Degeneres donned her best Sofia Vergara much to the laughs of her studio audience.
Bauer-Griffin Online
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Chlo Moretz stepped out ready to scare — seriously! — in London for Halloween 2013.
Splash News
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Alessandra Ambrosio and Jamie Mazur look ready to hit the military control room and saloon, respectively, in their military and western costumes!
John Sciulli
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Celebs Play Dress Up

Two costumes in one! Heidi Klum looks positively tempting as the serpent and apple!
James Devaney
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Celebs Play Dress Up

We have to hand it to Katie Couric. We don’t know if it’s the toupee or the smug expression, but she makes a great Donald Trump.
Dimitrios Kambouris
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Celebs Play Dress Up

There are few words that come to mind when thinking of Jason Biggs as Dorothy from the Wizard of Oz. We’re a fan of the red sneakers, but not much else.
Jesse Grant
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Celebs Play Dress Up

Reality television isn’t saving the world anytime soon, but we must say, Kim Kardashian does resemble most famous female super hero.
Gregg DeGuire
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Aaron Carter, what were you thinking? You may have dated Hilary Duff and Lindsay Lohan, but that doesn’t mean you should dress up like a teenage pimp.
Johnny Nunez
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Celebs Play Dress Up

Anne Hathaway looks exquisite as an elegant Egyptian goddess. And we’re lovin’ the headdress!
Dimitrios Kambouris
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Celebs Play Dress Up

We just don’t get this look. Is Angie Harmon trying to be a Scotsman, a punk rocker, or an abusive girlfriend?

Celebs Play Dress Up

Take it down a notch, Aubrey O'Day. Even the hottest football players don’t wear metallic underwear.

Celebs Play Dress Up

Mariah Carey shows some skin in her rendition of The Little Mermaid. Hey, if you've got it, flaunt it!
Dimitrios Kambouris
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Celebs Play Dress Up

As the Hindu goddess Kali, we applaud Heidi Klum for her audacity and attention to detail.
M. Caulfield
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The Davis brothers may be oil heirs, but they look far from royal as Paris and Nicky Hilton.
John Shearer
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Ready to ruffle some feathers, Audrina Patridge pulls off the peacock look with style.
Ron Galella
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Cher + Cleopatra = One scary Halloween costume.

Celebs Play Dress Up

Hayley Keenan’s monarch butterfly costume is where homemade meets high fashion. So original!
Johnny Nunez
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Mariah Carey turns on the heat with her firefighter costume. But sex appeal aside, the bra-and-underwear Halloween approach is kind of a cop-out.

Celebs Play Dress Up

When it comes to Jamie Lee Curtis in leopard print, there is such a thing as too much material. But hey, she does resemble a life size jungle cat.
Dimitrios Kambouris
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Karolina Kurkova looks like she cat walked out of the ‘20s and onto the runway in her sultry flapper ensemble.
James Devaney
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Joey Fatone is confused, and so are we.

Celebs Play Dress Up

Only Heidi Klum would arrive at her Halloween party riding a horse. We're not sure about her costume, but those long locks go nicely with the mane.
Dimitrios Kambouris
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Celebs Play Dress Up

How old are you, Kelly Bensimon? You’re certainly in shape, but is your costume for Halloween or a jungle frat party?
Bennett Raglin
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Michelle Trachtenburg is a gorgeous Snow White, but we don't quite get Lydia Hearst's costume - a toga-wearing vampire with butterfly wings?
Ron Galella
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Martha Stewart lets down her hair and squeezes into a wet suit. Our only question is, did she do this willingly?
John Sciulli
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This is a great PG effort at Betty Boop, but if she was going for more coverage, maybe Mischa Barton shouldn't have picked the cartoon character used in 1920's eight-pagers.
Chris Weeks
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Only a few months after her time spent in prison, Paris Hilton shows her sense of humor on Halloween.
Dimitrios Kambouris
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Celebs Play Dress Up

Heidi Klum gives new meaning to the word vampire. If you choose a classic costume, might as well go all out!
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