The Best Celebrity Halloween Costumes Of All Time

Photo: Mike Coppola/Getty Images.
The phenomenon of the OTT handcrafted celebrity Halloween costume is a lot more recent than you might have guessed. For most of the past century, it was still just a kids' holiday, even for those whose real-life job description is basically "play dress-up." You can actually find photos from Hollywood Halloween fundraisers in the '90s where actors dared to show up in civilian clothes, toting children with costumes that were clearly (the horror!) store-bought.

The change was slow. Then, it seemed to come all at once. In the late '90s, we can see celebs stepping up their game at Bette Midler's birthday party — which, incidentally, was one of the first places we got to see Martha Stewart's Halloween fanaticism beyond her magazine's pages. In 2000, Heidi Klum began holding her annual costume party; models, musicians, and actors have showed up to show off ever since. Then came the development of Twitter and Instagram. Now, even if they're nowhere near a red carpet in October, famous people give us glimpses of their cleverest getups.

Here, we present some of the absolute best celebrity Halloween costumes — an objective call we made based not on how good or hot they looked, but on originality, humor, and devotion to the holiday spirit. If we can see you in lycra and cat-eye makeup any day of the week, you best be sporting full-body prosthetics, unrecognizable makeup, or a geeky pun to make our list.
Need more costume ideas for Halloween? Looking for spooky (and amazing) makeup inspiration? Chat with us on Facebook Messenger!
1 of 36
Photo: Splash News.
Sandra Bullock & Melissa McCarthy As Fishermen, 2013
On a scale of 1 to 10, we're a 13 on wishing we could be baby Louis here.
2 of 36
Photo: Courtesy Of @demilovato.
Demi Lovato & Wilmer Valderrama As Lucy & Ricky Ricardo, 2014
So nostalgic for these two already.
3 of 36
Photo: Courtesy Of @katehudson.
Kate Hudson, Goldie Hawn & Friends As Daughters of Anarchy, 2014
Because GOLDIE.
4 of 36
Photo: Courtesy Of @beyonce.
Beyoncé & Blue Ivy As Janet & Michael Jackson, 2014
Again, there better have been a performance involved.
5 of 36
Photo: Courtesy Of @taylorswift.
Taylor Swift As A Pegacorn, 2014
When you're this twee, you must embrace it.
6 of 36
Photo: Courtesy Of @badgirlriri.
Rihanna As A Zombie Gangster, 2013
The fact that she looks this good as a rotting corpse, though, is just unfair.
7 of 36
Photo: Courtesy Of @nicolerichie.
Nicole Richie & Friend As Danny DeVito & Arnold Schwarzenegger From Twins, 2013
Did they have to stand like this all night for people to get it, though?
8 of 36
Photo: Evan Agostini/Getty Images.
Carmen Kass As Mrs. Mia Wallace, 2002
This costume is all in the attitude, which Kass has in spades.
9 of 36
Photo: David Mcgough/DMI/The LIFE Picture Collection/Getty Images.
Drew Barrymore As A Crayon, 1985
A crayon wouldn't get you any points in the modern era of celeb costumes, but the 10-year-old Drew is too cute to pass up.
10 of 36
Photo: Kevin Mazur/WireImage.
Martha Stewart As A Boogie Boarder, 1998
The lifestyle queen's longstanding devotion to silly Halloween costumes has always convinced us that she's so much more than meets the eye.
11 of 36
Photo: Alexandra Wyman/WireImage.
Jessica Alba As Dora The Explorer, 2009
You know you're a mother when your most current pop-culture references are from Nickelodeon.
12 of 36
Photo: Ron Galella/WireImage.
Pink As A Clown, 2008
This goes a long way toward curing us of our fear of clowns.
13 of 36
Photo: Charley Gallay/WireImage.
Bryan Greenberg As The Brawny Man, 2011
The resemblance is just so uncanny.
14 of 36
Photo: Stephen Lovekin/WireImage.
John McEnroe As '80s John McEnroe, 2005
Bold move to remind everyone of how much more hair you used to have.
15 of 36
Photo: SGranitz/WireImage.
Elle Fanning As Mary Poppins, 2005
The best part about this is the bag that the 7-year-old could probably fit into.
16 of 36
Photo: Robyn Beck/AFP/Getty Images.
Evan Rachel Wood As Magenta, 2010
Something about Wood just makes weird beautiful.
17 of 36
Photo: Ron Galella/WireImage.
Cher As Cleopatra, 1988
We bow down to this queen at a party thrown by her legendary costume collaborator, Bob Mackie.
18 of 36
Photo: Bryan Bedder/Getty Images.
Heidi Klum As A Robot, 2010
Is this some kind of reference to people's assumptions about models?
19 of 36
Photo: Ray Tamarra/Getty Images.
Kelly Ripa & Nick Lachey As Kim Kardashian & Kris Humphries, 2011
This is most impressive when you keep in mind that they did this on the very day Kim announced her divorce.
20 of 36
Photo: Kevin Mazur/WireImage.
Fergie As Toddlers & Tiaras Star, 2011
Think about it this way: She's a former child star playing a child playing a grown woman. Whoa.
21 of 36
Photo: Ron Galella, Ltd./WireImage.
Jamie Lee Curtis As A Leopard, 1998
Again, this wouldn't pass muster by 2016 standards, but we can't resist adding the original Halloween scream queen to this list.
22 of 36
Photo: Jerod Harris/Getty Images.
Rande Gerber & Cindy Crawford As Axl Rose & Slash, 2013
One hopes there was a lip-synching and air guitar performance at this party.
23 of 36
Photo: Gareth Cattermole/Getty Images.
Iggy Azalea As Cruella de Vil, 2013
Trust Iggy to bring along an actual Dalmatian to complete this costume.
24 of 36
Photo: Christopher Polk/Getty Images.
Demi Lovato As A Bloody Witch, 2013
An excellent example of using fake contacts to full creepy effect.
25 of 36
Photo: Cindy Ord/Getty Images.
Keren Craig & Georgina Chapman As Hitchcock Heroines, 2013
Another uncanny resemblance.
26 of 36
Photo: Mike Coppola/Getty Images.
Heidi Klum As A 90-Year-Old, 2013
She will definitely still be hosting these parties as a nonagenarian.
27 of 36
Photo: Hewitt/JJ/GC Images.
Kate Moss As Cara Delevingne, 2014
Is that white powder detail catty or what?
28 of 36
Photo: JJ/Bauer-Griffin/GC Images.
Chloë Grace Moretz As Bellatrix Lestrange, 2012
Harry Potter and Hermoine costumes are so yawn; dressing up as Potter baddies will win every time.
29 of 36
Photo: Art Zelin/Getty Images.
Brooke Shields As Charlie Chaplin, 1979
The only thing that would make this costume better is if we could see her reenact the silent film star's quirky those roller skates.
30 of 36
Photo: Frank Trapper/Corbis/Getty Images.
Demi Moore As Gomez Addams, 1997
Even today, it's rare to see famous actresses go full drag king, as Moore did so gorgeously here.
31 of 36
Photo: Earl Leaf/Michael Ochs Archives/Getty Images.
Jayne Mansfield & Mickey Hargitay As Tarzan & Jane, 1956
Were they really dressed as the king and queen of the jungle at this party or just showing up in their everyday attire? It matters not. We'd like to think Mariska Hargitay has a framed photo of her parents hamming it up like this.
32 of 36
Photo: Courtesy Of @ChristianSiriano.
Christian Siriano As Fifi, 2010
As if the designer ever needed an excuse to work with feathers, this Beauty and the Beast nod was as fabulous as it was hilarious.
33 of 36
Photo: Courtesy Of @NeilPatrickHarris
Neil Patrick Harris, David Burtka & Children As Captain Hook, Peter Pan, Tinkerbell & Mr. Smee, 2012
The best part of the Harris-Burtka family costumes is imagining them all in character for the day.
34 of 36
Photo: Courtesy Of @ShannonWoodward.
Katy Perry & Shannon Woodward As Jane & Daria, 2012
This is the ultimate in '90s nostalgia.
35 of 36
Harrison Ford & Calista Flockhart As Nerds, 2012
It's always great when a couple's costume convinces you that the two were meant for each other.
36 of 36
Photo: Splash News.
Emma Roberts As Pretty Woman's Vivian Ward, 2012
Perfect throwback to the fact that we once just knew her as Julia Roberts' niece.