Ladies and gentlemen... Halloween.

After weeks of build-up, October 31 brings with it trick and treating, costumes, and a host of celebrities doing the most.

Often going as far as showing off their custom 'fits in full-on photoshoots, every year the rich and famous manage to hit nail on the head, costume-wise. And whether they leave us in horror or delight, they always manage to garner a reaction.

No store-bought outfits here — instead, this Spooky Season we're looking back at character recreations, cheeky pop culture references, and even some fashion industry nods.

To simultaneously provide you with costume inspiration and a chance to laugh at some outrageous ensembles, behold: the best, worst, and weirdest costumes we've seen pulled off from over the years.

Scroll down to discover our favorite celebrity Halloween costume moments.

Emily Ratajkowski as Marge Simpson

Emily Ratajkowski gets top marks for this costume, not cutting any corners and painting herself all in yellow. I think this is simultaneously one of the best, worst, and weirdest costumes on this list all at the same time.

Kourtney Kardashian and Travis Barker as Clarence and Alabama from True Romance

Your Highsnobiety privacy settings have blocked this Instagram post.

Admittedly the professional-standard photo shoot does a lot of the heavy lifting here, but if you look at the original film poster compared to Travis and Kourtney's rendition they have got it spot on.

Kim Kardashian and Ye

Your Highsnobiety privacy settings have blocked this Instagram post.

Going back to simpler times when Kim and Ye were still together and there was no Pete Davidson drama to report on. There are two big talking points to take away from this photo, the first is that the thought of Kanye being inside a Dino costume is inexplicably hilarious, and the second is the botch photoshop job done to get Chicago in the picture.

Hunter Schafer as Maka Albarn

Your Highsnobiety privacy settings have blocked this Instagram post.

I'll be the first to admit that I don't watch anime and so have little idea of who Maka Albarn is. However, after a bit of googling, it became clear that Schafer nailed this costume while pulling off a strong fit — plus the photo of her jumping while swinging a scythe is solid gold meme material.

Katy Perry as a Cheeto

We all know someone who takes things a step too far when it comes to dressing up, and Katy Perry is one of those people. Out of all her ridiculous costumes, of which there have been many, dressing up as a Cheeto with a chip packet handbag lives in my head rent-free the most.

Kevin Hart as The Rock

Your Highsnobiety privacy settings have blocked this Instagram post.

We've recently done a post about the best Halloween costumes using clothes you'll wear again, and this is one of those where you can create a hilarious ensemble using what is already in your wardrobe. And if you're Kevin Hart, you can grill a close friend in the process.

Al Roker as Charlie Brown

Every year, NBC's Halloween festivities bring out some big costume moments but I'm not sure if anyone can beat Al Roker in 2015. Charlie Brown, a character so iconic that we have made a collectible model of him, is brought to life by Roker who even managed to re-create the character's hair.

Rihanna as Gunna

Your Highsnobiety privacy settings have blocked this Twitter post.

The Bad Gal threw subtle shade at Gunna's widely mocked New York Fashion Week look, Rick Owens boots and all.

Heidi Klum and Tom Kaulitz as Shrek and Fiona

Pulling out all the stops for a costume is one thing, but Klum and Kaulitz even had someone drive them in a custom-made carriage and stepped out with a stroller holding Shrek and Fiona's triplets inside. I'll leave it to you to decide if this goes in the best, worst, or weirdest category, but it's certainly the most OTT.

Harry Styles as Dorothy

Your Highsnobiety privacy settings have blocked this Instagram post.

We're not in Kansas anymore. Styles dressed up as the Wizard of Oz hero last year to perform a Halloween-themed concert in New York City and it's a costume that went straight into the history books.

Lizzo as Baby Yoda

Your Highsnobiety privacy settings have blocked this Instagram post.

Lizzo as a macaroon-eating Child..what more can I say?

Want to keep browsing? Head to the Highsnobiety Shop for more products that we love. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

We Recommend
  • 25 best beyonce songs Jay Z Lemonade
    29 of Beyoncé's Best Songs for Any Given Day
    • Culture
  • Justin Timberlake best songs
    The Best 20 Justin Timberlake Songs Ever (so far)
    • Culture
  • A model wearing Gramicci AW22 collection outdoor clothing matching set lime green and forest green during sunset outdoors
    Around the World in Techwear: the Best Outdoor Clothing Brands You Need to Know
    • Style
  • Nike SB x Powerpuff Girls Blossom
    Pretty in Pink: The Best of Pink Sneakers
    • Sneakers
  • halloween
    The 23 Spookiest Halloween Sneakers to Buy Right Now
    • Sneakers
  • Image on Highsnobiety
What To Read Next
  • pamela-anderson
    Pamela Anderson Is Mother
    • Style
  • pamela-anderson
    You Can’t Just Read Our Pamela Anderson Cover Story, You Can Shop It Too
    • Style
  • Pamela Anderson Forever Icon
    Why Pamela Anderson Is a Forever Icon
    • Culture
  • Arcteryx's logo on a store in Shanghai
    Inside the Arc'teryx Museum, Where GORE-TEX Jackets Are Art
    • Style
  • a model wears a black t-shirt and bag the row's fashion show
    The Row Banned Cell Phones From Its Runway Show. Is That a Good Thing?
    • Style
  • HOKA Hopara 2.
    HOKA's Techy Hiking Sandal Gets a Glow Up
    • Sneakers
*If you submitted your e-mail address and placed an order, we may use your e-mail address to inform you regularly about similar products without prior explicit consent. You can object to the use of your e-mail address for this purpose at any time without incurring any costs other than the transmission costs according to the basic tariffs. Each newsletter contains an unsubscribe link. Alternatively, you can object to receiving the newsletter at any time by sending an e-mail to info@highsnobiety.com

Web Accessibility Statement

Titel Media GmbH (Highsnobiety), is committed to facilitating and improving the accessibility and usability of its Website, www.highsnobiety.com. Titel Media GmbH strives to ensure that its Website services and content are accessible to persons with disabilities including users of screen reader technology. To accomplish this, Titel Media GmbH tests, remediates and maintains the Website in-line with the Web Content Accessibility Guidelines (WCAG), which also bring the Website into conformance with the Americans with Disabilities Act of 1990.


Please be aware that our efforts to maintain accessibility and usability are ongoing. While we strive to make the Website as accessible as possible some issues can be encountered by different assistive technology as the range of assistive technology is wide and varied.

Contact Us

If, at any time, you have specific questions or concerns about the accessibility of any particular webpage on this Website, please contact us at accessibility@highsnobiety.com, +49 (0)30 235 908 500. If you do encounter an accessibility issue, please be sure to specify the web page and nature of the issue in your email and/or phone call, and we will make all reasonable efforts to make that page or the information contained therein accessible for you.