How to Dress Like Princess Diana for Halloween (and Get the Entire Costume on Amazon)

The one day of the year that we can channel our inner royal to the most literal extent without raising (that many) eyebrows? Halloween, of course. But this year we’re keeping it retro and are planning on embracing the ever-iconic spirit of Princess Diana with casual dad-sneaks and bike-shorts. Even better? We’re doing it on a budget, with only items available on Amazon. Behold:

princess diana bike shorts sweatshirt
Anwar Hussein/Getty Images

The Inspiration

The year was 1995 and the look of the era could only be described as tube-sock chic. Some may even argue this iconic Diana outfit inspired many a Yeezy Collection. It definitely inspired Hailey Bieber to recreate the look. In reality, Diana was leaving the Chelsea Harbour Club—a fitness club in London, England. (Explains a lot.) Regardless, it makes for a rather creative Halloween costume, from the oversize sweatshirt and Day-Glo bike shorts, down to the chunky kicks. Friends, where there’s a will, there’s a way…and also an Amazon cart full of Diana-esque dupes.

princess diana halloween costume navy hanes sweatshirt

Hanes Men’s Ecosmart Fleece Sweatshirt

Google “Virgin Atlantic sweatshirt” and you’ll find exact replicas of Lady Di’s fleece…for upwards of $40. We’ll settle on this plain $6 version that we’ll probably (OK, definitely) wear again.

princess diana halloween costume mopas basic solid spandex bike shorts

Mopas Basic Solid Spandex 12-inch Biker Shorts

Neon bike shorts? Check. And you thought only a royal could rock these babies.

princess diana halloween costume nike everyday cushion crew socks

Nike Everyday Cushion Crew Socks

Might as well stock up while you’re at it, right?

princess diana halloween costume boyatu chunky sneakers

Boyatu Chunky Sneakers

Admit it, you had these in your cart anyway. We won’t judge.

princess diana halloween costume tbf oversized twill cotton tote bag for shopping

Tbf Oversized Twill Cotton Tote Bag For Shopping

Make it big; you’ll need somewhere to put all the compliments you’re racking up.

princess diana halloween costume sojos retro vintage narrow cat eye sunglasses

Sojos Retro Vintage Narrow Cat Eye Sunglasses

Princess Di was way ahead of the tiny sunglasses trend.


Senior Food Editor

Katherine Gillen is PureWow’s senior food editor. She’s a writer, recipe developer and food stylist with a degree in culinary arts and professional experience in New York City...