Where to Shop Princess Diana’s Most Iconic Outfits

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Throughout her short but extraordinary life, Diana, Princess of Wales, deployed fashion as a weapon. Born into a culture that belittled women and married into an institution that celebrated suppression, there were numerous occasions in the princess’s troubled history when the clothes she wore were her most reliable tools of expression. This is a point British fashion writer Eloise Moran makes repeatedly in her upcoming book, The Lady Di Look Book: What Diana Was Trying To Tell Us Through Her Clothes. “She was telling us a story or communicating with us from really early on,” Moran says. “Most people think, ‘Oh, she was only being rebellious in the ’90s.’ There’s actually signs of her rebelling much earlier on.”

Diana’s style has since been replicated endlessly, but it’s now enjoying a particularly poignant resurgence, both due to the fashion industry’s recycling of ’90s and early-aughts trends, but also thanks to the immense popularity of Diana-centric media, namely Hollywood projects such as The Crown and Spencer. (Her beloved bike shorts-and-sweatshirt look has even inspired its own TikTok trend.) Her little black dresses, broad-shouldered power blazers, and delicate pearls have as much cultural currency now as they did at the height of her popularity, but they’ve taken on new meaning in the years since her tragic death.

Numerous brands have begun selling dupes, near-dupes, or exact replicas of outfits made famous by the princess. Perhaps the most well-known example is Rowing Blazers manufacturing a number of sweaters worn by Diana in her early years. Other retailers have stocked up on some of the princess’s favorites, including minidresses, pussy-bow blouses, high-waisted denim, chunky sneakers, tailored coats, plaid skirts, and puff-sleeve tops. But Moran says the reason why new generations are falling in love with the princess’s style has less to do with the clothes themselves than with the personality wearing them.

When Moran first created the Instagram account @ladydirevengelooks, she was 25 years old and going through the breakdown of her marriage. She created the account as a way to channel Diana’s own penchant for revenge-dressing in the wake of her divorce from Prince Charles. But as Moran buried deeper and deeper into research, she found more to love about the princess than her off-the-shoulder gowns, and so did her audience: @ladydirevengelooks now boasts more than 118,000 followers.

“The fascination that exists around Diana [today], I don’t think it’s just the clothes,” Moran says. “Diana really was this kind of feminist figure. She was…this woman who went through this really hard time. She’s multi-layered; she won at the end. So I think people really connect with that, especially since we’re bombarded with these one-dimensional characters over the Internet. It’s influencer world: big butts, Instagram outfits. It’s so fake.”

For those seeking to channel Diana’s authenticity, Moran provides a few tips: Don’t simply regurgitate exactly what the princess wore in her prime. Decide which characteristics of her style feel most reminiscent of your own. Was it her Sloane Ranger phase? Her kitschy patterns? Her voluptuous necklines? Her athleisure? Ask yourself, as Diana did, what message you seek to send with your clothes. Then pick a few investment pieces to build your own look around. For inspiration, we’ve assembled some of Diana’s most iconic garments—many of which have been replicated onscreen in The Crown and Spencer—and matched them with similar options you can shop today.


london, england  october 15,1994 princess diana shopping in knightsbridge photo by tom wargackiwireimage

Tom Wargacki

Unquestionably one of Diana’s best workwear looks, this ensemble pairs an olive blazer over a white shirt and pants, finished off with a pair of chic beige loafers and a dark brown belt. This would look just as chic on the streets of London today as it did when the princess wore it in 1994.

“In the ’90s, she was hitting 30, and I think once you’re in your 30s, you’re like wheeling and dealing,” Moran says. “You know your sense of style. And then obviously there’s this sharper edge to her where she’s like getting back on the men who kept her down in her life.”


lech, austria   march 30  diana princess of wales on a skiing holiday in lech, austria with prince william and prince harry  photo by tim graham photo library via getty images

Tim Graham

Princess Diana loved classic denim; she’d jump at any chance to wear it when she wasn’t attending parties or galas. One of her best jean-clad looks is the jumpsuit she wore on a ski holiday with her sons, Princes William and Harry. Paired with a black moto jacket, a brown waist-cinching belt, and chunky white boots, the effect seems trendier today than ever.


diana, princess of wales 1961   1997 sitting on a step at her home, highgrove house, in doughton, gloucestershire, 18th july 1986 photo by tim graham photo library via getty images

Tim Graham

First spotted on the princess at her home in Highgrove, this all-pink look was re-created by Emma Corrin in season 4 of The Crown, worn as Diana is getting acquainted with her new surroundings at Buckingham Palace.


windsor, united kingdom   may 02  diana, princess of wales at guards polo club  the princess is casually dressed in a sweatshirt with the british lung foundation logo on the front, jeans, boots and a baseball cap  photo by tim graham photo library via getty images

Tim Graham

It’s hard to overstate Diana’s impact on the workwear-meets-casual trend, as seen in this fan-favorite blazer-over-sweatshirt look she sported on the polo field. Rowing Blazers has even re-created a version of the British Lung Foundation crew-neck the princess wore that day—complete with the iconic red balloon.


cowdray park, united kingdom   july 12  lady diana spencer and sarah ferguson talking together at a polo matchin the 1980s before either married a royal prince  photo by tim graham photo library via getty images

Tim Graham

Another outfit remixed for The Crown, the yellow overalls and floral blouse depicted here perfectly encapsulated Diana’s style choices at the time: She was fond of anything soft and feminine, from her bib collars to her wool sweaters.

“She really adopted this fairytale princess look on the polo field, these very country-core sweet pastels,” Moran says.


munich, germany   november 01  the princess of wales attends a reception at the ctiy hall in munich on november 1987 she is wearing a checked suit by alistair blair  photo by georges de keerlegetty images

Georges De Keerle

Once Diana had grown more understanding of her role as Princess of Wales, she started shifting her fashion choices. In the ’80s, Moran says, she filled her closet with patterned coats, blazers, and skirts—whether plaid, tartan, checked, or houndstooth, she adored them all. This black-and-white houndstooth blazer, paired with a bold black hat, was an instant classic.


portsmouth,  england   january 23   diana, princess of wales on a visit to portsmouth, on january 23, 1989  in portsmouth, united kingdom photo by julian parkeruk press via getty images

Julian Parker

Kristen Stewart wore a version of this holiday-inspired tartan blazer-dress while filming Spencer, which is set over a particularly contentious Christmas at the royal estate of Sandringham.

“It’s interesting to look at her collar progress through the years,” Moran says. ”If you look at the way her style progresses, it goes from being the super buttoned-up pie-crust collar, to oversized princess collars, to pussy-bow blouses. And then she ditches the big collars completely for men’s collars.”


diana, princess of wales 1961   1997 wearing black sheep wool jumper by warm and wonderful muir  osborne to windsor polo, june 1981 photo by tim graham photo library via getty images

Tim Graham

Another Lady Di look beloved for its symbolism is her black-sheep sweater, one of several cheeky—and perhaps gauche—sweaters she wore during her early years in the royal circle. Despite the bold pattern (or maybe because of it), the look is cherished as one of Diana’s most meaningful fashion choices as she struggled to stand out within the The Firm.


cirencester, united kingdom   august 09  princess diana watching a polo match in cirencester  photo by tim graham photo library via getty images

Tim Graham

The puff-sleeve has made a major comeback in the years since Diana’s death, and this black-and-white blouse is almost a sure bet to appear on season 5 of The Crown, in which Elizabeth Debicki will take over for Corrin.


diana, princess of wales, jogs along the high street to her car after attending the gym she said nothing to reporters about her friendship with dodi fayed   photo by tony harris   pa imagespa images via getty images

Tony Harris – PA Images

This wouldn’t be a story about Diana’s fashion if we failed to discuss her famed athleisure looks, in which the princess paired sweatshirts over bike shorts while running around London. One of Moran’s most prized possessions is a sweatshirt identical to the one Princess Diana was photographed wearing as she left the Chelsea Harbour Club in November 1995.

“I have some original Ralph Lauren USA sweatshirts, two of the exact same ones she had,” Moran says. “And then I also have an original Virgin Atlantic sweatshirt, which is really rare. I love a long sock with it—an ankle-length sock with a sneaker.”


diana, princess of wales 1961   1997 at the london coliseum for a performance of the ballet 'swan lake' by the bolshoi ballet, 27th july 1989 her dress is by fashion designer catherine walker photo by tim graham photo library via getty images

Matt Green

Attempting to re-create Diana’s gowns on a budget is an understandable undertaking—it’s unlikely you have the pocket change the royal family happened to have on hand—but there are still ways to assemble looks reminiscent of her red-carpet stunners. The princess wore this gorgeous dress by designer Catherine Walker while attending a performance of Swan Lake. By pairing a cinched-waist long-sleeve white blouse and pale-pink skirt, you can easily emulate the real thing.


diana, princess of wales  1961   1997 on the isle of wight, to name the new hm customs patrol boat vigilant, 6th december 1988 she is wearing a black and yellow coat by escada and a philip somerville hat  photo by terry fincherprincess diana archivegetty images

Princess Diana Archive

Some of Lady Di’s most eye-catching garments were outerwear, as is the case with this yellow checked coat, but you can create a similar effect with a crop top and maxi skirt. This set from Anthropologie uses a similar design, and by adding in mid-calf boots and a thick waist belt, you can further match the princess. Or you can mix up the look by incorporating other Diana favorites: “If you want key pieces [of Diana’s],” Moran suggests, “I think a pair of chunky sneakers, a really sharp tailored coat, a blouse with a puff sleeve, and a [top with an] interesting collar detail.”


princess diana 1961   1997 arriving at the serpentine gallery, london, in a gown by christina stambolian, june 1994 photo by jayne finchergetty images

Princess Diana Archive

Perhaps Princess Diana’s single most iconic outfit, this Versace off-the-shoulder dress—widely labeled the “revenge dress”—was seen as a not-so-subtle middle finger to Prince Charles in the wake of the couple’s separation. Debicki was recently spotted on the set of The Crown wearing the dress, a development that threw fans into an uproar.


diana, princess of wales makes a three day visit to bosnia   herzegovina as part of her campaign to raise awareness about the devastating effects landmines have on peoples lives and to call for a complete ban on the production, sale and use of land mines the trip was organised by the american based landmine survivors network here she is on the 2nd day of her visit 9th august 1997 photo by kent gavinmirrorpixgetty images

Mirrorpix

Ever an essential, the simple white button-down was a wardrobe staple throughout Diana’s life, but perhaps its most famous appearance was during her three-day trip to Bosnia in 1997, during which she led a powerful campaign against landmine use.


kuwait city, united arab emirates   march 15  diana, princess of wales, wears a catherine walker suit and a philip somerville hat during her official tour of the gulf states on march 15, 1989 in kuwait city, united arab emirates  photo by georges de keerlegetty images

Georges De Keerle

The People’s Princess was never one to shy away from color, and this red-and-pink blazer-dress remains one of her most vibrant get-ups. Corrin wore a similar version during season 4 of The Crown, further solidifying the legacy of the two-tone ensemble.

This story will be updated.

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