Princess Diana’s Shoe Collection Contained So Many Stylish Options

Here are her best footwear moments.

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Princess Diana’s imitable outfits continue to inspire everyone around the world today. Princess Diana’s shoe collection, in particular, was filled with trend-forward styles that would still work in 2022. Ahead, see the royal’s best footwear moments.

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Ballet flats were Diana’s beloved wear-everywhere shoes (she seldom wore high heels during her marriage to Prince Charles.) The princess owned flats in virtually every color and even had a few patterned options at her disposal.Fox Rota/Mirrorpix/Getty Images


As Diana’s marriage started to crumble and her confidence grew, so did the heel height of her shoes. Per Richard Kay’s Diana: The Untold Story, Jimmy Choo recalled that the heels that she ordered progressively got higher: “They just kept creeping up and up.”Princess Diana Archive/Hulton Royals Collection/Getty Images

Western-Inspired Boots

Diana had a penchant for riding and cowboy boots, which she would often team with a pair of jeans, tucked in. Sometimes, she wore sweats in place of jeans to execute her signature casual but chic style.Daily Mirror/Mirrorpix/Getty Images

Driving Shoes

The casual take on the loafer is an integral component of Lady Di’s style legacy. The royal had a particular affinity for the Gommino driving shoes from Tod’s, which she owned in a few different colors, including tan and pale blue. Tim Graham Photo Library/Getty Images


The royal’s ’90s athleisure looks would often incorporate dadcore sneakers plus high socks. Additionally, Diana was quite a fan of Superga’s 2750 Cotu Classic trainers, which remain an A-lister favorite to this day. The low-key shoe is perfect for all seasons.Princess Diana Archive/Hulton Royals Collection/Getty Images

Rain Boots

Yet again, Lady Di was way ahead of the trend curve and donned the fashion-forward rubber shoes as early as the 1980s. Here, she is pictured in a pair of dark green Original Tall Matte Rain Boots from Hunter, which are still available to purchase in 2022.Daily Record/Mirrorpix/Getty Images

Colorful Shoes

The princess liked to incorporate vibrant heels or boots into her outfits to create ultra eye-catching looks. Here, she wore a pair of purple heels, which echoed the matching violet hue on her blazer for a color-coordinated look.Mirrorpix/Getty Images

Silk Shoes

Diana’s silk wedding shoes were special not only because of their intricate design, but also because she left a sweet note on the bottom. You can see the letters C and D (for Charles and Diana) painted under each heel with a heart between them.William Thomas Cain/Getty Images

Slingback Heels

Slingback heels are another classic that was a frequent visitor in Lady Di’s footwear rotation. In many instances, she opted for a low-heeled, pain-free option that still added a bit of height to her frame.Ken Goff/Getty Images

Slouchy Boot

Slouchy boots look effortless and elegant, falling in line with Diana’s overall style ethos. She often wore them with her formal or semi-formal outfits to make them feel a little more down-to-earth.Anwar Hussein/Getty Images

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