Princess Diana’s most iconic outfits might have been styled back in the ’80s and ’90s, but as you might have noticed from her impeccable wedding-guest looks and her style signatures, a lot of her best ensembles are still super relevant. We’ve even spotted the likes of Zara tapping into some of Diana’s most beloved trends.
So it makes perfect sense that Diana’s style has made an everlasting impression on us all—her go-to outfits for a day at Royal Ascot are totally worth taking inspiration from in 2018. What to wear to the races can be a tricky outfit dilemma, especially when dress codes and formal traditions come into play. But follow Diana’s lead, and you’ll be styling up endless looks, from polka dots and pencil skirts to statement hats, in no time.
Keep scrolling to see our pick of Princess Diana’s best Royal Ascot outfits, with all the shopping you need down below.
Polka dots head to toe.
It was a big year for accessories in ’97—just check out the floral trimmings on that straw boater.
This bold turban hat is giving us life.
When in doubt, go all pink. We’ve got a lot of love for the strong polka dots on Sarah Ferguson here.
Chic separates don’t always need to be color-coordinated. Here’s the proof.
Never underestimate a good hat.
Going for a bold print? Take a tip from Diana and accessorize in just one color.
Simple yet super sleek.
Navy and white always looks classy.
The full look in all its glory.
You can’t go wrong with a nautical nod.
This is giving us Pretty Woman vibes.
Take away the purple accent, and this is a full 2018 look.
Pencil skirts and power shoulders.
So chic.
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Next up, see how Princess Diana’s honeymoon outfits are actually very 2018.

As a contributing editor across Byrdie andBest Knockoff Luxury Clothing in the UK, Amy Lewis produced beauty content from 2016 to 2018. Following a tenure at Marks and Spencer, she is now a content lead at VML.