Alerts & Newsletters

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

Princess Diana Outfits
Shutterstock/Cierra Miller.

It’s no secret that Princess Diana was a major style icon—and remains one to this day. Her style influenced onlookers in the 1980s and 1990s, and continues to be an inspiration to fashionistas long after her tragic death. I mean, it’s 2019, and I’m out here perusing all the best Princess Diana outfits. If that isn’t major influence, I don’t know what is. Whether you’re looking for some outfit inspiration—even Kate Middleton has recreated an outfit or two—a Halloween costume (Yes, fall is coming.) or simply just love to admire Princess Diana’s beauty, the outfits below are sure to bring you some joy.

From suiting that definitely inspired Hillary Clinton (Anyone have proof of this? I’m very interested to see if Hillary has ever admitted to being influenced by the iconic looks of Princess Diana.) to casual outfits in all their ’80s glory, Princess Diana has no shortage of style inspiration. Whether the Princess of Wales was heading to a speaking engagement, meeting foreign leaders or heading to the gym, she always looked incredible. I’ve rounded up 29 of her absolute best ensembles, so you can really get a full glimpse of the sartorial genius that was Princess Diana.

STYLECASTER | Princess Diana's Best Outfits
Shutterstock.

1. Princess Diana, Royal Tour of Wales, 1982

STYLECASTER | Princess Diana's Best Outfits
Globe Photos/Mediapunch/Shutterstock.

2. Princess Diana, 1984

STYLECASTER | Princess Diana's Best Outfits
Mike Forster/Daily Mail/Shutterstock.

3. Princess Diana, Charity Premiere of Apollo 13, 1995

STYLECASTER | Princess Diana's Best Outfits
Globe Photos/Mediapunch/Shutterstock.

4. Princess Diana

STYLECASTER | Princess Diana's Best Outfits
Photonews Scotland/Shutterstock.

5. Princess Diana, Braemar Games, 1981

STYLECASTER | Princess Diana's Best Outfits
Steve Wood/Shutterstock.

6. Princess Diana, 1980

STYLECASTER | Princess Diana's Best Outfits
Les Wilson/Shutterstock.

7. Princess Diana, Sandown Park Racecourse, 1981

STYLECASTER | Princess Diana's Best Outfits
Shutterstock.

8. Princess Diana, Royal Academy, 1981

STYLECASTER | Princess Diana's Best Outfits
Richard Young/Shutterstock.

9. Princess Diana, Polo Match, 1982

STYLECASTER | Princess Diana's Best Outfits
Nj/Shutterstock.

10. Princess Diana

STYLECASTER | Princess Diana's Best Outfits
Nils Jorgensen/Shutterstock.

11. Princess Diana, Park Lane Fair, 1983

STYLECASTER | Princess Diana's Best Outfits
Shutterstock.

12. Princess Diana, Lisson Grove Health Center, 1984

STYLECASTER | Princess Diana's Best Outfits
Bryn Colton/Shutterstock.

13. Princess Diana, Pre-Honeymoon at Balmoral Castle, 1981

STYLECASTER | Princess Diana's Best Outfits
Nils Jorgensen/Shutterstock.

14. Princess Diana, Doulton Factory, 1984

STYLECASTER | Princess Diana's Best Outfits
Shutterstock.

15. Princess Diana, Tour of Japan, 1986

STYLECASTER | Princess Diana's Best Outfits
Brendan Beirne/Shutterstock.

16. Princess Diana, Polo at Windsor, 1986

STYLECASTER | Princess Diana's Best Outfits
David Levenson/Shutterstock.

17. Princess Diana, Tour of the Gulf States, 1986

STYLECASTER | Princess Diana's Best Outfits
David Hartley/Shutterstock.

18. Princess Diana, Passing Out Parade Ceremony at Sandhurst Military Academy, 1987

STYLECASTER | Princess Diana's Best Outfits
David Levenson/Shutterstock.

19. Princess Diana, Tour of Spain, 1987

STYLECASTER | Princess Diana's Best Outfits
Tim Clarke/Shutterstock.

20. Princess Diana, out and about in London, 1994

STYLECASTER | Princess Diana's Best Outfits
Kip Rano/Shutterstock.

21. Princess Diana, 1981

STYLECASTER | Princess Diana's Best Outfits
Reginald Davis/Shutterstock.

22. Princess Diana, Buckingham Palace

STYLECASTER | Princess Diana's Best Outfits
Mike Forster/Daily Mail/Shutterstock.

23. Princess Diana, Argentina, 1995

STYLECASTER | Princess Diana's Best Outfits
Tim Rooke/Shutterstock.

24. Princess Diana, Bosnia, 1997

STYLECASTER | Princess Diana's Best Outfits
Mike Forster/Daily Mail/Shutterstock.

25. Princess Diana, Visit to Japan, 1995

STYLECASTER | Princess Diana's Best Outfits
Mike Forster/Daily Mail/Shutterstock.

26. Princess Diana, Taking Prince Harry to school, 1992

STYLECASTER | Princess Diana's Best Outfits
Alan Davidson/Shutterstock.

27. Princess Diana, National Gallery of Art in Washington, 1985

STYLECASTER | Princess Diana's Best Outfits
Mike Forster/Daily Mail/Shutterstock.

28. Princess Diana, Petit Palais Dinner in Paris, 1995

STYLECASTER | Princess Diana's Best Outfits
Globe Photos/Mediapunch/Shutterstock.

29. Princess Diana

StyleCaster Daily
Get the latest news and style intel delivered to your inbox.

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

PMC Logo
StyleCaster is a part of Penske Media Corporation. © 2026 SheMedia, LLC. All Rights Reserved.