17 of Princess Diana's Best Timeless Fall Fashion Looks

1 year ago

From her iconic sheep sweater in 1981 to her revenge dress in 1994, Princess Diana has had some iconic fashion moments over the years. And although the former Princess of Wales made public appearances all year long as a royal, her style was especially incredible in the fall.

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In the season, Diana broke style rules and proved she wasn’t afraid of color, to play with silhouette and to be comfortable yet endlessly stylish in the cold. So, in honor of the fall season quickly approaching this month, we’ve compiled some of our favorite fall looks from the late royal below.

From her more casual looks at the Royal Polo Club to her statement coat dresses for royal appearances, check them all out below. And, be warned, if you don’t like the color red, you might be changing your mind on that soon!

• Yellow Power

  

  If this look from Diana proves anything, it’s that we shouldn’t be afraid of color in the fall. Mustard yellow? Yes please!

• Sticking to Neutrals

  

  In addition to sticking to black and navy outfits throughout the fall, Diana would also wear some neutrals in a fun way, like this checkered tan-colored coat with a matching beret. So cute!

• A Trusted Blazer

  

  If you’re looking for fall work looks, look no further than this look from Diana of all-white pants and turtleneck, a statement belt and a trusted gray blazer. Timeless!

• Matching Marvel

  

  When Diana wore this look in 1990, she proved matching two-piece sets are as cute as they are easy to style!

• Making a Statement

  

  There’s no way to talk about Diana’s fall fashion without mentioning this iconic ‘Black Sheep’ sweater from 1981. According to this look, statement sweaters are totally in.

• Boots Made for Walking

  

  In addition to statement sweaters, these brown cowboy boots were also a scene-stealer when Diana wore them in 1989. 

• Not Afraid of Color

  

  Although we wouldn’t call this sweater “ugly,” it’s many colors and patterns definitely make it fall in this category. And, surprisingly, we totally love it!

• Trusting the Monochrome

  

  In this casual 1989 look, Diana showed that if we’re not inspired by anything in our closet, choosing everything in one color could be the way to go. 

• Same Pattern, Different Color

  

  Here’s another major fashion lesson from the royal: two items with the same print in different colors go incredibly well together. Houndstooth, pinstripe, polka dots… you name it!

• Casual & Chic

  

  When looking at her casual looks, this might be our favorite of Diana’s of all time. The brown boots, the black blazer, the baseball cap, it’s all perfection together!

• All in the Accessories

  

  In this 1991 look, Diana perfectly matched her shoes, gloves and hat to the trim of her skirt. The key is in the details!

• Royal Red

  

  Looking at all her looks in the fall, it looks like there’s one color she choses the most: red. Stick to what works, right? 

• Playing With Trends

  

  In another stunning red look of hers, Diana made a less timeless and more trendy choice of wearing red tights too. We’re totally here for it!

• Pop of Color

  

  Although we all have some neutral-toned coats for the colder seasons, accessories (like her dark red boots and matching purse) might be the perfect way to set the outfit apart. 

• Back to Basics

  

  Like many of us, Diana often relied on her neutral basics, like these heeled black boots, throughout the season. 

• Showstopper Pieces

  

  Although Diana always did a fantastic job at syling and pairing her looks, she also had a good eye at choosing some stunning pieces like this Catherine Walker tartan coat dress. What a showstopper!

• A Trusted Palette

  

  Like many of her looks in this gallery, Diana would often use red and black outfits in the falls. Works every time!

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