This "Ugly" Heel Trend Is Quickly Emerging

In my humble opinion, there's no better flat shoe style than loafers. Especially during the fall and winter months, I'd say that it's the shoe style I reach for the most. Because of this, I'm naturally often inclined to put loafers in my stories, and I've recently noticed that a new loafer trend is emerging right now: loafers with heels. Now, some may consider this '90s throwback to be an "ugly" shoe style, but I've come across so many loafers with heels from the coolest of brands lately that I can say with confidence that we have a trend on our hands.
Not only am I spying high-heel loafers on the market a ton lately, the street style scene is crawling with them, and even Emma Roberts just endorsed the trend. So, if you're reluctant to give the high-heel loafer trend a try this winter, take my word for it: They're a thing. (They're also a very comfortable, walkable thing, so how's that for bonus points?)
Keep scrolling to see how people are styling the trend and to shop the very best pairs along the way, chosen by yours truly.
Wear high-heel loafers with a minidress for a cool-girl retro look.
Loafers are a fresh take on the white heel trend.
I can't think of many outfits these wouldn't go with.
Emma Roberts found the perfect shoes to wear with a denim skirt this fall and winter.
Could this be the new It heel style to wear with jeans?
Metallic loafers are a fun take on the trend.
I wouldn't be against wearing this out in the show with soles like that.
The '90s vibes are strong with this pair.
If you want something more classic than trendy, these are for you.
Next up, the best fall shoes for your feet, according to a podiatrist.
Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
Suddenly, Every Classy Fashion Person in Paris Is Wearing This Elegant Heeled-Shoe Trend
A fresh take on classic Mary Janes.
By Nikki Chwatt
-
Simone Ashley Is in the Fast Lane
Since her breakout role in Bridgerton, our Spring Issue cover star has quickly risen to A-list status. Up next, she masters the rom-com leading lady.
By Liv Little
-
Suddenly, Every Classy Fashion Person in Paris Is Wearing This Elegant Heeled-Shoe Trend
A fresh take on classic Mary Janes.
By Nikki Chwatt
-
The Unexpected Shoe Trend Bella Hadid's Been Wearing Right and Left During Paris Fashion Week
Forget flats—buy these instead.
By Eliza Huber
-
I Can't Wait for People to Quit Flats and Bring Back This Elegant Shoe Trend
There's simply no better style.
By Eliza Huber
-
These Are the 7 Stylish Shoe Trends Fashion People Will Be Wearing With Jeans This Spring
I see chic denim outfits in your future.
By Jennifer Camp Forbes
-
This French Style Muse Just Effortlessly Pulled Off 4 of the Season's Biggest Trends in One Look
Cool-girl vibes.
By Jennifer Camp Forbes
-
When Sydney Sweeney and Lady Gaga Own the Exact Same Boots, You Know They're Good
Great minds think alike.
By Drew Elovitz
-
I Swore I'd Never Wear Heels to the Airport, But This Comfy Style Is Surprisingly Travel Approved
Don't knock it till you try it.
By Nikki Chwatt
-
Sabrina Carpenter Made Cropped Pants Look So Elegant With This Classic Heel Trend
The perfect combination.
By Allyson Payer