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.
Did Gucci start this trend? It's very possible.
These look triple the price.
Can you handle these?
These are practically a neutral in my book.
Loafers are a fresh take on the white heel trend.
Elegant and timeless.
I'm so intrigued by this unusual color.
French vibes.
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.
The more snakeskin right now the better.
For the minimalist at heart.
More snakeskin, in case you're as obsessed as I am.
Croc embossing is everything right now.
Could this be the new It heel style to wear with jeans?
On trend, affordable, and waterproof.
Another '90s-inspired style that I support.
Metallic loafers are a fun take on the trend.
I wouldn't be against wearing this out in the show with soles like that.
Celebs adore the flat version of these.
Of course Gucci made the most "extra" pair on the list.
The '90s vibes are strong with this pair.
Lucky you—this pretty pair is on sale.
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.
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So Long, Classic Loafers—It Girls in Every Stylish City Are Wearing This Cool AlternativeDress like an in-the-know fashion girl.
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The Rumors Are True: Peep-Toe Pumps Are Making a Chic Comeback in 2025Ready or not, here they come.
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Nicole Kidman Wore the Easy Heel Trend Every French Girl Wears With SkirtsGreat minds think alike.
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Laura Harrier Keeps Wearing the "Dated" Shoe Trend I Bet Will Make a Huge Comeback in 2025French women agree.
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I Thought This Heel Trend Was Dated, But These Celebrity Outfits Just Changed My MindConsider me convinced.
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Black Shoes, Watch Out—This Alternative Color Is Chicer, More Elegant, and Just as ClassicBrown *just might* be the new black.
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Hailey Bieber Wore the Fall Accessory French Girls Use to Make Loafers Look Chic (and Not Boring)Grab it for just $10.
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Gwyneth Paltrow Just Wore the Season's Biggest Skirt Trend With Winter's Most Timeless Flat ShoesThis is going to become my new go-to.
