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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It's Happening, People: These It Loafers From 1953 Are Back From the DeadReady or not.
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This Is the "Dated" Heel Trend to Buy Instead of Basic Pumps If You Want Cooler Outfits This FallSophie Turner is making the switch.
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Hailey Bieber Just Said This Classic Print Looks So 2025 When Paired With This Unconventional Shoe ColorUnexpected, yet so chic.
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If Erewhon Had a Dress Code, Dakota Johnson's Latest Grocery-Run Look Would Be the BlueprintThe unspoken uniform of stylish shoppers.
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Goodbye, Ballet Flats: It Girls in London, NYC, and Paris Are Prioritizing This Fall Flat Shoe Trend InsteadAnd they're styling it like *this.*
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Forget Mules—*These* Are the Classic Anti-Flats L.A. It Girls Wear for Dinner at Giorgio BaldiGood food, great footwear.
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FYI: Every Fashion Person Is Buying This Pretty Shoe Color Instead of Black Right NowCount us in.
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Forget Sandals—This Is the Heel Style That Makes Halter Dresses Look ElegantIt's a tried-and-true.
