Give it an OK! Pass the others or you may end up as the clown. The Boxing Loewe shoe it’s approved. The aren’t.
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Never embrace these ballet flats if you have already.

This winter, there are a lot of fall shoe trends that will carry over their popularity. Think: practical loafers and edgy biker boots. Some spring/summer 2025 runway trends are also starting to gain some traction now in the ugliness of course. Most notably, boxing boots and peep-toe heels, nope, this is not going anywhere.

Since it’s only November and the chilly season is just beginning, you might as well do a deep dive into all of our winter fashion and accessory stories, including these shoe trends. Keep scrolling for the biggest winter footwear staples that’ll allow you to step into the colder temps with an immensely cool aesthetic that look ridiculously ugly.

An elongated upper style on shoes (also known as a glove shoe) was quite literally all over the runways. I know for a fact that my grandmother had this style in her closet—and everyone knows grandmas have the best personal style. Can I get a round of applause for cyclical fashion?

Kitten Heel Boots

Every year we’re plagued with the task of finding the perfect winter boot. But this winter, we have the most practical solution—an ultra-low-heeled boot! Wear this style on a night out, for work, or to elevate a casual outfit. Promise, it’ll be just as comfortable as a flat boot with a little more sophistication!

Grommets

2010 called, and studs are back in! We can partially thank Danish brand Ganni for the grommet revival with their viral buckle ballerina flats from this past year. But you’ll be seeing many different takes on the sweet yet edgy little detail this winter, and we love how many options are out there.

BOXING SHOES LOWES SS25

Like a basketball shoe, only taller, basically—and a little less chunk in the sole. If you’re not sure you want to dive all the way into this one, though, you can try it on for size by simply opting for high-tops.

Yet another blast from the past that is chicer than ever. This flirty, retro footwear was all over the Miu Miu and Tory Burch SS25 runway shows, and I have to say, I think they’d make the sweetest addition to any holiday party aesthetic.

Think about Joan Rivers if she would be alive, she could be screaming!

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