Uncomfortable Boots? Bye! 42 Kitten-Heel Boots You Could Walk Miles In


Humor me. Think back to the first time you put on a pair of heels. What was that experience like for you? For as long as I can remember, I've been a big fan of high heels in every form—including sky-high platforms, sleek stilettos, and smaller kitten heels. The latter has been my go-to as of late, as I've realized I'm not willing to compromise on comfortable footwear. I'm not going to lie; it took me a long time to reach that point. There used to be a time when I lived by Victoria Beckham's iconic phrase "I can't concentrate in flats!" But the reality of commuting in New York City, a severe foot fracture, and far too many tumbles down the sidewalk have humbled me.
Luckily for me, my fall from grace (quite literally) has coincided with the rise of many comfortable shoe trends. Ballet flats? They're so back, baby girl! Retro sneakers? They're all the rage right now. Let's not forget that there's one other boot trend that's relevant again—kitten-heel boots. In the last few seasons, we've seen shorter boots with chunky block heels and low kitten heels surface in runway shows of Khaite, Gucci, and Loewe. Although their return may surprise some, it's safe to say that they're here to stay for the foreseeable future, especially with winter in full swing. After all, putting on a pair of stiletto boots in a snowstorm isn't pragmatic, period!
During this time of year, it's imperative to invest in footwear that's functional for freezing temperatures while still being fashionable enough to feel good throughout the season. As a reformed stiletto fan, I assure you that kitten heels are up for the task. If you're not sold just yet, keep scrolling. Ahead, I've rounded up the 42 best kitten-heel boots based on reviews, quality, versatility, current trends, and price point. Trust me. These kitten-heel boots are comfortable enough to walk in any cityscape and might even have you singing the highest praises.
Under $250
Under $500
Investment Worthy

Jasmine Fox-Suliaman is a freelance writer and editor living in New York City. What began as a pastime (blogging on Tumblr) transformed into a lifelong passion for unveiling the connection between fashion and culture on the internet and in real life. Over the last decade, she's melded her extensive edit and social background to various on-staff positions at Who What Wear, MyDomaine, and Byrdie. More recently, she’s become a freelance contributor to other publications including Vogue, Editorialist, and The Cut. Off the clock, you can find her clutching her cell phone as she's constantly scrolling through TikTok and The RealReal, in search of the next cool thing.
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