Kitten-Heel Boots Are the Smartest Fall-to-Winter Investment

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There’s been so much buzz around ballerina-esque flats and streamlined smoking loafers right now. But mark my words: kitten-heel boots will prove to be the smartest investment over time. Not to go all “girl math” on you, but the cost-per-wear will certainly make more sense once temperatures start to drop below freezing point. Slip on a knee-high pair with a miniskirt and fitted cardigan during the fall, and wear that same boot with a pair of leggings and cinched blazer during the winter. It’s a versatile shoe that will go the extra mile during the colder months.

What’s even better? Unlike their flatter counterparts, kitten-heel boots offer a bit of height, which elevates any outfit without drastically compromising comfort. Just look at some of the latest street style stars for proof. Their on-the-go looks are a blueprint that demonstrates the walkability of the low heel and its undeniable charm.

For the best kitten-heel boots, we’re turning to brands like Khaite and Staud, which have practically perfected the art of the mini-to-midi-heel. Of course, there are so many more styles to fall in love with, and all of the best ones are ahead. Discover our curation of the best kitten-heel boots, plus how to wear each style, below.

The Best Kitten Heel Boots

Pointed Toes + Flared Trousers