The 13 Best Stiletto Boots for Your Next Night Out

Because there are some occasions for which your sneakers won't cut it.

woman wearing a blazer and stiletto boots
(Image credit: Getty)

I have a boots collection that rivals that of most department stores. I tend to buy a new pair every year before wearing them on repeat for months. And while I love my classic flat Chelsea boots for everyday wear, I have my sights set on finding the perfect pair of stiletto boots in 2022. And yes, I do intend on wearing them on nights out with friends or on date nights, because this year is all about getting back into the swing of things when it comes to actually getting dressed again. 

My love for stiletto boots wasn't born from a love of walking in high heels, though, which is why I tend to prefer options that have a moderate (or even kitten) style heel height. Comfort is key, even when I'm talking about shoes that come with the skinniest heel in existence. I'm also partial to a knee- or thigh-high boot with a spring-ready midi dress on tricky transitional weather days. And if you do love a very high heel—props to you and your ankles—boots often provide a touch more support, are easier to walk in, and are often way more comfortable than your usual strappy sandal or classic pump would be, which means that you wear them for hours without feeling any pain. 

If, like me, you love a good boot and are looking to add a sexier silhouette into your rotation this season, keep scrolling. This list has it all, from thigh-high stiletto boot picks that come in a shiny patent leather to other more simple picks that could totally work for a trip into the office.

Julia Marzovilla
E-Commerce Writer

Julia Marzovilla is an E-Commerce Writer at Marie Claire covering all things fashion, beauty, and entertainment. Offline, she’s most likely browsing the web for another pair of black boots or listening to music too loudly—often at the same time.