Designer Boots Are Worth the Splurge—29 Styles to Consider for 2024

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(Image credit: @christietyler)

Investing in a good pair of boots is essential in the winter, and this year is no different. Whether paired with jeans, dresses, midi skirts, or tailored trousers, boots have once again emerged as the go-to footwear for winter, seamlessly blending practicality with style. What makes boot shopping particularly appealing is the assurance that regardless of the silhouette and aesthetic chosen, they will always find their way back into fashion.

Timeless classics like Chelsea boots, elegant leather ankle boots, and knee-highs possess an enduring charm, ensuring they complement various looks. As highlighted in our winter 2023/2024 fashion trends report, the coveted boot style this year is the thigh-high—the taller, the better. While it might be perceived as a bold choice, you can be confident that this style will remain a staple in your wardrobe for years to come.

Associate Editor

Sierra Mayhew was always destined to work in fashion, but she didn't know it at first. Growing up with no choice but to wear a rotation of school uniforms and activewear, her love for fashion really blossomed when she moved away for college and was able to finally define her very own personal style. Shortly thereafter, she interned at Elle magazine and instantly knew that editorial was for her. After graduating from the University of Notre Dame, she worked for ShopBazaar, contributing regularly to Bazaar.com, and finally made her way to Who What Wear, where she is an associate editor. When she’s not working, you can catch her always trying to catch a flight, rollerblading through New York City traffic, or exploring the latest luxury vintage boutique.