32 Timeless Knee-High Boots to Elevate Your Fall Wardrobe

I love a new trend as much as the next fashion person. There's something alluring about a silhouette you've never tried or a fresh color update. As we all know, trends come and go at lightning speed in our current age of algorithms, so I've pared back my participation in recent years in favor of classic styles. I select a trend or two to test out each season that feels aligned with my personal style and keep the rest of my wardrobe relatively timeless.

That's especially true when it comes to boots. Boots are my shoe style of choice during fall and winter, and I think this is a category where classic silhouettes are the wiser investment. I feel like sleek, knee-high boots are the most flattering and versatile, as they can be paired with dresses, skirts, and pants. A good pair of knee-high boots adds instant polish to a fall outfit, so I took it upon myself to curate the most elevated options for the 2024 season. Below are the 32 most fashionable knee-high boots for fall, from classic riding boots to Western-inspired details and rich suede styles.