Something you should know about me: I love a square-toe boot and own quite a few pairs. With its sleek and unexpected shape, the silhouette can quickly bring me into chic work mode or grunge moto boot territory depending on the style. Based on trending Google terms, lots of you love the retro-esque style as well: Searches for “black square toe boots” and “leather square toe boots” are surging as are other notable variations, such as cowboy boots and knee-high boots.
From slim lace-up styles and micro heels fit for the office to Western styles and chunky soles perfect for gallivanting through the winter landscapes, we found the very best square-toe boots for the cold-weather season. Just scroll on to find the exact silhouette that matches your style — or that pushes it to the fashion limit!
