How to Style Square-Toe Boots for Fall 2026 to Stay on Trend

With fall almost here, it’s time to ditch the sandals and bring out your favorite boots. One popular boot style this season is the square-toe shape. We’ve seen them presented at top designers like Alaïa, Stella McCartney, and Givenchy, and in countless street style photos. Arguably, square-toe boots are more refined than round-toe ones, which can look a bit old-fashioned if they’re not styled in a modern way. And as much as we love the look of a pointed-toe boot, we have to admit that a square-toe is much more practical. The shape is less prone to scuffing, making these a great choice to wear to work or out and about on the weekends.

It seems everyone is ready to start wearing them too. We’re seeing them appear in countless Instagram looks, and there’s been an influx of square-toe boots at retailers to meet the demand as well. Our advice? Don’t wait to pick up a pair—the season’s trendiest boots always sell out first. Below are five ways to style square-toe boots for fall.

With a T-shirt and a midiskirt

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