We’ve talked a lot about how to style riding boots for women on Glamour before. In our boot trend report and nod to the horse-girl movement, we touched on the resurgence of riding boots to the mainstream this fall and winter. But the shoe style is having an even bigger moment than the trend reports suggested, so much so that it felt necessary to break down exactly what to wear with this season’s it-accessory. So saddle in (pun definitely intended) and let’s trot ahead.
While owning a horse, or dressing as you do, was historically reserved for the affluent, nowadays anyone can wear an equestrian-chic look. All it takes is a really good barn jacket, some slim-fit pants (think ponte or leggings), and a flat riding boot. That said, you don’t have to copy the look of a stable owner one-to-one. Designers like Altuzarra, Stella McCartney, and Brandon Maxwell brought bolo ties, plaid skirts, and riding-friendly pants to the fall-winter 2026 runways, diversifying ways to wear an equestrian-inspired look in the process. Riding boots for women, however, remain the one must-have to complete the aesthetic. So we found eight chic ways to style the trend, ahead.
The Elevated Equestrian Way
Moritz Scholz/Getty Images
If you want to keep it as close to the original as possible, take notes from the stylish outfit above. A wool coat, pants, a cozy turtleneck sweater, and some stellar riding boots make the most quintessential equestrian outfit. However, a touch of red in the form of a triangle scarf will take you out of the stable and onto fashionable streets everywhere.
