The best riding boot of the season is from this surprisingly affordable brand – and it’s two shoes in one

Saddle up for the season, because the riding boot is top of mind this autumn. Once reserved for stable goers, the riding boot has cemented itself as a must-have shoe once the temperatures begin to plummet, making them the best choice for now until the end of spring 2026.

Typically defined by their slim fit, knee-high design (to originally protect the calves), the equestrian style boot comes with buckle detailing and a low, comfortable heel for functionality. While there are plenty of riding boots that fit the criteria with flying colours, there’s one style in particular that has taken the prototype and given it a stylish twist. The style in question? The fold-over, back-tie, thigh-high boots from unexpected brand Charles & Keith.

Unlike your traditional pair of riding boots, Charles & Keith’s version comes with fold-over shafts for a stylish, avant-garde edge. Incredibly sleek, the shoe is crafted from a leather look material for a chic and sophisticated finish and features back ties for extra security and practicality when the weather turns bitterly cold. The highlight? These boots come in three variations: timeless black, a rich chocolate brown and a textured suede-effect finish that pairs perfectly with your favourite buttery brown jacket.

But don’t just make room for this brilliant boot in your rotation, because there are plenty more contenders worth considering. If you’re looking for something more traditional, look to M&S, whose riding boot comes with smart and sleek detailing. Schuh also stocks an excellent brown version (with gold-embellished buckles), followed by Monsoon, whose maroon-brown knee highs slip on easily for everyday wear.

Then, there are the velvety soft suede options. Mango’s new boots are crafted from 100% bovine leather, complete with square toes for a minimalist finish. Elsewhere, Steve Madden’s chocolate brown pair bears a striking resemblance to a designer favourite, yet comes in at a fraction of the price.

Finally, for a subtle pop of colour, consider Anthropologie’s Estellar leather boots, which come in a soft, mossy shade and feature practical pull loops for ease of wear.

These boots are made for walking.

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