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Tall Riding Boots

Start your ride on the right foot with a new pair of tall riding boots. Perfect for daily schooling as well as competitions, tall riding boots protect the rider’s leg while allowing the rider to easily communicate with their horse. Whether you're looking for field boots, dress boots, or dressage boots, The Cheshire Horse has the tall horseback riding boots for you.

Available from trusted brands such as Ariat, Dublin, Mountain Horse, Ovation, and TuffRider, our extensive selection ensures that we have the proper boots for every size, shape, and budget. We regularly stock thin calf and wide calf options to provide a perfect fit for every equestrian. Some boots, such as the Ovation Flex Plus Field Boot, are available in extra wide widths as well.

Most equestrian tall boots on the market today utilize a durable zipper along the back of the boot. Invisible when you are in the saddle, this allows the boots to fit snugly and have a custom fit appearance. Black boots, like the Tredstep Donatello Field Boot, are commonly seen in the competition ring, however brown boots, such as the Mountain Horse Sovereign Field Boot, can be seen on the hunt field and are making their way into the dressage arena.

Stay warm in the barn and in the saddle during the frigid winter months with a pair of insulated tall boots. These boots are designed to fit safely in the stirrup while providing waterproof protection from ice and snow. Check out the Ariat Extreme Tall H2O Insulated Boot and the Mountain Horse Active Winter Rider Boot if you continue riding throughout the winter months.

We carry boots for schooling, as well as dressage, hunter/jumper, and eventing competitions. Because fit is extremely important when it comes to tall boots, we urge you to enlist a helpful friend to measure your calf before you refer to each company’s unique size chart. Our knowledgeable sales staff is always available to fit you and to answer any questions you may have about sizing or about each boot’s individual merits.

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