There’s something undeniably magical about sidesaddle riding—an elegant equestrian tradition that’s experiencing a beautiful renaissance among modern horse enthusiasts, particularly in England. Women riders across the countryside are passionately reviving this historic riding style, proving that some traditions never truly go out of fashion.
What Exactly is Sidesaddle Riding?
Sidesaddle is a specialized form of equestrianism that uses a uniquely designed saddle allowing riders to sit aside rather than astride. Historically developed during the Middle Ages in Europe, this riding style emerged as an elegant solution for women wearing skirts and fine clothing who wanted to ride horses while maintaining modesty and grace. Though it occupies a niche in the modern equestrian world, its devoted followers are bringing it back into the spotlight.

Understanding Sidesaddle Saddle Design
The sidesaddle itself is a marvel of equestrian engineering and quite different from traditional saddles. It features two distinctive pommels and a fixed head, along with a leaping head—the higher pommel being the fixed head. When riding on the left (the most common configuration), riders position their right knee around the fixed head for security and stability. While most sidesaddles are designed for left-side riding, right-hand options are available for those who prefer them.

The Modern Sidesaddle Hunting Movement
Today’s sidesaddle enthusiasts aren’t simply preserving history—they’re celebrating a living, breathing tradition. English riders, particularly in regions like Cheshire, are demonstrating that sidesaddle hunting remains both beautiful and relevant. These passionate equestrians highlight the grace, skill, and deep connection to heritage that comes with mastering this unique riding style.
Watch this inspiring video from The Countryside Alliance featuring a group of devoted ladies in the Cheshire countryside sharing their passion for sidesaddle hunting, the artistry involved, and the enduring traditions that keep this elegant practice alive:
Why Sidesaddle Riding Matters Today
The resurgence of sidesaddle hunting represents more than just nostalgia. It’s a celebration of equestrianism’s rich heritage, a testament to elegant horsemanship, and a reminder that timeless traditions can thrive in our modern world. For riders who embrace it, sidesaddle offers a unique connection to equestrian history while demanding exceptional skill, balance, and partnership with their horses.
What do you think about this beautiful revival? Are you inspired by the grace and tradition of sidesaddle hunting? Share your thoughts and opinions with us in the comments below—we’d love to hear from fellow horse enthusiasts about this elegant equestrian tradition!