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10 Best Cowboy Boots for Horse Riding– Durable & Comfortable

Last updated: November 2, 2024

By: Miles HenryFact Checked

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Finding the best cowboy boots for horse riding is key to ensuring comfort, durability, and safety in the saddle. Over the years, I’ve tried various brands, but a few have repeatedly proven their worth. In this guide, I’ll share insights on some top-rated boots for riding, including my personal favorites and why I rely on them.

1. Top Picks for Comfort

When you’re in the saddle for hours, comfort becomes critical. These boots are crafted with features to minimize foot fatigue and make long rides more enjoyable.

Ariat Heritage Roper cowboy boots with ATS technology for comfort on long rides.
The Ariat Heritage Roper offers a classic roper style with modern comfort technology.

Ariat Heritage Roper

  • Anecdote: I’ve found the Ariat Heritage Roper’s round toe especially helpful on days when I’m out riding trails for hours. The extra toe space is a game-changer, making it far more comfortable, especially if your feet are on the wider side.
  • Comfort Features: Built with ATS (Advanced Torque Stability) technology, this boot offers a gel-cushioned footbed, moisture-wicking lining, and lightweight composite shank for stability—ideal for minimizing foot fatigue on long rides.
  • Why Riders Love It: Many riders enjoy the round toe, which provides extra room for wider feet, and the roper-style heel, which offers stability for extended wear.
  • Perfect For: Long trail rides, daily barn chores, and anyone needing a blend of support and comfort.
  • Compare Prices and Features

Justin Bent Rail Cowboy Boot

  • Anecdote: The flexible insole in the Justin Bent Rail makes these boots my go-to for days I know I’ll be walking a lot around the barn after riding. The boot adapts to your foot, making each step feel natural.
  • Comfort Features: Justin’s J-Flex Flexible Comfort System® includes a triple-density insole, designed to relieve pressure and adapt to the shape of your foot, providing day-long cushioning and support.
  • Praised By Riders For: Its flexible, cushioned insole, which allows easy movement in and out of the saddle. The boot is a solid choice for those who split their time between riding and working on foot.
  • Check prices for Justin Bent Rail Cowboy Boot on Amazon.
Tecovas ‘The Doc’ cowboy boots with square toe and leather sole for riding safety
My durable Tecovas ‘The Doc’ cowboy boots—ideal for long rides.

2. Best for Durability

Durable riding boots are essential for handling rugged conditions, whether out on the trail or working the ranch.

Tecovas The Doc

  • Anecdote: I like a square toe for riding, and the Tecovas The Doc has just the right shape for keeping my toes comfortable during long rides. I prefer leather soles for riding because they allow the boot to slip out of the stirrup easily in case of a mishap—a crucial feature for safety when riding.
  • Durability Features: Made from full-grain leather with Goodyear welt construction, these boots are built for heavy use. The square toe adds style and comfort, offering extra space for toes during long hours in the saddle.
  • Why I Prefer Them: The Doc’s leather sole offers just the right amount of slip, allowing the foot to exit the stirrup quickly if needed. This, combined with the spacious square toe, makes it a great choice for days when I need reliability and safety.
  • Ideal For: Ranch work, trail riding, and everyday use in rugged environments.
  • View Product Information
Best Cowboy Boots for Horse Riding – Lucchese Classic Western for style and durability
My Lucchese Classic Western cowboy boots offer style and durability.

Lucchese Classic Western Boot

  • Anecdote: Lucchese has been a mainstay in my collection for years because of its classic style and the quality of its leather. I particularly appreciate the softness and smooth finish of the calfskin, which not only looks great but breaks in beautifully, conforming comfortably to my foot over time. The leather is also tough enough to withstand frequent rides without showing wear, making it reliable for both trail and stable use.
  • Durability Features: These boots are crafted from calfskin or other premium leathers, known for their soft feel and durability. Lucchese’s hand-stitching reinforces stress areas, giving them a timeless look and feel.
  • A Favorite Feature Among Riders: Lucchese’s high-quality leather and craftsmanship make these boots long-lasting. The leather sole offers a secure feel in the stirrup, which I appreciate for more technical rides where control matters.
  • Great Choice For: Riders looking for classic, durable boots that stand the test of time.
  • Find Deals on Amazon

3. Most Affordable Options

For riders seeking budget-friendly options, these boots deliver comfort and durability without a hefty price tag.

Roper American Patriot Boot

  • Affordable Quality: With an EVA-cushioned insole and slip-resistant outsole, these boots provide a comfortable and secure fit at an accessible price.
  • Why Riders Choose It: Riders find these boots to be a good balance between comfort and stability, especially for short rides or barn chores.
  • Best For: Beginners or casual riders looking for a reliable, budget-friendly boot.
  • Get Pricing and Details

Laredo Men’s Breakout Boot

  • Affordable Quality: Specifically designed for horse riding, the Laredo Men’s Breakout Boot features a rubber outsole for traction and a cushioned insole for added comfort, making it a suitable choice for riding and stable work. Made from genuine leather, this boot combines affordability with durability.
  • Why Riders Appreciate It: Many riders praise the comfort and durability of these boots, noting the rubber sole provides reliable traction on various surfaces. For those with larger calves, the fit is also a notable feature, with one customer review mentioning, “I also have big calves, and they fit really good on my calves.”
  • Perfect for Use In: Horse riding, barn chores, and casual outdoor use.
  • Check out Laredo Men’s Breakout Boot on Amazon for more details.

Summary Comparison

For all-day comfort, the Roper American Patriot is a great choice for short rides and barn tasks, while the Laredo Men’s Breakout Boot is specifically designed for horse riding with added features like a rubber outsole for traction and genuine leather construction. Both options provide durability and affordability, ideal for budget-conscious riders.

4. Best for Safety

Safety features like a defined heel, snug fit, and slip-resistant soles are crucial in riding boots. These boots prioritize stability and secure footing.

Ariat Men’s Sport Wide Square Toe Cowboy Boot

  • Safety Features: Approved as a performance riding boot, the Ariat Men’s Sport Wide Square Toe Cowboy Boot includes a 1.5-inch heel that keeps your foot in place and a durable rubber outsole for slip-resistant grip, ideal for safe mounting and dismounting.
  • Why Riders Feel Confident in It: Riders appreciate the comfort and durability of these boots, with one customer mentioning, “I wear these boots every single day. Super comfortable.” Combining a stable heel and grippy outsole gives riders confidence, especially during longer rides.
  • Chosen By Many For: Those seeking a boot that combines safety with everyday comfort and secure footing during rides.
  • View Product Information

Tony Lama Men’s Derby Lenado Medium Round Toe Casual Boot

  • Safety Features: Although primarily designed as a casual boot, the Tony Lama Men’s Derby Lenado has a medium round toe and provides solid support. The rubber outsole offers good traction, and customers report wearing these boots comfortably for horseback riding and other activities.
  • Why Riders Appreciate It: Many reviewers mention the comfort of these boots right out of the box, with one saying, “I wear them for horseback riding, and they provide good support.” These boots are versatile for everyday wear, though consulting expert advice for riding-specific needs is recommended.
  • Popular With: Casual riders who prioritize comfort for everyday activities, including light horseback riding, hiking, and general outdoor use.
  • See Details on Amazon

5. Western Boots for Style and Versatility

These boots transition smoothly from stable to street, offering both style and function.

Chisos #2 cowboy boots crafted for durability and style, worn with jeans
My go-to for long trail rides is Chisos #2 cowboy boots.

Chisos #2

  • Style and Versatility: The Chisos #2 is crafted with high-quality leather and thoughtful design details that stand out, making it a stylish choice for both riding and everyday wear.
  • Why Riders Love It: Riders praise the comfort and durability of Chisos #2 boots, with many noting that they feel great right out of the box. Personally, I find these boots look fantastic, are comfortable, and perform well while riding horses.
  • Meant For: Riders who want a durable, stylish boot that seamlessly moves from stable to social settings.

Tony Lama Men’s Buckaroo Cowboy Boots

  • Style and Versatility: Specifically designed for riding, the Tony Lama Men’s Brown Rosston 16in Buckaroo Cowboy Boots feature a riding heel that fits securely in the stirrup while allowing for a relaxed fit. The 16-inch shaft adds a classic Buckaroo look with added leg protection.
  • Why Riders Love Them: Riders appreciate these boots’ comfort and quick break-in time, with one reviewer stating, “They have been comfortable from day one and broke in fast.” The boots combine traditional cowboy boot style with functionality suited for horse riding.
  • Tailored To: Horseback riding, ranch work, and everyday wear.
  • Explore on Amazon
Woman horse riding Western style, showcasing proper fit of cowboy boots
Wearing the right cowboy boots is essential for comfort and safety.

How Cowboy Boots Should Fit for Riding

A proper fit is essential for safety and comfort. Here’s a guide for finding the right fit:

  • Snug Fit: A boot that fits snugly around the instep and ankle keeps your foot from slipping in the stirrup, increasing safety.
  • Measuring and Trying On: Measure your foot in the evening, when it’s slightly swollen, for the best size. Try boots with the socks you wear for riding.
  • Assessing Heel Lift: A slight heel lift (up to a quarter inch) is normal; it indicates a good fit, while excessive lift means the boot is too loose.

Key Safety Features to Consider in Riding Boots

Here are essential safety features to look for in cowboy boots made for riding:

  • Defined Heel: A heel height of at least 1-1.5 inches keeps your foot secure in the stirrup, preventing slips.
  • Slip-Resistant Soles: Rubber or treaded outsoles provide grip, reducing slip risks on uneven or wet surfaces.
  • Snug Instep and Ankle: A close fit around the instep and ankle prevents the foot from sliding too far into the stirrup.
Children riding Western-style horses, illustrating the snug fit of riding boots for safety
Children riding horses Western-style, illustrating the snug fit of riding boots for safety

Final Thoughts on Choosing the Best Cowboy Boots for Horse Riding

The right cowboy boots provide comfort, durability, and safety. My experience with Tecovas The Doc, Justin Ropers, and Lucchese Classic Western has shown me the value of investing in quality boots. Each option listed offers something unique, from cushioning to timeless craftsmanship. You’ll enjoy safer and more comfortable rides by choosing a well-fitted, supportive boot.

Ready to explore more about horses, riding, and gear? Visit Horse Racing Sense for expert advice and tips on everything equestrian.

Miles Henry

About the Author: Miles Henry

Miles Henry is a lifelong horseman with over 25 years of experience owning and training Thoroughbred racehorses. He shares expert insights from his personal experiences growing up with horses, including Quarter Horses and Appaloosas, and currently owns seven Thoroughbreds in training.

Learn more about Miles Henry