Best Boots for Trail Riding

Are you worried about your feet on a long trail ride? While you probably won’t be walking on the trail, keeping your feet comfortable while spending long hours in the saddle is important. From boots that are too tight to rubbing your ankles and super hot feet, the wrong boots can cause more harm than good, especially on the trail. Every rider has a preference for riding boots, but we’ve gathered different options for everyone.

Picking the Right Trail Riding Boots

Selecting the wrong size, shape, or material can leave you with sore feet and blisters, especially after a long trail ride. Choose breathable, comfortable, and durable boots when picking boots for trail riding. You want to ensure the material is breathable to keep your feet dry during your ride. Remember that most boots need a break-in period of at least 8 hours. However, if the boots are still uncomfortable after the break-in period, there might be better ones for you.

Best Trail Riding Boot

We’ve picked some of our favorite trail-riding boots based on comfort, breathability, and durability. We know everyone has personal preferences, so make sure to try on any boots to make sure they are what you are looking for before buying!

Best Cowboy Boots for Trail Riding

If you love good cowboy boots, it’s hard to beat the Smoky Mountain Denver Cowboy boots. These classically styled leather boots have a soft upper, making breaking in easier. The Tricot lining keeps your feet cooler, while the rubber sole absorbs impact as you walk. These boots come in a distressed brown or black.

Best Paddock Boots for Trail Riding

Paddock boots are one of the best options for trail riding. Combined with a breathable set of half chaps, they give you more movement than tall boots. Plus, they are more versatile—whether you want to wear them with jeans or breeches, they work! Paddock boots range from “fancy” to utilitarian for day-to-day barn tasks between rides.

We love the Ovation Keswick Zip Paddock boots for a few reasons. One, it’s hard to beat beautiful nubuck leather. Two, the Cambrelle® wicking material will keep your feet dry even during hotter days on the trail. The front zipper makes them an easy on/off option. And, if that isn’t enough, the MemoryFlex™ conforming European memory foam makes them super comfortable to wear all day long!

The Ovation Energy Zip Paddock boots are a great budget-friendly option. It might be hard to tell because of the quality of these boots, but they are synthetic. This means they are easy to care for and water resistant, which is ideal if you cross streams on your trail ride. The durable TPR sole will keep your feet comfortable and provide the support you need for a long trail ride.

Best Tall Boots for Trail Riding

In general, tall boots are not ideal for trail riding, but Ovation’s Sofia Grip Brown Field boots are slowly changing this perception. These boots are perfect for trail riding if you prefer tall boots. The soft, moisture-wicking mesh lining keeps your feet dry, while the synthetic leather shaft has superior breathability compared to other tall boots. The inner leg features an extra grip for those unexpected trail spooks. 

Buying the Right Trail Riding Boots

Finding the right trail-riding boots can take time and some experimentation. If your current riding boots aren’t cutting it, it might be time to try boots more aligned with what you are doing. Look for breathability, durability, and comfort.