Whether for work, everyday wear, or just a costume party, cowboy boots are an essential slice of Americana that any self-respecting Southern Gent must have in their collection. Immediately, the best cowboy boots announce you as a guy who knows what he likes and isn’t afraid to show them off.
While other parts of the world may not completely get it, there’s still that whisper of curiosity regarding cowboy boots, and despite their reputation, they’re actually a highly effective option for a variety of situations. They’re long-lasting, easy to maintain, and once you get the rest of the look right, they’re as stylish as they are comfortable. So why not giddy up, and check out what we’ve got for you today, cowboy?
The Best Cowboy Boot For Men
Our first pick for the best men’s cowboy boots is the Ariat Men’s Rambler which will throw you back to dusty old towns in need of some order, but also feel great and look just as good, too. The sole is secure and stable, while the distressed leather shows you’ve been around the Wild West a few times. Inside, it’s comfortable and eliminates fatigue by improving posture, just don’t drop anything on your toe as there’s no steel toe to protect you. Be sure to also check out our selection of the best cowboy boots for women that all the ladies in your life will love.
- Weight4 pounds
Gel cushioned footbed
Promotes good posture
No steel toe
Supportive for all-day wear on the range, the Dan Post Men’s Milwaukee are a great pair of boots at an (almost) premium price for the serious cowboys among you. The stitching is reminiscent of classic boots and adds flair, while the shaft eases pressure on your legs and heels throughout the day. The insole is cushioned, and regardless of how hard you work and how much you sweat, the pull tabs make them easy to take off at the end of a long, arduous day. Our guide to the best wading boots features more amazing footwear like this.
- BrandDan Post
- Weight5 pounds
Easy on and off
No break-in period
A little narrow for some
With a 2” heel for an authentic feel while still coming at a great and affordable price, these Guide Gear Men’s 12” cowboy boots are perfect for more casual riders or even just those who need a pair of casual boots to fit in around their new town. The shaft is detailed and they fit straight out of the box. If you’re not a fan of the tan color, you can also buy them as a pair of black cowboy boots, whatever suits you best, and while they’re not completely waterproof, you might get away with it, depending on where you’re planning on heading. For more waterproof and comfy options, check out our guide to the best Gore-tex boots.
Dual pull tabs
- BrandGuide Gear
Detailing for flair
Fit as expected
Great value for money
Not very waterproof
For the true patriots among you, this Durango Rebel Patriotic Pull-On Western Flag Boot is a way to show everyone exactly who you are and where you come from wherever you go. The full grain leather is well made, while the double row stitch ensures durability, meaning they’ll last forever. The American flag design may be a little too loud for some and you’ll not want to risk damaging them at work, but for celebrations like July 4th, President’s Day, and Thanksgiving you’d be doing yourself and your nation a disservice by not wearing these whenever you get the chance. For great boot accessories, check out our reviews of the best boot laces.
Tempered steel shank
American flag shaft
- ModelMen’s Rebel Flag Brown Db5554
- Weight3 pounds
Full grain leather
Double row stitch
Not suitable for work boots
Perhaps you just need a simple, easy pair of boots for a one-off event or maybe you’re not sure how good cowboy boots will look but you’re willing to take a punt. For this, the Old West Men’s Smooth Leather Cowboy Boot is a perfect choice. Cheap but well-made with genuine leather and a cushioned insole for comfort, they’re great for casual wear and demand zero break-in period. You may not intend on wearing them every day when you buy them, but that might change as soon as they arrive. If you are looking for some winter sports shoes, be sure to check out our guide to the best snowboard boots.
Genuine leather upper
Medium toe and heel
- BrandOld West
Excellent low price
Comfortable straight out the box
Toe is too easy to scuff
The perfect country boots if you’re looking for something between value and top-quality, we present the Old West Men’s Joseph which are easy to pull on, easy to take off, and work well with everything from jeans, to jeans, to even more jeans. In all seriousness, though they are durable with a reinforced shank but still comfortable inside to ease pressure throughout the day, and the arch support is some of the best we’ve come across, so well done, Joseph. If you are interested in super durable footwear, check out our top picks of the best snake boots.
Soft leather upper
- BrandOld West Boots
- Weight5.7 pounds
Comfortable interior fit
Decent arch support
The Durango Men’s Rebel Western Boot may not boast the USA! USA! USA! fanaticism of their flag bearing counterpart but they’re not any less traditionally western. Boasting the Durango Suspension System, your feet will never feel better than when wearing these, while the cushion flex insole enhances mobility for all-day wear. The insole is also removable so you can find the right fit, giving you a spectacular pair of western boots that nearly make it as our premium choice, but up next, we’ve got the new sheriff in town.
Durango Suspension System
Cushion flex insole
- ModelMen’s Rebel Tan Db4442
- Weight4.5 pounds
Lightweight and flexible midsole
Twin pull holes
No toe protection
That’s right, our premium choice for the best cowboy boots in this one-horse town is the Ariat Men’s Tombstone which doesn’t simply boast a badass name that anyone would want to tell their friends about. It also provides high-quality design and construction with superb stability on dirt roads or grassland. They are comfortable, which moisture-wicking technology for hot desert days, and while they may squeak a little on some floors, this isn’t enough to ruin them for you. Don’t forget to also check out our guide to the best steel cap toe boots for more comfortable and durable shoes.
Goodyear leather welt
Advanced torque stability
- Weight5.7 pounds
Dual pull-on loops
Potential for squeaking when walking
The Ariat Men’s Sport are the best of our cowboy boot picks for those who actually want to jump onto the saddle and take a ride. They are approved for riding, ensuring safety and comfort, while the 4 layer footbed keeps your feet feeling soft and reducing pressure when walking or riding. The wide square toe prevents cramping and the air mesh lining ensures breathability to keep your feet feeling as cool as you think you look. They are water resistant and stylish, but the shaft is a little narrow, so maybe take it easy on leg day for the best fit. You may also like some of the best dirt bike boots from our list.
Synthetic air mesh lining
Full grain leather foot
4 layer footbed
Approved for riding
- Modelsport wide square toe
- Weight4 pounds
Wide square toe
Our final pick for the best cowboy boots is the Smoky Mountain Men’s Forest Boots. Here, you’ll get a non-slip rubber sole for stability and secure footing, while the rounded toe is excellent for wider feet and saves potential injuries and infections. They are waterproof and comfortable and they’re also not too expensive. If you’re looking for cowboy boots for father and son, these are a great pick, as the sizes accommodate both adults and kids. For more great options for the youngest members of your family, check out our guide to the best light up kids shoes.
Non-slip rubber sole
Western toe and heel
- BrandSmoky Mountain
- Weight4 pounds
Feel a little tight
Cowboy Boot For Men Buying Guide
How We Chose Our Selection Of Cowboy Boots
Picking our selection of cowboy boots wasn’t as easy as watching endless hours of western movies and trying to figure out who's wearing what. Instead, we undertook serious, considered research based on these 3 factors.
Brand - Great brands indicate quality, and when you’re looking for something as highly priced as cowboy boots, quality is a massive factor. This brand quality ensures you’re getting exactly what you expect and won’t encounter any unexpected issues early on.
Reviews - Reviews are fantastic for helping us learn a little more about the products after a week, month, and year. They help us understand comfort, fit, and durability, all of which are crucial for finding a great pair of shoes, cowboy boots or not.
Price - You shouldn’t expect cowboy boots to be the cheapest shoes around, so expect to pay more than your average shoes. However, we still want to appeal to as many readers as possible, so while we picked some pricey options, we picked affordable options, too.
Features To Look For In Cowboy Boots
Hold your horses there, cowboy. Before you saddle up and ride off into the sunset like Dirty Harry, check out these key features to look for so you can be sure the cowboy boots you pick are the right ones for you. This town ain’t big enough for two pairs, anyway.
Heel Height - You want a little heel height, but not too much that you ruin your balance. Typically, 2.5” is the average height of the heel, but you can go half an inch, either way, depending on what you prefer.
Material - Obviously, leather cowboy boots are the one to look out for as they are waterproof and feel more authentic. However, leather is also expensive, and if you’re on a budget, looking for synthetic options is a good idea. Most of the time, these options are so close to the real thing that no one will notice, anyway.
Flexibility - Decently flexible boots give you better control over your stride and help maintain mobility. This increased range of movement is excellent for working all day long and prevents cramping around the arches to keep you feeling fine.
Durability - A pair of men's western boots should last as long as possible and be capable of dealing with all the bandit fights, horse races, and trains heists you can pull off. Along with the material, also look for durable soles, as this is often neglected when looking for any shoes. Some boots may cost more at first, but they will often last longer, whereas you’ll need to repair and replace cheaper boots more often, and this isn’t economical.
Grip - It’s unlikely you’ll be dealing with too many slippery surfaces, but having sufficient traction and grip can help prevent injury and make it easier to deal with different terrains if you wear your cowboy boots at work. This extra stability is great for giving you extra confidence and will help you tackle more jobs with ease.
Breaking In - You can expect to need to break in most shoes, and cowboy boots are no different. Unlike other boots, though, you can break them in faster by wetting them while wearing them to stretch the leather and leave them overnight. Repeat this a few times to find the optimal fit.
Some boots feel great straight out the box, too, which is great if you want to wear them straight away.
Toe Shapes - You can choose between narrow, pointed, or flat toes and if you have wide feet, a flat toe is the toe shape for you. Narrow and pointed toes might appeal to some, but if you’re looking for an easy-to-wear option, the breathability of the flat toe cannot be understated.
- Everything You Need to Know About Cowboy Boots - Cowboy Boots Hub
- How to Break In Your Cowboy Boots- 5 Ways to Get Instant Comfort - FootFitter