12 Best Cowboy Hats for Men
Shop all the classic styles, including Ladd's favorite.
Every item on this page was chosen by an editor from The Pioneer Woman. We may earn commission on some of the items you choose to buy.
Nothing feels more Western than donning a cowboy hat. You instantly picture a cattleman riding a horse through open pastures... you know, just like Ladd Drummond. It's a rare day when you won't see him working hard on the ranch with a brimmed hat on his head to protect him from the elements. Of course, you don't have to be an actual cowboy on a frontier to wear one―they're an American classic! Seriously, check out these best cowboy hats for men and see for yourself.
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There's no one-size-fits-all look to cowboy hats, either. "There are different shapes for different people. I tried dozens and dozens until I found the right one," explains Ree Drummond. And she's right! The original style was credited to John B. Stetson back in the 1860s and different shapes have evolved since then. You'll find the six classic shapes right here and then some. And yes, of course we included Ladd's favorite, along with plenty seen on characters on popular shows like Yellowstone and all the other Taylor Sheridan spinoffs.
Speaking of Yellowstone, these hats make excellent gifts for fans of the show or cowboy gifts for any guy in your life that you may want a little Western flair for his wardrobe. They can be for work or for play all year round, making them an excellent investment. So if you're ready to giddy up and search for the best cowboy hats (which by the way, also double as cowboy hats for women), try these ones on for size.
Saddle up to these great ideas, too:
The classic cattleman shape has a crease in the top and a tall, narrow crown with two ridges. It should be no surprise given the name that it's the style worn by Ladd! This option from Stetson is made from genuine buffalo fur felt with a leather sweatband on the inside. It's water-resistant, too.
If you like the cattleman shape but want to accentuate your jawline a bit more, go for a pinch front! The crease is typically a little deeper to create an aesthetically pleasing angle. A great example is the Stetson Seneca, available in several classic colors in buffalo fur felt.
Yes, you guessed it: This style hat was donned by none other than the famous John Wayne. It is similar to the pinch front hat but has another pinch in the back, creating a diamond shape. The large four-inch brim will certainly make a statement and the wool felt construction keeps it sturdy.
This may look super modern now, but the original cowboy hat was actually this style! It's called boss of the plains or open crown, and it lacks a crease at the top. Made of Australian wool, you can leave the brim flat or shape it yourself for a custom look.
Did you know that "mountie" is short for "Montana crease?" It's telltale feature is the four symmetrical creases around the crown, and you'll see it on rangers for the National Park Service all across the country. This 100% wool version will be just as sturdy for your everyday use, too!
Wanna gamble on a good look? Try this style! A gambler style is characterized by a low crown without peaks and often a slightly curved brim. You can bet and win big knowing this 100% wool option will last you quite some time.
Mens Felt Cattleman Cowboy Hat
Calling John Dutton! We've got your favorite style in six different colors right here! Like Ladd, the patriarch on Yellowstone wears a classic cattleman style. We particularly like brim on this felt wool option.
Yellowstone x Bailey Rip Wheeler Cowboy Hat
Yes, that's right! There's an official Rip Wheeler hat and it can be all yours. It features a sturdy chocolate brown felt construction and the same rugged brim that makes him look so cool.
Pretty much every single hat on this list can withstand the elements, but the Bozeman was specifically designed with outdoor activities in mind. Made from 100% high quality wool, it has a fully crushable construction, meaning you can pack it for all of your adventures and it will pop back to its original shape.
You don't have to spend a lot if you're looking to experiment with a look. This affordable find on Amazon comes in several different colors and has an adjustable brim that you can shape to suit your style.
Looking for something more breathable in the summertime? Look no further than straw! It's a classic that will never go out of style. This one, from the popular cowboy boot brand, has just the right color and shape you'll wear all season.
While most traditional cowboy hats are felted, there's something so rugged and cool about a leather option. Just look at this one! It's made of real cowhide and has a matching leather chinstrap to keep it secure. It comes in two other colors, too.
AnnMarie Mattila is the Senior Editor for The Pioneer Woman, covering a wide range of topics from food and cooking to home, beauty, style, and more.
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