7 Stylish Ways to Wear Your Flat Brim Cowboy Hat

Do you own a flat brim cowboy hat and are looking for ways to spice it up with interesting outfits? Dressing up with a cowboy hat is tricky. You’ll either end up looking like a smart gentleman or a complete fashion disaster. So, before you decide to don your hat upon whatever you’re wearing, make sure you know the best ways to wear your flat brim cowboy hat for a good impression. 

Cowboy hats are becoming quite a trend these days.

They are the definition of both classic and modern styles. Whether you’re trying to accentuate your outfit or just covering up bad hair days, you can’t go wrong with the right cowboy hat to suit your style.

From the most casually dressed man to a suited-booted gentleman, these signature hats deliver the most iconic looks. 

Why A Flat Brim Cowboy Hat?

There are many types of cowboy hats of various sizes, fabrics, and shapes. So, you must check out the different types and find which type suits your style best. The flat brim cowboy hat is one of the most popular types, notable for its round and flat brim.

They come with different names, such as stiff brim hats, flat brim, or ranchers. This particular hat is a mix of both western country hats and wide brim fedora hats. It is currently among the trendiest cowboy hats for men. You won’t have to worry about the hat being scrunched up. It isn’t called stiff brim hats for no reason. 

The good thing about a flat brim cowboy hat is that it is ideal for wearing in any season and on many occasions. But the real problem lies in how to style the hat to look classy and elegant. It all depends on how you choose the outfit to match your cowboy hat for a signature look.

Considering the type of look you wish to achieve, be sure to emphasize your outfit and shoes to get the desired look. Just like cowboy boots with a cowboy hat can make you look like a western cowboy, sneakers and formal shoes can create a casual or formal look.

If you’ve been wondering how to add some life to your hat with complementary outfits, here are the top 7 ways to style with flat brim cowboy hats. 

man wearing a flat brim cowboy hat

Flat Brim Cowboy Hat Styles 

1. Classic Style

Do you want to pull off the classic cowboy style? Nothing beats a clean and classic cowboy look. And if you’re one of the stickers for traditional western cowboy vibes, the classic style would be a wonderful way to wear your cowboy hat. Just put on your favorite T-shirt and a pair of denim jeans, preferably blue. Top off the outfit with a large belt buckle and cowboy boots. This outfit makes the perfect choice for working on a farm or ranch. 

2. Winter Style

Everybody loves a well-dressed gentleman with a flat brim hat. You’ll be able to achieve a fall weather style with a neutral cowboy hat along with cowboy boots, fur moto jacket, and faux leather. Coziness is the definition of winter style. Experiment with various shades and colors of hats and outfits to see which defines your style in the best way.

3. Simple and Elegant Style

Sometimes, you don’t have to put in too much effort to look good. That is if you know what styles work best for you. Simplicity is becoming more and more popular. If you wish to try on this simple cowboy look with a flat brim hat, wear a pair of oldies denim jeans and a white top. This is one of the easiest ways to dress up with a cowboy hat, and the final look is always worth it.

flat brim cowboy hat

4. Polished and Sophisticated Style

A lot of gentlemen pull off the neat and sophisticated look with a flat brim cowboy hat. If you wish to look more refined and polished, you need to work on your outfit. Fitted pants and a turtleneck with a flat brim hat can create an elegant formal look. You might also want to throw on a trench coat and a pair of cowboy boots for a more polished and sophisticated look.

5. Bohemian Style

The bohemian style has always triggered fascination and praise around the world. If you have a flair for the bohemian style, you’ll be happy to know that you can pull off the look with a tan flat brim hat, blue jeans, and a graphic T-shirt with flannel to add a touch of style.

man in flat brim cowboy hat

6. Trendy Style

Many people love blending in with the most current trends. If you wish to give your cowboy hat a glam-up, pair it with a leather jacket over a white T-shirt to look clean and stylish. Finish the outfit with skinny blue jeans and pointed boots.

7. Retro Western Style

What about going back to the 90s fashion and just going retro with a flat brim cowboy hat? The retro western style is another major style that offers a unique yet stylish look. Wear an open shirt over a fitted vest, cowboy boots, and bell-bottom pants to recreate the retro cowboy look. You can even add denim jackets and a belt to pop the style and make it your own.

Mistakes to Avoid With Flat Brim Cowboy Hats

Maybe your objective is to look smart and modern in a flat brim cowboy hat. If that result is what you’re looking for, you might want to stay away from the outfits and materials that ooze the western cowboy vibe. Traditional cowboys are known for their denim clothes, plaid shirts, and cowboy boots. So if you use these with your cowboy hat, you’ll be emitting western vibes. If you want to stay trendy, go for more modern pieces that offer more of a contemporary vibe. 


A flat brim cowboy hat can offer any wearer with versatile style choices. No matter what event it is or what time of the year it is, these cowboy hats are always there to rescue any gentleman looking for a classic yet modern look. They fit into multiple outfits and accessories and offer a high level of comfort, style, and convenience. With the wide availability of these hats in a myriad of colors and sizes, you’re sure to find the perfect style to wear your flat brim cowboy hat.

Join our Gentleman's Club & Get 10% Off!

Access to Exclusive Content * 10% off Top Shelf Box * Free Monthly Giveaways

I agree to have my personal information transfered to MailChimp ( more information )

I will never give away, trade or sell your email address. You can unsubscribe at any time.


You May Also Like…

You’ve Been Invited To

Gent’s Club

Brand offers. Style advise. Money Tips. Exclusive Content. Giveaways and events. This members-only club is for gentlemen who are ready to take their life to the next level. You’re invited.