Top 9 Men’s Hat Styles All Men Should Consider


There are a seemingly endless number of men’s hats on the market. You may be overwhelmed by so many different styles, or you may be looking for something new to try! Either way, these stylish men’s hats are great for any occasion and style!

Newsboy Cap

The newsboy caps are technically a type of flat cap. However, they are rounder and fuller than the standard flat cap.  This is a traditional cap that has been a sign of style since the early 19th century and continues to be a staple in men’s high fashion. Pair it with a peacoat and a business casual look to best effect. This cold-weather hat is versatile, and it’s extremely easy to make a newsboy cap look good.

Flat Cap

The flat cap tapers forward towards a stiff brim. These ‘driver’s hats’ are a great addition to any man’s wardrobe. They look great when paired with casual attire. These hats were worn primarily by farmers and workmen, making them great for just about any casual occasion. These hats come in a variety of colors, including classic tweed, and are often lined with wool or fleece to make them warmer for those cold months.


A beanie or toque is an extremely casual winter hat. This hat is usually knit or crocheted and can be worn in a myriad of different ways. It’s a soft hat, but it’s great at keeping your head and ears warm. However casual, the beanie is a versatile and popular hat for men everywhere. It’s good to have one on hand!

Bucket Hat

The bucket hat is sturdy and understated, perfect for when you want to be a bit more professional. It’s a step up from a beanie or a baseball cap when you need a bit of extra style, but you can also dress it down as needed. This hat has a sloping brim that looks great on men with a slightly scruffy hairstyle. Choose a classy color or represent your favorite team or brand with a logo.

Baseball Cap

The baseball cap is the standard cap for most men and women. There are variations available, but nothing beats the classic, standard baseball cap when it comes to casual style. My Pride Apparel boasts a large collection of Black pride hats for women. Adding this cap to any outfit makes a statement, whether you’re sporting a logo or wearing it backward.


Boater caps were, in the past, worn by barbershop quartets and gentlemen on a summer stroll. These wide-brimmed straw hats are back in style. In the warmer months, attach a ribbon that represents something that you believe in for extra style!


The fedora is one of the premier men’s dress hats, and it’s been that way for decades. It’s easy to imagine a mafia leader in the 1940s wearing a trademark fedora. Despite some mild social stigma, the fedora is still the go-to dress hat for men of class everywhere. Try one out and see how easily it can dress up your look. Fedoras don’t work well with casual wear, so make sure to pair it with a dressed-up look.


The trilby is often confused with the fedora, but it’s a different style entirely. You can find a trilby in most high-end hat stores today, as certain celebrities and style experts have brought it back into style in recent years. The trilby is usually made of felt and features an angled brim and a cleft running up the center of the crown.

Bowler/Derby Hat

The bowler hat is often referred to as a derby hat, and they are the same. It’s an iconic British style that you’ve probably seen in several period films and television shows. While this hat seems to have gained a reputation of class, it isn’t as formal as the fedora. The classic rounded crown is distinctive and eye-catching, so make sure that you’re ready to make a statement before choosing this hat.


This is just a small sampling of the men’s hats that are available. The great thing about changing your style is you can try different things and see what works for you. Consider trying any (or all) of these 9 styles to broaden your style horizons and begin looking sharp no matter the occasion.

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