16 Stylish Hats Every Man Should Have

by Saturday, August 28, 2021

Hat Style Guide: 16 Stylish Men’s Hats

The hat is a classic menswear piece that wrongly fell out of style over the last 50 years. But the hat is finally making a comeback. Hats are important to menswear for two basic reasons:

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  1. A hat is functional. It protects you from weather, makes you look taller, sends a visual message of societal position, and covers any imperfections of the upper head.
  2. A hat is timelessly stylish. For thousands of years they have been a signal of societal status, establishing what type of men you really are.  Can you imagine a cowboy without his hat?  What about a Marine without his cover?  A Greek fisherman without his wool cap?  A Russian without his Ushanka?

In this classic men’s hat infographic, I show you 16 men’s headwear pieces you shouldn’t be afraid to add to your arsenal. You’ll find variations of all these across the globe – pick the few that suit your needs and wear them. Because a confident man in a hat is an unstoppable man.

SUN HAT

Men’s sun hats are perfect for a summer day at the beach or while enjoying outdoor sports.

BASEBALL CAP

Men look good wearing this baseball cap whether they’re playing ball or just walking down the street. Today, you can see baseball caps worn by both the rich and famous as well as the regular man on the street.

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FLAT CAP

A flat cap is a rounded cap with a small stiff brim in front. The hat is also known as a cabbie cap, longshoreman’s cap, cloth cap, scally cap, Wigens cap, ivy cap, etc. Also referred to as the working cap for its origins among British immigrants in America, the men’s flatcap is as convenient for work as it is for play.

NEWSBOY

Newsboy cap or newsy/newsie cap is a casual-wear cap similar in style to the flat cap. They were worn by fashionable young men in the 1920s.

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FEDORA

The fedora evokes classic style with a slight sense of carelessness. Best to wear the fedora with a suit and tie, adding to one’s individual sense of style.

TRILBY

A nice trilby hat is a traditional hat that best goes with wearing something smart or smart casual. It immediately makes the overall look quite formal.

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PORKPIE HAT

Best suitable worn by men who are already tall, the porkpie is a shorter style and has a flattened top without a crease down the center.

HOMBURG

This would be the fedora’s dressier cousin, the homburg is your best bet for a formal business look. This would be the go-to dress hat of businessmen, politicians, and other well-to-do gentlemen in the western world.

BOWLER / DERBY

The origins of the bowler or derby are working-class, and it is considered less formal than styles like the homburg and the fedora.

PANAMA HAT

Panamas come in a lot of different shapes and sizes. Wide brimmed ones generally suit a bigger face, while narrower panamas suit thinner faces.

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WESTERN

Western hats are high-crowned, wide-brimmed hats. The most common style has a “double crown,” where the felt is stiffened with a crease down the center and a dimple on either side of the crown, but other shapes are possible as well.

STOCKMAN HAT

At home on the American range, the Stockman will bring the adventurer out of anyone. This hat is made from 100% Formosan straw that is softer to the touch.

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WATCHCAP

Stay warm this winter in this worsted wool ribbed watchcap. This durable beanie hat is made from thick and heavy worsted wool, perfect for keeping your head and ears protected from that blustering winter wind.

USHANKA / TRAPPER

“Ear hat”, also called an ushanka-hat is a Russian trapper hat style that has been around for many years, and is now world famous for being warm and unique in terms of appearance.

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ASTRAKHAN

Astrakhan is a type of curly black fur that comes from a young sheep, also, a cloth that resembles such fur and of Russian origin.

STORMY KROMER CAP

The Stormy Kromer cap is a wool hat manufactured by Stormy Kromer Mercantile. The hat is popular in the Midwest region of the United States and with hunters. – Source. Ft. image via.

So what hat do you own and wear? Which classic men’s headwear pieces might make their way into your wardrobe soon? Let us know what your thoughts and leave a comment in the box below. Don’t forget to subscribe to our newsletter and like us on our Facebook Page. Thank you for dropping by!

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Originally posted on January 6, 2016 @ 4:17 PM

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