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How To Wear a Fedora Hat: A Style Guide for Men

The fedora hat is undoubtedly one of the most elevated and classy accessories you can wear. However, there’s a time and a place for classy dressing, and wearing a fedora hat at the wrong times can turn this designer hat into a fashion faux pas. Learning how to wear a fedora hat at the right times and with the right outfits will ensure you have a fresh, upscale style at all times.

So, when considering how to wear a fedora hat, there are a few rules you must keep in mind. If you wear the hat at an inappropriate event or with the wrong clothes, you’ll present the image of a weirdo. And no one likes a weirdo. Wear it when the event calls for it–not when you just feel like injecting some style into an event.

Fedora Hats are a Classy Accessory

First and foremost: a fedora is a dressy hat. It is smart and fashionable, something that screams style and “I have good taste.” Don’t let them think otherwise by wearing it any other way.

It looks best when paired with a suit and tie. Fancy dinner parties and weddings are great occasions, but avoid anything too serious like a funeral, as a fedora is simply out of place.

Just for you fellows that love lists, here’s a quick list of places and times to wear a fedora hat:

  1. Weddings
  2. Balls or upscale dances
  3. Fancy events like the Kentucky Derby
  4. Black tie events
  5. Casual events and outdoor settings (if you are wearing a straw fedora)

Can I Wear a Fedora Hat With Casual Clothes?

Is it ever appropriate to wear a fedora casually? Generally no. Don’t wear a timeless wool Frank Sinatra style fedora with a t-shirt. You’ll look like you live in your mother’s basement and eat potato chips for lunch. Don’t do that.

However, like all rules, this too can be broken, but only in good judgement. Fedoras can be downright trend-setting if worn with the right pair of jeans. As long as the outfit is forward thinking enough and the clothes fit well, then go ahead and add a blazer, as anything with a collar is a smart move.

A straw fedora hat can go seamlessly with a pair of jeans and a nice collared shirt if you are on vacation, lounging at the beach or pool, or heading to a beach club. However, not everyone is going to appreciate the style. Wear one if you want to keep the sun off your face and maintain an upscale look at the same time. Generally, unless you are an artist, songwriter or actor, wearing a fedora (even a straw one) with jeans and a t-shirt is not an everyday event.

How to Wear a Fedora the Right Way

If you are attending one of the events mentioned above, here’s how to wear your fedora. First, it should fit correctly. The hat should not be too big on your head, and it should not droop down over your forehead. The fedora should rest comfortably slightly above the center of your forehead, and above your ears. Tilt the fedora to the side slightly if the look suits you, otherwise wear it straight and centered–this is always the best bet for wearing a fedora.

Match the fedora to your outfit. Make sure it is not fancier than your clothes. If you are wearing a sharp, tailored suit, a wool fedora with a nice hat band and moderately stylish accent is a fine choice. Save the ultra sharp fur felt fedoras for your tuxedo or upscale suit. The color of the fedora should match the suit or be lighter than it. In some cases, a black fedora will be a fine accent for a lighter suit. For instance, a black fedora can make a red or green suit pop, you’ll have to depend on your own sense of color and style when matching the fedora to your outfit.

Not everyone has the perfect color fedora for every suit, so play it safe. A gray fedora can go with blue, gray, black and some other darker colored suits. It’s an excellent color fedora to have on hand for any event!

If you are wearing a casual straw fedora, stick to natural colors, they can match just about any outfit. Darker color straw fedoras can be worn with dark and light shirts as well.  Obviously, the final choice is yours. You need to determine what types of fedoras go best with your outfits. Take a look at our selection of mens fedora hats and get some style ideas of your own!

It's Time for a New Fedora. Browse our Selection.

Choosing the Right Fedora Hat Styles

Fedoras come in many variations. They can be made of wool, felt, or straw. Depending how you dress, what the occasion is, and generally the climate, all determine what style will fit you best.

If traveling to a warmer destination or for those steamy summer months, a straw fedora hat is an excellent choice. It will leave your head cooler and ensure you don’t overheat. Inversely, if you frequent chillier states or need a dressy winter hat, a wool fedora hat will do the job just fine.

Leather fedoras really only accent the most urban styles of dress. Some artists and rock stars pull off wearing these with jeans and a t-shirt, but let’s behonest, if you aren’t traveling around the country selling out venues, you probably want to stick to something a little less bold.

New to these Hats? Read our Guide to Get you Started

When do you wear a fedora? Let us know in the comment section below.

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