Types of Men’s Hats for Any Occasion

Hats as an accessory are typically associated with the 40s or old movies, but they can be used as a modern accessory to dress up an outfit for any occasion. Despite their versatility, hats continue to be a bit of a mystery. How do you style them? Which hat is best for you? There can be a lot of unknowns surrounding hats that it’s easy to overlook or avoid them.


If you’re new to the hat game, you may or may not know that there are different types of men’s hats that can be styled for any occasion. While it isn’t a complete list, below you’ll find a beginners guide to the many types of men’s hats.

1. Fedora

Perhaps the most classic men’s hat is the fedora. It’s been used in classic movies since the beginning of film and used to dress new, modern characters in a way that’s reminiscent of the past. The great thing about fedoras is that you can find them in just about every color and size imaginable which makes it possible to find one no matter what size your head is. 


Fedoras flatter every face shape which is perhaps why they’re viewed as the classic men’s hat. Measuring your head to find your hat size is the first step in finding the perfect fedora, but once you have your measurements in hand, finding a fedora to wear with any outfit and for any occasion is easy.

2. Panama

Similar to a fedora, the panama hat style is typically very light colored and lightweight. It’s great for summer and warm days, but it can be worn year round if you wish.


Since it’s a summer hat, the panama style is made from breathable materials and will keep your head from overheating even under direct sunlight. It looks particularly stylish with polos and crisp linen shirts, but if you’re on top of your hat styling game, you can make it work for just about anything.

3. Bucket


Bucket hats are less formal and make a great go-to option for a more casual outfit or occasion. Whether you’re going to the beach, strolling through the town, or planning a casual date night, a bucket hat is a great way to cover your head and accessorize. 


For those who have paler skin or larger features, bucket hats are a very flattering choice. The brim is very narrow and sloped downwards. It’s perhaps one of the best casual hats available and easily fits even those who have large heads.


Bucket hats are truly a comfortable choice of hat. They can take a beating more than other hats can and can easily be pressed down to fit inside a suitcase for traveling. Since bucket hats tend to come in more colors and patterns, they can be a great way to add personality to an otherwise plain outfit.

4. Oversize

If you have a large head, it’s often difficult to find a hat that fits you comfortably. Many hats might not even fit around your head and the ones that you can manage to squeeze on are scratchy and can give you headaches.


Hats that are oversized or in large sizes are a fantastic option for anyone that has a large head or finds it difficult to find hats that fit them comfortably. Fortunately, you can find oversized hats in just about any style these days. If you do decide to get an oversized hat, make sure to take some head measurements so you don’t find something that’s a bit too large.

5. Beanies

Beanies are a modern classic and although they probably won’t pass in a fancy event, they are great for casual outings. Beanies keep your head warm while out on a walk, at the movies, or at your favorite fast food place. You can even get away with wearing them indoors.


Although some face shapes only look best with certain hat styles, beanies tend to work well for many different face shapes. To learn more about face shapes and which hat styles work best with each one, you can look here for a quick guide. If you aren’t too concerned about matching the perfect hat shape with your face, then rest assured that beanies are typically a safe choice.

6. Baseball

You may not expect it, but there are baseball caps for fancy occasions. Although not everyone will choose to wear a baseball cap with a suit, it can be made to work. Especially if you tend to be an easy going or relaxed person and suits aren’t exactly your go-to outfit.


Baseball caps have stood the test of time and remain popular to this day. Most people, both men and women, have worn a baseball cap in their life and many people own several caps that they can mix and match for different occasions.


Having a baseball cap you can grab for a casual day out and a cap you can grab for a fancy dinner is a great way to ensure you always have an easy to style accessory at your fingertips.

7. Flat Cap


Think Newsies or old English school boy caps. Flat caps and newsboy caps are both very similar and are typically sewn from tweed or wool. They’re a very classic, old fashioned option and as such, you can wear them with just about anything.


Styling a flat cap is fairly simple and after a few attempts, you’ll be able to confidently style it without feeling like you’re out of place or too old fashioned. It is worth noting that flat caps and newsboy caps don’t look great as oversized hats, so it’s best to stick to your perfect size instead of trying to find something loose.

Stylish Hats for Any Wardrobe

No matter what your typical style is, finding a hat to add to your wardrobe shouldn’t be hard. There’s a huge variety of men’s hats from classy fedoras to modern oversized hats. Once you know your head’s measurements and hat size, you’re good to go!


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