types of hats for men

Whether they be for ceremonial, professional, social status marking, or even just an expression of fashion, hats are an accessory that has been worn by both men and women throughout the world and has recently made a large comeback. Today, we discuss the Types Of Hats For Men, and types of mens dress hats. So check our different types of hats with pictures below.

While men’s hats may not carry the same social status as they once did, there is no denying that they are an accessory that can be used for a variety of different styles. Whether you are trying to make a statement, keep the sun out of your eyes or just want to feel fashionable, there are many hats that can be worn by both men and women. Today, we discuss the Types Of Hats For Men, which you can refer to further in this article.

different types of hats with pictures

Types Of Hats For Men

stylish panama hat

1. Panama

Typically light in both weight and colour, a stylish Panama hat is your best warm-weather friend and a beacon of fun-loving vibes. Originally hailing from Ecuador, Panama’s are often made using the plaited leaves of a toquilla palm plant (which is technically not a palm but close enough to it). As a result, the hat is sturdy in construction and highly breathable. How to wear Panama? Being a summer and spring-time accessory, the Panama hat blends nicely with seasonal wear like crisp linen from the likes of Uniqlo or Polo Ralph Lauren.

Crown: High
Brim: Short/ Medium
Material: Panama hats are often made using the plaited leaves of a toquilla palm plant.
Dress code: Casual
Features: Typically bound with a coloured cloth accent.

Prada Bucket Hat

2. Bucket

The bucket hat is has made its triumphant return. This is one of the best hats for men who look to take their casual attire up a level. The bucket hat is exactly what its name suggests, a bucket in the form of a hat. This stylish accessory can be dressed up or down. This usually depends on the brand of bucket you wish to flaunt. A bucket with designer branding is a strong statement for the fashion conscience as much as a VB or XXXX bucket hat is for the footy fan. The sloping downward motion of the brim lends itself to those with paler skin tones and the heavy-duty construction means you won’t have to worry about it at music festivals.

Crown: Single round panel
Brim: Short
Material: Nylon/ Cotton
Dress code: Casual
Features: Provides 360-degree sun protection, branded version are a good fashion accessory.

pork pie hat

3. Pork Pie

A deserving addition to the list of cool hats for men has to be the pork pie hat. Worn by the likes of Buster Keaton and Walter White (aka Heisenberg), the Pork pie hat derived its name by loosely resembling British pork pie. As a close cousin to the fedora, these small and round men’s hats host flat crowns, creases along the inside top edge, and brims that curl slightly upward. When it comes to pork pie hats and suit combos, it usually finds its place within the smart casual dress code. Picture a navy blue blazer, a button-down shirt, khaki pants, a pocket square and a felt pork pie hat and you’re heading in the right direction.

Crown: Medium/ High
Short and slightly curved
Wool/ Felt Dress code: Casual/ Semi-formal
Features: Looks like an English meat pie.

Boonie Hat

4. Boonie

The Boonie hat (or booney) is a version of the traditional slouch hat. These lids originated from military use, particularly those who served in hot tropical and desert environments. The Boonie and bucket are similar in construction, however, this hat has a few extra tricks up its sleeves. This one is for men that have completely run out of space. With the Boonie hat, you can store anything that hangs from the comfort of your own melon. This is thanks to the Boonie hats webbing that surrounds the crown area and sometimes extended to the brim itself.

Crown: Single panel/ webbing sometimes attached for added function
Brim: Short
Material: Cotton and wind-resistant poplin
Dress code: Casual
Features: The Aussie version of the Boonie is sometimes referred to as the ‘Giggle Hat’.

trilby hat

5. Trilby

Sporting a low angle brim and pure retro vibe, the trilby occupies its own tiny corner in the men’s hat arena. Arguably, the most stylish hat for men, you might recognise it as the hat Inspector Clouseau wore in the Pink Panther films, as well as multiple appearances atop the crown of Mr. Bruno Mars. And although you might think trying to pull of the trilby is venturing into dangerous territory, the trilby has become one of the coolest hats for men and one of the more socially acceptable pieces of headwear. When you find a trilby with the right shape, fit and proportions, it looks pretty damn fine.

Crown: Medium/ High
Short/ Medium
Tweed/ Rabbit hair felt 
Dress code: 
Casual/ Semi Formal
Looks like an English meat pie.
 A short brim angled down in front and turned slightly back

Baseball Hat

6. Baseball

Ahh the old faithful baseball cap. This is one of the best caps for men and has stood the test of time thanks to its ability to be worn with just about anything. The softly rounded crown and stiff front won’t conform to your head as comfortably as the dad cap but for some styles, that is exactly what we ask for. The baseball cap is typically worn as part of the uniform for major and minor league baseball players. Traditionally the front panel houses the team’s logo.

Crown: 6 panel
Brim: Front-facing medium length
Material: Traditionally made with wool, more recently, polyester.
Dress code: Casual
Features: Worn by major and minor league baseball players.

derby hat

7. Derby

Like the trilby, men’s derby hats (or bowler hats) are definitely an acquired taste. Commonly made of hard felt, this men’s formal hat features a short brim and rounded crown. Historically, these men’s dress hats have been associated with blue-collar and bourgeois alike. Nowadays, the derby is often viewed as a somewhat humorous accessory emanating with antiquated charm. Should you wear one, you’ll want to be supremely confident with how to wear a hat. Pair it with a classic three-piece suit and maybe a cane and you’ll certainly draw some eyeballs. Just be sure to tip it kindly when any high society Victorian women pass by. A guide of hats to wear with suits could never dare omit the derby hat.

Crown: Medium
Short/ rolled
Woolen felt
Dress code: 
 Hard felt, short brim, rounded crown 

8. Dad

A must-have for many hat wearers, the dad hat has shot up in popularity thanks to its relaxed fit. Technically speaking, the dad hat might have copied all its homework from the baseball cap, but what it missed out on is what makes it special. The dad cap has an ever so slightly shorter brim, and the fit itself is more relaxed thanks to the use of softer materials. The dad hat has a longer pull cord at the back and the logo on the front is usually worn as an act of irony. Forget flat brims and snapbacks, the dad hat is where it’s at now.

Crown: 6 panel
Brim: Short/ medium
Material: Canvas/ cotton
Dress code: Casual
Features: The dad hat has a shorter brim than the standard baseball cap and a more relaxed fit.

fedora hat

9. Fedora

A fedora with a suit was once a mainstay of the business world. However, the fedora hat has broadened in appeal over the course of its long tenure. To spot these occasionally popular men’s dress hats, look for the indented crown with a lengthwise crease pinched near the front on both sides, along with a soft brim of about 2.5 inches or more. An appealing aspect of the Fedora is its versatility as a men’s fashion hat. Although, if you’re pairing it with a smart casual outfit, a kung fu grip on personal style is pretty much mandatory. If your reflection in the mirror is reminiscent of an early 2000s Justin Timberlake, then it’s best to remove it.

Crown: Medium/ High
Short/ Medium
Dress code: 
Casual/ Semi formal
 Fedora hats and suits used to come in one package.

Straw Hat

10. Straw

There’s not much to say about the straw hat that hasn’t already been said. Straw hats come in a multitude of different sizes and style variations. This can range from the Bunnings straw hat you see in the crowd at your local cricket game, all the way to Fedora style straw hats that you see on the paddock at Flemington. Straw hats are synonymous as extra-wide brim hats for men and women that can be worn as a stylish statement and a sun-protecting piece of armour.

Crown: Medium
Brim: Wide/Very wide
Material: Straw
Dress code: Casual
Features: The straw hat is one of the cheapest hats for extreme levels of sun protection.

Nike Visor

types of mens dress hats

How To Wear A Hat And When

In the past, hats were much more common. There were times when it was considered rude for women to go outside without wearing a hat!

Nowadays, though, rules and expectations are different.

You can certainly wear hats with any outfit you choose, and many bold dressers like The Style Crone and Suzanne Carillo wear them often and with great flair.

And there are virtually no times when women are required or expected to wear hats, but a few times when it will be more appropriate than others:

When You May Want To Wear A Hat

When it’s cold outside: Obviously, if your head is going to freeze without one, pick out a cozy hat!

At Church or other religious places: Plenty of women go without, but hats are still somewhat common for church.

At the races: Do you go to the horse races? If you do, depending on the event and which enclosure you are in, you might like to wear a hat.

At weddings and garden parties: This is a fun time to pick out and wear a fancier hat.

This article from Emily Post has great tips for when women are and are not expected to remove their hats. Some of them surprised me!

How To Wear A Hat: Types Of Hats

There are many variations on hat styles, but most of them are drawn from the following basic shapes.

Fedora Hat

How to wear a hat | 40plusstyle.com

A fedora is a soft brimmed hat, often made from felt, with a curled brim and creased crown.

This style is drawn directly from menswear and is still worn by men, too. Fedoras are great with tomboyish or androgynous looks, but can also work well with outfits that have feminine elements.

Fedoras were once part of smart menswear looks, but are definitely a casual hat for women. They can be worn as winter hats, too, in milder climates.

Most often, fedoras are pulled down on the head to sit just above the brow line.

NOAKE wool fedora | 40plusstyle.com

NOAKE wool fedora

Nadine (above) looks fabulous in her neutral fedora. You can get a similar fedora hat from Brixton.

How To Wear A Panama Hat

Similar to the fedora, but the panama usually features a higher crown and is made with natural fibers to keep you cool in warmer climes.

Women's hat styles | 40plusstyle.com
Halogen panama hat | 40plusstyle.com

Halogen panama hat

Catherine (above) opts for a classic, lightweight panama. Here is a similar panama hat from Rachel Parcell.

Women’s Hat Styles: Trilby 

The trilby is also similar to the fedora, though it has a shorter brim.

Types of hat | 40plusstyle.com
Daesan trilby | 40plusstyle.com

Daesan trilby

Oxana (above) opts for an all-neutral palette. You can get a similar hat from Beechfield.

Wearing A Hat: Beret

How to wear a hat for women over 40 | 40plusstyle.com

A beret is a round, soft, brimless hat with a tight band that sits around the head.https://2480f4309beed49ecda1c04c1c4851d5.safeframe.googlesyndication.com/safeframe/1-0-37/html/container.html

Most of us associate berets with the French, though berets have also been a part of many military uniforms over the years.

Berets are generally casual, though certain versions can be quite dressy.

There has been much discussion about the “right” way to wear a beret, but you can really wear this hat however you’d like.

While some prefer to pull their beret down somewhat, others may position the hat so most of it drapes off to one side, some set it toward the back of the head. Experiment to see what looks best to you.

Halogen beret | 40plusstyle.com

Halogen beret

Patricia (above) matches her beret to her sweater. Check out this similar beret from Amazon.

Hat Styles: Cloche

How to wear a hat and different types of hat | 40plusstyle.com

A cloche is bell-shaped and typically made from stiffer, sturdy material, though some are knit and floppy.

Cloches can flare out to have slight brims, but don’t have defined brims like fedoras. Depending on its fiber makeup and construction, cloche hats can be formal or casual.

The bowler can be thought of as a cloche with a brim that curls up on both sides, and many sun hats and floppy-brimmed hats are cloche-shaped with widened brims.

The cloche is a close-fitting hat, and should be worn pulled down far enough that your head fills most of the hat.

Comhats cloche | 40plusstyle.com

Comhats cloche

Alexandra (above) wears a beautiful burgundy cloche. Here is a similar cloche from Amazon.

How To Wear A Beanie / Watch Cap

Wearing a beanie for women over 40 | 40plusstyle.com

A watch cap is a tightly-knitted hat that’s generally worn in cold weather.https://2480f4309beed49ecda1c04c1c4851d5.safeframe.googlesyndication.com/safeframe/1-0-37/html/container.html

A beanie is basically a watch cap that’s worn toward the back of the head so the top slouches down somewhat.

Currently, the beanie style is quite trendy and you’ll see stylish young women with their hats pushed back and slouchy.

Women over 40 can experiment with this style, but may feel more comfortable in watch caps. Both are casual hats, and can be worn with athletic-wear styled outfits or any casual look.

Woolrich beanie | 40plusstyle.com

Woolrich beanie

Kate (above) matches her beanie to her cardigan.

Outfits With Hats: Newsboy Cap

Wearing a baker boy style hat for women over 40 | 40plusstyle.com

This style can also be called the Baker Boy, Bandit Cap, Apple Cap, Eight Piece Cap, Eight Panel, Cabbie, Jay Gatsby (from The Great Gatsby), Fisherman’s Cap, Pageboy, Applejack Hat, Lundberg Stetson and the Poor Boy Cap.

Whatever you choose to call it, in most cases, this hat has a brim toward the front of the hat, a round top shape, and a button in the center of the hat.

However, rounded caps with shortened front brims like the one seen here, are often called news boy caps, too.

Most news boy caps are made of wool, but they can be made in just about any material. This is a casual hat style, and works best with menswear-influenced outfits.

Brixton fisherman cap | 40plusstyle.com

Brixton fisherman cap

Mayte (above) opts to match her cap with her sweater. Here is a similar newsboy cap you can get from Amazon.


Bucket hats for women over 40 | 40plusstyle.com

Bucket hats really do look a lot like upside-down buckets, although they also include soft brims.

This is a soft, floppy style of hat and the brim typically has circles of stitching. You’re most likely to see bucket hats on men, but some women’s styles do pop up.

Most buckets are casual, but they can be worn with smart-casual outfits. This will never be a truly formal hat style, though.

Brixton bucket hat | 40plusstyle.com

Brixton bucket hat

Zdenka (above) wears a cozy, textured bucket hat which matches her pants. Here is a similar teddy bucket hat from Amazon.

Bobble Hat

A close relation to the beanie, bobble hats can trace their origin back to sailing, when they stopped sailors heads from being pumped while they ducked under equipment on their boat.

Bobble hats for women over 40 | 40plusstyle.com

Free People bobble beanie

Alison (above) adds pops of red to a neutral outfit. Get a similar bobble hat from Amazon.

Sun Hat

If you live, or visit, sunny climes, it’s vital to keep your face protected, and a wide-brimmed sun hat can be the perfect, stylish, way to do so.

Sun hats for women over 40 | 40plusstyle.com
Eric Javis large brim hat | 40plusstyle.com

Eric Javis large brim hat

Greetje (above) looks fabulous in her wide-brimmed sun hat. You can check out this similar sunhat from Amazon.


Originally a hat for women in the 1800s, the boater then became a popular semi-formal option for men.

Nowadays, it’s a stylish option for both!

Wearing a boater hat for women over 40 | 40plusstyle.com
Frye boater hat | 40plusstyle.com

Frye boater hat

Cari (above) shows that beige definitely doesn’t have to be boring. Check out this similar boater hat from Amazon.

Turban Or Wrap

Joan Collins often rocked a turban in the 80s. Now, the style is definitely having a resurgence after being seen on the Gucci catwalks.

turbans or head wraps for women over 40 | 40plusstyle.com
Home-Organizer Tech twist turban | 40plusstyle.com

Home-Organizer Tech twist turban

Sharryn (above) looks very glamorous with her white turban and over-sized earrings. Check out this similar turban/head wrap from Amazon.

Women’s Dress Hats: Fascinator

Fascinator hat styles | 40plusstyle.com

Fascinators are a little hard to define, but they’re basically a category of headpiece that has been highly embellished.

Fascinators typically sit on one side of the head and clip into the hair, so some might think of them as hair accessories instead of hats.

This style is quite feminine and works best with dresses, skirts, and other ladylike looks.

Fascinators are formal, and can be worn to events with tie dress codes.

FELIZHOUSE fascinator hat | 40plusstyle.com

FELIZHOUSE fascinator hat

Judith (above) matches her hat to the stripes on her dress and shoes.

Choosing A Hat For Your Head Shape And Figure

In most cases, your head shape is the same as your face shape.

As is the case with glasses, you want to select hats that offset the shape of your face, instead of mirroring it.

If You Have A Round Face

A beret will emphasize it because the hat is round, too. Try an angular fedora instead.

If Your Face Is A Long Oval

A droopy beanie may make it look even longer. Try a newsboy cap instead.

Trust Your Instincts

You certainly don’t have to follow this guideline if you like how certain styles of hats look with your face and outfits. Trust your instincts.

Use Hats To Balance

In some cases, you can use hats to balance your curves and proportions. For instance, if you’re a tall, plus-sized woman, a wide-brimmed floppy hat suits your scale and complements your shape. I

f you’re a petite woman, adding a little height with a fedora can look quite stylish. If you’re very curvy, you can reflect those curves with a rounded cloche.

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