Hat Guide : 10+ Hats for Men That Will Improve Your Look

When it comes to weather protection, one of the first things most of us go for is a hat. Whether it’s a baseball cap in the summer or a knitted beanie in the winter, your casual essentials may appear to be sufficient.

However, there is a whole universe of men’s accessories that has fallen out of favor in recent decades.

Adding a dress hat to your ensemble is a smooth way to make a statement, whether you have an appreciation for vintage style or simply want to stand out.

Not sure what’s available? Go with Teeanime for all your doubts!

The Bowler

Black Bowler Hat


In the late nineteenth century, Thomas and William Bowler designed the bowler hat in London.

In the United States, it is known as a men’s derby hat, and Charlie Chaplin popularized it.

Today, a bowler hat will give a quirky twist to your formal attire.

If you have a rounder face, we recommend wearing a different hat, as this form looks better when coupled with an angular jaw.

The Flat Cap 

Mens Flat Cap

The Flat Cap has more nicknames than we can count, with some of the most common being ivy cap, cabbie cap, or driving cap.

The rounded cap that sits close to the head and the short, rigid brim distinguish this style.

It is typically made of cold-weather textiles including wool, tweed, and cotton.

This style is more formal than a baseball hat, but it may still be worn with a casual outfit.

We recommend that you choose a fabric that contrasts with your overcoat — matching isn’t always a good thing.

Choose the same form in a suede or herringbone fabric for a more modern look. This minor modification has a significant impact.

The Ascot

Plaid Ascot Mens Hat

The ascot cap appears to be a cousin of the flat cap. The ascot, on the other hand, is formed of a hard round felt material rather than a soft material that sits closer to the skull.

Men in hats, This look works well with both casual and formal outfits.

Consider wearing an ascot with a suit made of an unusual fabric, such as tweed or tartan, for a vintage look.

The Fedora

Black Fedora

The fedora is the most well-known of these hats, but not usually for the right reasons.

A fedora is a hat with a brim and an indented crown. The most noticeable differences in this style are the cloth used and the size of the brim.

The fedora is a particularly divisive style that is notoriously difficult to pull off.

We propose a felt or wool design coupled with a lightweight scarf for an updated look that’s more fashion-forward than dad on vacation.

If you’re serious about looking excellent in one of them, get sized at a hatmaker.

Quality fabrics and a decent fit, as with most clothing items, are indispensible.

The Boater

Boater Hat with Red and Black Ribbon

The boater hat is a summer style distinguished by its straw weave and broad, round brim.

It has Ivy League connections and is most commonly associated with barbershop quartets. They are still used during big boat races and horse events nowadays.

It has recently gained popularity as a means to dress down a more formal look throughout the summer months.

Combining it with a knit tie for a put-together style.

However, tread carefully because this hat makes a striking statement with its wide brim.

The Trilby

Trilby Mens Hat in Black

This hat is similar in shape and construction to the fedora, but it has a smaller brim and a shorter crown design.

When men were seeking for something with a deeper top to deal with the shorter ceilings of American vehicles, the 1960s version was popular as a driving hat.

This look hasn’t seen any comeback; most people prefer the fedora.

If you have a tiny face, this hat may be ideal for you.

Its shorter brim will not dominate your features.

The Pork Pie

Gray Pork Pie Hat by Kangol

The pork pie hat has gone through various transformations to become the style that it is now.

This hat, made of straw and felt, has a shorter circular crown, a thin brim, and links with jazz and blues culture.

This hat is simple to wear and may be worn all year long; choose felt in the winter and straw in the summer.

When paired with updated classics and a pocket square, this look does not have to look antiquated.

The Panama

White Panama Hat with Black Ribbon

The Panama hat is a straw hat with a wide brim. It originated in South America and is sometimes worn with a ribbon around the crown.

In the summer, try out this look. They look wonderful with light-colored or linen suits, as well as other summer styles.

The Homburg

Homburg Hat with Feather

The homburg is a formal hat with a high, indented crown and a broad brim. The Homburg, which is less well-known than the top hat, was fashionable during the twentieth century but has declined in favor in recent years.

The hat’s larger proportions lend itself perfectly to making a bold statement, but this isn’t a style you’ll see very often.

The Top Hat

Men's Black Top Hat

If you’ve ever played Monopoly, you’ve seen the top hat. This traditional formal hat is distinguished by its tall, flat crown and wide brim.

It’s likely that you’ve seen it on historical leaders ranging from Abraham Lincoln to Winston Churchill.

This is possibly the most formal of the hats described here, and they are now a little too dressy for most occasions. Unless you’re attending a royal wedding, we recommend saving this look for the board game.


Wearing a dress hat may appear to be a lofty fashion ambition. But if you do it confidently, you’ll earn double takes for the correct reasons.

Begin with an easy-to-wear hat, such as a trilby or flat cap. Once you’ve mastered those, the bolder styles won’t seem so intimidating.