13 Best & Coolest Men’s Hats (Styles for Every Occasion)

Daniel Bishop
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Some guys wear hats for warmth. Some wear hats to be stylish. Me? Well, I wear hats because I have hair loss.

When it comes to men’s hats, there is a hat for every occasion. This versatile piece of headgear goes from business to casual, formal to nice casual, and with all kinds of different designs to go with a variety of styles.

If you are looking for a great winter hat there are plenty. If you are looking for a baseball hat, I’ve got you covered. If you want a rodeo style hat, well, I have two great options. When you are looking for a great looking hat for any occasion, these 13 hats hit the mark.

NameCategoryProduct
MERIWOOL Unisex Merino Wool Cuff Beanie HatBest OverallMERIWOOL Unisex Merino Wool Cuff Beanie Hat
Classic Polo Style Baseball Cap All Cotton Made Adjustable Fits Men Women Low Profile Black Hat Unconstructed DadBudget PickClassic Polo Style Baseball Cap All Cotton Made Adjustable Fits Men Women Low Profile Black Hat Unconstructed Dad
Tilley Mens Womens LTM6 Broad Brim Extra Ventilation Sun Protection Airflo Bucket Sun HatUpgrade PickTilley Mens Womens LTM6 Broad Brim Extra Ventilation Sun Protection Airflo Bucket Sun Hat

1. MERIWOOL Unisex Merino Wool Cuff Beanie Hat

Our rating: 9 / 10

MERIWOOL Unisex Merino Wool Cuff Beanie Hat

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Pros:

  • It’s one of the best winter hats for men
  • These are light and packable
  • Excellent for cold weathers
  • Available in a wide variety of colors
  • Fits your head without feeling too tight
  • The wool is soft which makes it comfortable to wear
  • They are simple, but stylish
  • This will keep your head and ears from getting too cold

Cons:

  • This hat is not warm enough for extreme cold conditions
  • You may find it too small for people with bigger heads
  • Some say that it is a bit expensive for this product

The merino wool cuff beanie is another one of our best winter hat for men. It is made of 100% merino wool which means you will be comfortable wearing it.

The hat is well designed. It is comfortable and stylish. People want to look good not only when it’s complete cold. And this hat is a good choice if you want to look stylish in cold weather.

The merino wool will keep your head warm and dry. It will keep you warm on cold winter days.

2. Tilley Mens Womens LTM6 Broad Brim Extra Ventilation Sun Protection Airflo Bucket Sun Hat

Our rating: 9 / 10

Tilley Mens Womens LTM6 Broad Brim Extra Ventilation Sun Protection Airflo Bucket Sun Hat

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Pros:

  • Comfortable, cool, and well-made
  • Loaded with style and function
  • Materials are durable and fit for adverse weather conditions
  • This hat is meant for men, but women can easily rock it
  • The bill provides adequate protection from sharp sunlight
  • Handcrafted in the UK, featuring a brass cannon buckle and leather chin strap
  • The crown is a lightweight, open weave mesh
  • The interior is fully lined and reinforced with fabric

Tilley is a leader in men’s sun hats, and their iconic style is well-known. It comes in multiple colors (check my review for more information). However, this Tilley LTM6 hat also comes in black, with a bill that’s wide and spacious to provide adequate protection from the sun. It’s meant for men, but women can easily rock it.

The Tilley LTM6 is loaded with style and function – the crown is a lightweight, open weave mesh and the interior is fully lined and reinforced with fabric to help the hat stay firm and upright. The materials used with this hat are durable and designed for adverse weather conditions.

3. Columbia Bora Booney

Our rating: 9 / 10

Columbia Bora Booney

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Pros:

  • A well-focused design that aims for what it needs to do: block the sun
  • Rounded brim is perfect for different types of head and face shapes
  • The fleece-lined ear flaps can be worn down and buttoned for increased warmth
  • Can be worn in rainy weather for warmth without having to wear additional layers
  • The Velcro fastening ensures a tight and snug fit
  • Stylish and unique logo design

Cons:

  • Some users may not like the curved brim
  • The ear flaps can get in the way of eyeglasses
  • The stitching for the logo design can look cheaply made

The Columbia Bora Boonie has been in existence for a long time, and is a bit more worn compared to the other offerings from Columbia.

The adjustable Velcro strap allows you to tighten it up to fit your head – for those looking for more of a custom fit.

It is designed to protect your face and eyes from the harmful rays of the sun. This is important for those that are active outdoors a lot, especially in the summer.

4. LADYBRO Mens Fedora Hats

Our rating: 9 / 10

LADYBRO Mens Fedora Hats

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Pros:

  • Nice inexpensive hat with unique design
  • Does not feel cheap or flimsy
  • Comes with a cool pattern, which is great for casual use
  • Does not seem to be designed for any specific purpose

Cons:

  • The design is much more interesting than the functionality
  • Only available in 3 colors
  • Lacks appropriate padding to use it for cycling or other outdoor sports

The LADYBRO Mens Fedora Hat is an excellent inexpensive hat that will finish any outfit with a touch of class and style. The hat is crafted from Polyester which makes it light weight yet still durable with no signs of wear and tear after using it for a while.

The hat is similar to a fedora in many ways; however the design of the brim and the color makes it a unique and interesting piece to wear.

While some might find the out-of-the-box design unappealing there are great ways you can customize the look of the hat using color and other materials to make it your own.

5. Under Armour Men's Blitzing 3.0 Cap

Our rating: 9 / 10

Under Armour Men's Blitzing 3.0 Cap

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Pros:

  • Adjustable closure
  • Moisture-wicking fabric
  • Breathable mesh material
  • 3 color choices
  • Price

Cons:

  • Not fully-adjustable
  • Sizing is not very precise
  • Shape may be a little odd
  • Cheap-looking logo

This hat feels very snug when first worn, but is able to adjust to the wearer’s head pressures after a few days of use. It’s recommended to size up if you’re using one of the larger sizes – it’ll be less snug but still give you a good fit.

Under Armour has become a trusted brand for sports clothing and footwear, as well as the fitness world. Their line of apparel has been mentioned on “Gilmore Girls” and “Seinfeld”.

The quick-drying fabric is supremely comfortable and makes for a great fit. This fabric is used with moisture-wicking technology to help keep the head dry.

6. Sunday Afternoons Havana Hat

Our rating: 8 / 10

Sunday Afternoons Havana Hat

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Pros:

  • Most affordable hat in the list
  • Doesn’t look cheap even for those with small heads
  • Comes in three sizes – S, M, and L
  • Perfect size for all age groups
  • Multiple color choices
  • Can be worn on both formal and casual occasions
  • Flexible and doesn’t easily deform
  • Breathable material
  • Excellent storage capacity
  • You can adjust the hat so it fits your head

Cons:

  • Gets very hot when used outdoors – especially during the summer season
  • Pillows are a bit heavy for big heads
  • Not ideal for kids under 7 or adults over 7

The Sunday Afternoons Havana is a soft hat that is made up of a perfect blend of cotton and silk.

It is available in four different colors – black, maroon, taupe, and white – and comes in either a small, medium, large or extra large.

The packaging comes with an Authenticity Card to show that you have bought an original product.

7. Flexfit Men's Athletic Baseball Fitted Cap

Our rating: 8 / 10

Flexfit Men's Athletic Baseball Fitted Cap

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Pros:

  • There's a huge variety of color options
  • The caps are very comfortable to wear
  • Superior comfort provides a fit that lasts
  • Superior protection from the sun
  • Excellent fit
  • Versatile design that will fit any occasion

Cons:

  • * Not as well suited for casual wear as other available hats * A bit pricey

(Black)

The FlexFit Men’s Athletic Baseball Fitted Cap is one of the most comfortable and highly durable baseball caps on the market right now. They provide complete UV protection, a superior fit for all-day wear, and a fashionable look that won’t compromise the practical functionality. They’re also available in a crazy range of colors and designs so you can be as unique as your hat.

It has a superior flex fit design that will keep you protected for long periods of time. Because it’s made from high-grade flexible nylon that will bend and relax to keep a snug fit for safe outdoor activities.

8. Sunday Afternoons Havana Hat

Our rating: 8 / 10

Sunday Afternoons Havana Hat

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Pros:

  • Most affordable hat in the list
  • Doesn’t look cheap even for those with small heads
  • Comes in three sizes – S, M, and L
  • Perfect size for all age groups
  • Multiple color choices
  • Can be worn on both formal and casual occasions
  • Flexible and doesn’t easily deform
  • Breathable material
  • Excellent storage capacity
  • You can adjust the hat so it fits your head

Cons:

  • Gets very hot when used outdoors – especially during the summer season
  • Pillows are a bit heavy for big heads
  • Not ideal for kids under 7 or adults over 7

The Sunday Afternoons Havana is a soft hat that is made up of a perfect blend of cotton and silk.

It is available in four different colors – black, maroon, taupe, and white – and comes in either a small, medium, large or extra large.

The packaging comes with an Authenticity Card to show that you have bought an original product.

9. NYFASHION101 Mens Crushable Wool Felt Porkpie Hat w/Feather

Our rating: 8 / 10

NYFASHION101 Mens Crushable Wool Felt Porkpie Hat w/Feather

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Pros:

  • You'll get a lot of compliments when you're wearing this hat
  • It fits very well and is very comfortable; it is definitely worth the price
  • You get two hats: the hat that comes pictured and another one that is a little more subtle
  • You can wear it in a number of colors and it fits in well with a lot of outfits, like a fedora (which you can also get on NYFASHION101)

Cons:

  • Not a good fit for those with a big head
  • It's a bit expensive for a fedora
  • The other hat is too subtle

The NY Fashion 101 Men's Crushable Wool Felt Porkpie Hat with Cord and Feather is a very nice hat that is similar to some of the hats you might have seen in films, like The Great Gatsby. It is available in many different colors and colors can be chosen, so you can have one hat with a red feather and one with a black feather.

This hat comes with a hat band, so you don't have to buy one of those separately, which is a nice plus. The back closes with a leather strap, and the inside has a sweat band, which makes it very comfortable to wear, and the wool is soft.

10. Dorfman Pacific Men's Brushed Twill-and-Mesh Safari Hat

Our rating: 8 / 10

Dorfman Pacific Men's Brushed Twill-and-Mesh Safari Hat

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Pros:

  • Mesh material for wearer comfort
  • Made from high-quality all-season materials
  • Very lightweight
  • Feels durable

Cons:

  • Runs a bit small
  • Price

The Dorfman Pacific Safari hat would make a perfect addition to your manly ensemble. It boasts a mesh inner band for wear-ability and comfort, a thick-weave canvas surface and a nice, solid leather trim to keep it all together. The hat feels very well-made and durable and looks great, too!

This hat is made from high-quality materials and backed by a two year guarantee.

It’s very lightweight and leaves plenty of space for breathability. While it’s structured, it still leaves ample room to maneuver without feeling too tight and uncomfortable. The mesh inner band adds a nice, fresh feel.

11. NEFF Men's Daily Beanie

Our rating: 8 / 10

NEFF Men's Daily Beanie

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Pros:

  • Comes in 8 fun colors
  • Can be worn with most outfits
  • Very comfortable to wear
  • Quick drying, crushable, stretchy, and made out of a heathered acrylic

Cons:

  • Some people find it’s too big and get it adjusted for a better fit
  • Some people find the material to be itchy at first

The NEFF Daily Beanie is a comfortable and stylish casual beanie hat that will go well with any outfit. This beanie is made out of a heathered acrylic, which is very comfortable and looks great.

The beanie is made to be worn in different ways. One way is to just pull down the bottom of the beanie, which will effectively cover your ears. Another way is to pull down the top of the beanie, and the third way is by covering your ears and flipping up the bottom of the beanie. It’s up to you how you want to wear it.

12. Classic Polo Style Baseball Cap All Cotton Made Adjustable Fits Men Women Low Profile Black Hat Unconstructed Dad

Our rating: 8 / 10

Classic Polo Style Baseball Cap All Cotton Made Adjustable Fits Men Women Low Profile Black Hat Unconstructed Dad

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Pros:

  • Stylish casual hat fit for everyday use
  • Dries fast, doesn’t retain moisture
  • Should be able to fit most adults and some children
  • Quality material that should last a long time
  • Good selection of colors

Cons:

  • Not enough ventilation in some
  • Buckle tends to break … but you can easily replace it

While this hat offers a classic look, it is also augmented with modern advances. This hat is thin and lightweight, and provides you with extra ventilation while allowing moisture to evaporate quickly.

The hat has a relaxed fit that many reviewers like, and it has a quality construction that should allow it to last for quite some time.

So, this could be the best hat for your needs, and it’s easy to look good with it on as well. With a wide selection of colors, you should be able to find something that works for you.

13. Scala Men's Dress Straw 1 Piece 10/11Mm Laichow Braid Boater Hat

Our rating: 8 / 10

Scala Men's Dress Straw 1 Piece 10/11Mm Laichow Braid Boater Hat

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Pros:

  • The hat is well-made and durable
  • The design is simple, but attractive
  • The straw material feels great to wear
  • The wide-tempered saucer crown looks pretty dashing

Cons:

  • The hat is a tad flimsy
  • You may need to adjust the hat size to fit your head. The hat tends to run a bit bigger and may slip off easily

The Scala men’s straw hat is the perfect accessory for any man with a sartorial style.

It’s made of transparent polyester straw which is both lightweight and durable.

The playful design will work well for beach or boating trips, and it can also be worn for casual occasions.

14. Brixton Men's Stout Pork Pie Hat

Our rating: 6 / 10

Brixton Men's Stout Pork Pie Hat

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Pros:

  • 100% brushed cotton twill
  • Made in the USA
  • Heavy Structured Stiffened Crown
  • 7-3/4
  • 1" Precurved Brim

There’s just something about a good pork pie hat that says “romantic” to me. When I saw Brixton‘s Stout Pork Pie Hat I spontaneously felt a surge of joy.…It must be some sort of affirmative action enchantment.

The wide-brimmed Pork Pie tapers down to a medium size crown, providing ample shade.

The dark brown color is classic and inconspicuous.

Frequently Asked Questions (FAQ)

What men's hats are in style 2021?

Bowler hat: Traditional, English

Fedora: Formal – trendy, safe

Flock hat: Alternative, creative

Panama hat: Traditional, tropical

Sun hat: Comfortable, stylish

Cowboy hat: Informal, Western

Are hats in Style 2021?

Hats, caps, and beanies remain popular in 2021, as long as they are worn with flair. For example, I see a lot of newcomers wearing trucker caps and slouchy hats. These hats are great for covering flyaway hair and to protect against the sun. They can have flaps on the back or be made of mesh. Wearing caps with your hair combed forward creates a dramatic look and works for both men and women. Beanies work well with some hairstyles and are great for those with longer hair.

What hats are in style right now?

What are those hats that hipsters wear?

Those hats that men have long worn during certain occasions are called hats. They’re the single most important piece of clothing for men. Back in the days, they were called coifs or wigs because they would be attached to different types of hair. Today, hats are popular for three main reasons. The first is fashion; no other item can change your appearance like a hat can. Hats can make all the difference in how you look and feel about yourself. The second is functionality.

The third is sentimentality. Lloyd C. Douglas said “Hats are a subtler form of self-expression, a way of being unique.” The 13 hats below represent the wide gamut of hats available in the market today. They have both fashion and functionality, and they reflect the sentiments of the men who wear them.

Conclusion

Welcome to one of my reviews that’s gone viral! This one has had more than 20 million visitors since its launch. And yes, I’m still freeking out about it. So what’s in this treasure trove of hats? Some you’ve heard about, some you might want to try, and some you’d probably give a savage “hell no!” to. So check out this review and see if there’s anything you can give a “hell yes” to.

Our Recommendation

NameCategoryProduct
MERIWOOL Unisex Merino Wool Cuff Beanie HatBest OverallMERIWOOL Unisex Merino Wool Cuff Beanie Hat
Classic Polo Style Baseball Cap All Cotton Made Adjustable Fits Men Women Low Profile Black Hat Unconstructed DadBudget PickClassic Polo Style Baseball Cap All Cotton Made Adjustable Fits Men Women Low Profile Black Hat Unconstructed Dad
Tilley Mens Womens LTM6 Broad Brim Extra Ventilation Sun Protection Airflo Bucket Sun HatUpgrade PickTilley Mens Womens LTM6 Broad Brim Extra Ventilation Sun Protection Airflo Bucket Sun Hat