Best Retro Cowboy Hats for Men of 2025

John Zimmer Avatar
John Zimmer
Last Updated: 31 Jan 2025

* We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.

Retro Cowboy Hats are a stylish accessory that adds a touch of vintage charm to any outfit. With their wide brims and classic designs, these hats are perfect for men who want to embrace their inner cowboy. Made from high-quality materials, they offer both durability and comfort. Whether you're attending a country-themed party or simply want to stand out in a crowd, Retro Cowboy Hats are a versatile choice that never goes out of fashion.

At a Glance: Our Top Picks

Mens Western Cowboy Hats with Bull Head Cover #TOP 1
Mens Western Cowboy Hats with Bull Head
ftb score rating icon 9.9
Womens Cow Print Western Hat with Bull Head Cover #TOP 2
Womens Cow Print Western Hat with Bull Head
ftb score rating icon 9.8
Hiceeden 4 Pack Retro Brown Cowboy Hats Cover #TOP 3
Hiceeden 4 Pack Retro Brown Cowboy Hats
ftb score rating icon 9.6

Top 10 Retro Cowboy Hats for Men

#TOP 1

Mens Western Cowboy Hats with Bull Head

YING--wJ4orjpc1JuP1
Black 1
One Size
Mens Western Cowboy Hats with Bull Head Cover
Mens Western Cowboy Hats with Bull Head Womens Retro Vintage Jazz Hat Solid Color Cowgirl Hats for Adults (Black 1, One Size)

The ESSECMBS Cowboy Hat is crafted from high-quality cloth fabric, ensuring a smooth and lightweight feel for all-day comfort. Its retro design features a simple solid colour with a stylish metal bull head decoration, making it a fashionable choice for both men and women. This standard-sized hat fits most adults, providing versatility in style. Available in various colours, it allows you to express yourself uniquely, whether you are out on a date, enjoying a ride, or attending a gathering.

What We Like
High-quality, comfortable fabric
Stylish metal bull head design
Standard size fits most
Available in multiple colours
Versatile for various occasions
#TOP 2

Womens Cow Print Western Hat with Bull Head

Black White
One Size
Womens Cow Print Western Hat with Bull Head Cover
Womens Western Cowgirl Hats with Bull Head Mens Retro Cowboy Hat Fashion Cow Printed Jazz Hat for Adults (Polyester, Black White)

The ESSECMBS Cowgirl Hat is made from high-quality, lightweight cloth, ensuring comfort for all-day wear. Its stylish black and white cow print, accented with a metal bull head, will make you look fashionable and confident. Designed to fit adults and teens, this hat is practical and unburdensome at just 180g. It serves as a versatile accessory, perfect for daily activities, parties, or outdoor adventures, while also providing sun protection for your face.

What We Like
High-quality, lightweight material
Stylish cow print design
Comfortable for all-day wear
Versatile for various occasions
Sun protection for your face
#TOP 3

Hiceeden 4 Pack Retro Brown Cowboy Hats

Hi-CowboyHat-Brown-4p
Brown
One Size
Hiceeden 4 Pack Retro Brown Cowboy Hats Cover
Hiceeden 4 Pack Brown Cowboy Hat for Men & Women, Retro Western Hat Felt Cowgirl Hat for Adults, Wide Brim Cowboy Hat with Chin Strap and Rivet Decor for Western Party

The Hiceeden Cowboy Hats come in a convenient 4-pack, perfect for adults. With a head circumference of 23.2 inches, the adjustable chin strap ensures a secure fit, so you can wear it confidently even in windy conditions. Made from lightweight, non-toxic felt, these hats won't weigh you down, making them ideal for long wear. Their stylish rivet decorations and curled brims add a modern twist to your outfit, allowing you to express your unique personality at any event.

What We Like
Adjustable chin strap for security
Lightweight and comfortable material
Stylish design with rivet decor
Versatile for various occasions
Easy to match with outfits

HALUKAKAH Adjustable Cowboy Hatband with Feathers

WS-HAJWEUHB2351-Y
Feather
One Size
HALUKAKAH Adjustable Cowboy Hatband with Feathers Cover
HALUKAKAH Cowboy Hatband for Men Women Western Vintage Retro Style Handmade Knit Feather Leather Size Adjustable

The HALUKAKAH Cowboy Hatband is a stylish addition to your western hats, enhancing your look effortlessly. With its size adjustable feature, you can easily fit it onto medium, large, or extra-large hats, ensuring a comfortable wear. Made from luxury hypoallergenic materials, this hatband is safe for your skin, allowing you to wear it with peace of mind. Its handmade quality guarantees attention to detail, providing you with a unique accessory that stands out. Dress up your fashion hat for any occasion with this exquisite hatband.

What We Like
Adjustable size for comfortable fit
Safe materials for skin protection
Handmade for unique quality
Stylish addition to any hat
#TOP 5

Yuedefly Classic Western Cowboy Hat for All

Yuedefly
Brown
One Size
Yuedefly Classic Western Cowboy Hat for All Cover
Yuedefly Classic Western Cowboy Hat,Men Women Retro Western Cowboy Hat,Wide Brim Cowgirl Hats Felt Fedora hat Brown

The Yuedefly Cowboy Hat features a classic design that appeals to both men and women, making it a versatile choice for any occasion. Crafted from premium quality felt, this hat is soft and breathable, ensuring comfort during all-day wear. With an adjustable ribbon, it easily fits head sizes between 56-58cm, allowing you to find your perfect fit. Maintenance is simple, as you can clean it with a horsehair brush or a damp cloth, ensuring it stays looking great for every event.

What We Like
Timeless retro style
Comfortable all-day wear
Adjustable fit
Easy to clean
Suitable for various occasions

ESSECMBS Women's Western Cowgirl Hat with Woven Belt

Light Brown
One Size
ESSECMBS Women's Western Cowgirl Hat with Woven Belt Cover
ESSECMBS Womens Western Cowgirl Hats Mens Vintage Cowboy Hat Solid Color Trendy Fedora Jazz Hat with Woven Belt (Light Brown, ONE SIZE)

The ESSECMBS Cowboy Hat is crafted from high-quality cotton and polyester, ensuring a soft yet durable feel that is breathable and comfortable for all-day wear. Its retro design features a stylish woven belt, allowing you to make a fashionable statement. The one-size-fits-most design means it comfortably accommodates most adults, with a snug fit provided by the soft sweatband. Additionally, the wide brim offers excellent UV protection, keeping your face safe from harmful sun rays during outdoor adventures.

What We Like
High-quality, breathable materials
Stylish woven belt design
One-size fits most adults
Effective UV protection
#TOP 7

Unisex Wide Brim Straw Sun Hat

Women Sun Hat 572
Army Green
One Size
Unisex Wide Brim Straw Sun Hat Cover
Unisex Solid Sun Straw Hat Bowler Hat with Cool Leather Belt Floppy Wide Brim Fedora Cowboy Cowgirl Hat Retro Vintage Gentleman Outdoor Travel Army Green One Size

The Wide Brim Straw Hat is designed to fit most women comfortably. Its tightly woven material ensures durability while keeping you cool under the sun. Perfect for beach holidays or everyday wear, this hat pairs well with various outfits, from dresses to shorts. The adjustable chin cord keeps it secure during windy days, and the internal sweatband adds an extra layer of comfort, making it a practical accessory for any outdoor activity.

What We Like
One size fits most
Breathable and durable
Adjustable chin cord
Great for outdoor activities
Stylish for various outfits
#TOP 8

Men's and Women's Vintage Cowboy Hat

Juaugusep
GLKJ5637-755V3dbE--T1
Coffee
One Size
Men's and Women's Vintage Cowboy Hat Cover
Men Western Cowboy Hat with Bull Head, Women Retro Vintage Jazz Hat Autumn Winter Wide Brim Cowgirl Hat for Adults, Coffee, One size

The Juaugusep Cowboy Hat is crafted from high-quality cloth, ensuring a lightweight and comfortable fit for all-day wear. Its retro design features a solid colour and a unique metal bull head decoration, making it a stylish choice for both men and women. Available in various colours, you can easily find one that suits your personal style. This hat is perfect for numerous occasions, from daily outings to parties and gatherings, adding a touch of charm to any outfit.

What We Like
High-quality, lightweight material
Unique and stylish design
Available in multiple colours
Suitable for various occasions

GEMVIE Suede Cowboy Hat for All

UK-24FMZ-010
Coffee brown-1
7-7 1/4
GEMVIE Suede Cowboy Hat for All Cover
GEMVIE Western Cowboy Hat for Men Women Suede Cowgirl Hats Adjustable Fedora Cowboy Outdoor Hat with Shapeable Brim

The GEMVIE Cowboy Hat is crafted from soft faux suede, offering a smooth and comfortable feel for your head. Its vintage design features a stylish leather hat band, making it an elegant choice for any outdoor occasion. With an adjustable size, this hat fits most adults perfectly, providing a secure and comfortable fit. The shapable brim, reinforced with flexible wire, allows you to customise the hat's style to suit your preferences, making it ideal for parties, cosplay, or any cowboy-themed events.

What We Like
Comfortable faux suede material
Adjustable for perfect fit
Shapable brim for custom style
Stylish vintage design
#TOP 10

DRESHOW Shapeable Cowboy Hat for Adults

One Size
DRESHOW Shapeable Cowboy Hat for Adults Cover
DRESHOW Cowboy Hat Adults with Shapeable Classic Wide Brim Felt Cattleman Western Hats for Men Women with Buckle Belt Unisex Rolled up Caps

The DRESHOW Cowboy Hat is crafted from natural suede, offering a luxurious texture that enhances both visual and tactile appeal. Its stylish design features a classic fedora shape and a light, breathable structure, making it perfect for any season. The adjustable strap ensures a comfortable fit for most adults, allowing you to wear it with confidence. Additionally, the unique wide brim provides excellent protection from harmful UV rays and unexpected rain, making this hat ideal for various outdoor activities.

What We Like
High-quality suede material
Stylish and breathable design
Adjustable for most sizes
Wide brim for UV protection
Buying Guide Image

Frequently Asked Questions (FAQs)

1. What is the classic cowboy hat called?

Cattleman Cattleman is the most popular style of cowboy hat you will see. It is the oldest and most traditional type. The style began when ranch owners wanted to differentiate themselves from rodeo riders.

2. What does a black cowboy hat mean?

In American films of the Western genre between the 1920s and the 1940s, white hats were often worn by heroes and black hats by villains to symbolize the contrast in good versus evil.

The Cattleman: Considered by some to be the most popular style of cowboy hat today, the Cattleman looks like everyone's idea of the traditional cowboy hat, as seen in thousands of Hollywood movies. It has three creases in the top of the crown and a brim that slightly curves.

4. What sort of hat does Clint Eastwood wear?

A reproduction of the Rowdy Yates TV Hat This small brimmed hat is the style worn by Clint Eastwood in that old TV western series, Rawhide (1959-1965) . We have added our optional medium trail dust, giving the hat that worn, just off the cattle drive look. You can add trail dust below as you build your hat.

Editor's Notes

During our retro cowboy hat for men research, we found 116 retro cowboy hat for men products and shortlisted 10 quality products. We collected and analyzed 3,142 customer reviews through our big data system to write the retro cowboy hats for men list. We found that most customers choose retro cowboy hats for men with an average price of £18.87.

The retro cowboy hats for men are available for purchase. We have researched hundreds of brands and picked the top brands of retro cowboy hats for men, including ESSECMBS, Hiceeden, HALUKAKAH, Yuedefly, Juaugusep. The seller of top 1 product has received honest feedback from 53 consumers with an average rating of 4.0.

Written by
John Zimmer Avatar

John Zimmer is a truly professional writer on findthisbest.com. He has specialized in writing content a wide variety of fields for over a decade. Since 2011, he has been using his expertise and extensive experience to write content for online shopping guide websites. In addition to writing for findthisbest.com, he has appeared in publications such as The Spruce, Wirecutter and Bestbuy.