2023 Ultimate Guide to Long Hair Cowboy Hats

Long hair cowboy hats have become a staple in the world of men’s fashion. Whether you’re looking to add a touch of ruggedness to your outfit or simply want to portray a classic cowboy look, these hats are a must-have accessory for style-savvy men.

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The History of Long Hair Cowboy Hats

The long hair cowboy hat has become a popular accessory for men who want to add a touch of rugged style to their wardrobe. However, the history of the cowboy hat goes back to the 1860s when cowboys needed a hat to protect them from the sun while herding cattle.

The first cowboy hats were made by modifying the wide-brimmed sombrero worn by Mexican vaqueros, and were made with high-quality felts, such as beaver, which made them durable and weather-resistant.

Long hair cowboy hat with historical background

It wasn’t until the early 1900s that the cowboy hat became a fashionable accessory. This was due in part to popular Western films, which featured rugged and handsome cowboys wearing stylish hats.

It was also during this time that the Stetson hat company introduced their popular “Boss of the Plains” hat, which became an instant classic.

In the 1960s and 1970s, the cowboy hat saw a resurgence in popularity thanks to the counter-culture movement. Many hippies and other free spirits began wearing cowboy hats as a symbol of rebellion and non-conformity.

As a result, the long hair cowboy hat, with its distinctive look and unique style, has become a popular choice for men looking to stand out from the crowd.

The Different Styles of Long Hair Cowboy Hats

Long hair and cowboy hats are two iconic elements of western fashion. But not all cowboy hats are created equal, and it’s important to choose the right style to complement long hair.

Here are some of the factors to consider when choosing a long hair cowboy hat:

Brim shapes and sizes

The brim of a cowboy hat is perhaps the most recognizable feature. Brims come in varying sizes, and different shapes can also be achieved by bending the brim.

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For long hair, a wider brim is often a better choice, as it provides more shade and helps to frame the face. A Cattleman crown with a flat brim works well for a more modern and trendy look while a wider brimmed hat works best for a classic cowboy look.

Crown styles

The crown of a cowboy hat is the part that sits on top of the head. Crowns come in different heights and shapes, and certain styles may look better with certain face shapes.

Consider a taller crown for long hair to create more of a balanced look. Some popular crown styles include the center crease, the pinch front, and the teardrop.

Material choices

Cowboy hats can be made from a variety of materials, including wool, felt, and straw. It’s important to choose a material that is comfortable and suits the climate.

Wool and felt hats are better for colder climates, while straw hats are better for warmer weather. For longer hair, a breathable material may be a better choice to prevent the scalp from overheating and sweating.

Long Hair Cowboy Hat

Choosing the right style of long hair cowboy hat is a key element of any western fashion statement. By considering brim size and shape, crown style, and material choice, you can find the perfect cowboy hat to complement your long locks and make a bold statement.

Choosing the Right Long Hair Cowboy Hat for Your Face Shape

If you have long hair and are planning to wear a cowboy hat, it’s essential to pick a hat that complements your facial structure. Here’s a guide on how to pick the perfect long hair cowboy hat for your face shape:

Oval Shape

If you have an oval-shaped face, you’re lucky, because most cowboy hats will look good on you. However, it’s still essential to choose the right hat with the perfect crown height, brim width, and style.

A medium to high crown with a broad brim will give your face an ideal balance.

Round Shape

For a round-shaped face, choose a hat with a flat brim and medium to high crown to elongate your face. Avoid short and curved brims, as they will make your face appear shorter.

Square Shape

People with square-shaped faces should pick a cowboy hat with a round brim that curves slightly upwards. A medium to high crown with an asymmetrical shape will help soften your angular jawline.

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Heart Shape

Heart-shaped faces should choose a cowboy hat with a medium to high crown and a wide brim. A hat with a downturned brim and a creased crown will help balance your narrow jawline.

How to Wear a Long Hair Cowboy Hat with Confidence

If you’re looking to add a touch of western flair to your outfit, a long hair cowboy hat is the perfect accessory. However, knowing how to wear it properly can be a bit tricky.

Here are some tips and tricks to help you rock your cowboy hat with confidence.

Proper fit

The key to pulling off a cowboy hat is getting the right fit. Your hat should be snug enough that it doesn’t fly off in the wind, but not so tight that it gives you a headache.

When trying on a hat, make sure it fits comfortably on your head and sits low enough on your forehead.

Hairstyles to complement the hat

Your hairstyle is an important factor in how well your cowboy hat will look on you. If you have long hair, consider wearing it in loose waves or a low ponytail to avoid adding too much volume to your head.

For shorter hair, a messy, textured style can help balance out the wide brim of the hat.

Clothing pairings

What you wear with your cowboy hat is just as important as the hat itself. When dressing to complement your hat, keep the rest of your outfit simple and streamlined.

Consider pairing your hat with a denim jacket, chambray shirt, or leather boots for a classic western look. If you’re feeling bold, add a pop of color with a bright belt or patterned scarf.

Stylish man wearing long hair cowboy hat

Maintenance and Care for Long Hair Cowboy Hats

For men who love sporting a long hair cowboy hat, proper care and maintenance is important in keeping it in excellent condition. Here are some tips:

  • Storage: When not in use, store your hat in a cool and dry place. Avoid placing it where it can be crushed or exposed to direct sunlight.
  • Cleaning: Brush the hat using short strokes to remove dust and dirt. For stubborn marks, lighter fluid or dry cleaning fluid can be used, but ensure these liquids are used in a well-ventilated room. If the hat gets wet, allow it to dry at room temperature and avoid using a hairdryer or any source of heat to dry it out.
  • Repair: If your hat gets damaged, it’s best to bring it to a professional hat cleaner or a leather goods repair shop to ensure it’s repaired properly. Trying to fix it on your own can cause more damage.
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To keep your long hair cowboy hat looking its best, following these simple maintenance and care tips can help preserve its quality and increase its longevity.

Maintenance and Care for Long Hair Cowboy Hats

Frequently Asked Questions

How do you break in a new long hair cowboy hat?

To break in a new long hair cowboy hat, wear it often and let your sweat and natural oils soften the material. You can also use a hat steamer to loosen and shape the brim to your desired style. Avoid getting your hat wet or crushed, as this can damage the material.

Can women wear long hair cowboy hats?

Yes, women can absolutely wear long hair cowboy hats. The hats come in a variety of styles and sizes to fit any head shape and hair length. Women can pair them with western-inspired outfits or add a touch of ruggedness to any ensemble.

What is the proper etiquette for wearing a cowboy hat?

The proper etiquette for wearing a cowboy hat is to remove it indoors, unless you are in a western-themed establishment or event. When greeting someone, tip your hat by touching the brim with one hand while holding the crown with the other. Always wear your hat with the brim facing forward and make sure it fits securely on your head.


Long hair cowboy hats are a versatile and stylish accessory for any man. The wide brim provides ample protection from the sun while the various crown heights and shapes allow for customization to fit any face and personal style.

They look great with denim and facial hair, making them a perfect addition to any rugged fashion look. Don’t be afraid to experiment with different colors and styles to find the perfect one for you.

Long Hair Cowboy Hat

So whether you’re herding cattle or just hitting the town, a long hair cowboy hat is sure to make a statement.


Jonathan B. Delfs

I love to write about men's lifestyle and fashion. Unique tips and inspiration for daily outfits and other occasions are what we like to give you at MensVenture.com. Do you have any notes or feedback, please write to me directly: [email protected]

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