Best Waterproof Cowboy Hats for Men of 2025

* We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.
Introducing the latest must-have accessory for men: Waterproof Cowboy Hats. Designed to withstand any weather conditions, these hats combine the timeless charm of a classic cowboy hat with the practicality of waterproof technology. Perfect for outdoor enthusiasts, these hats will keep you dry and stylish whether you're out on the ranch or exploring the urban jungle. With a wide range of styles and colors to choose from, these waterproof cowboy hats are a versatile addition to any man's wardrobe. So, embrace the elements and make a bold fashion statement with these durable and fashionable hats.
At a Glance: Our Top Picks
Top 10 Waterproof Cowboy Hats for Men
Outback Trading Moonshine Canyonland Hat
The Outback Moonshine Hat is designed to keep you comfortable and protected during outdoor activities. Its water-resistant feature ensures you stay dry, even in unexpected rain. With a wide 3" brim and UPF 50 rating, you can trust this hat to shield you from harmful UV rays while enjoying the sun. Made from a lightweight cotton-polyester blend, it offers a soft, broken-in feel, making it perfect for long days outdoors. Plus, the moisture-wicking sweatband keeps sweat away, allowing you to maintain a cool and dry head, no matter how hot it gets.
Outback Trading Company Trapper Hat
The Outback Trapper Hat is designed for outdoor enthusiasts who need reliable protection from the elements. Its breathable cotton oilskin material keeps your head dry, as water simply rolls off the surface. The adjustable chin cord ensures that the hat stays securely in place, whether you're riding fast or facing windy conditions. With UPF 50 protection, this hat effectively shields you from harmful UV rays, making it an essential accessory for long days in the sun.
Outback Trading Company Bootlegger Hat
The Outback Bootlegger Hat is designed for comfort and protection during your outdoor adventures. Its easy-to-clean surface and breathable grommets ensure that you stay fresh and dry. The waterproof oilskin material repels water, keeping both you and the hat dry in wet conditions. A moisture-wicking sweatband draws sweat away from your skin, ensuring you remain cool even on hot days. Plus, with UPF 50-rated fabric and a wide brim, you can enjoy excellent sun protection while exploring under the sun.
Outback Trading Company Grizzly Hat
The Outback Grizzly Hat is designed for outdoor enthusiasts who need reliable protection from the elements. Its waterproof oilskin fabric keeps your head dry by repelling water, making it perfect for rainy adventures. With vented grommets, you can enjoy breathability, ensuring comfort even on warm days. The moisture-wicking sweatband draws sweat away from your skin, helping you stay cool and dry. Additionally, the UPF 50-rated fabric and wide brim shield you from harmful UV rays, allowing you to enjoy the sun safely. This hat is a perfect companion for your outdoor activities.
SideWinder Leather Cowboy Hat
The SideWinder Cowboy Hat is a stylish and durable choice for any outdoor enthusiast. Crafted from high-quality split cowhide leather, this hat offers a unique distressed look while ensuring comfort. Its wide brim provides excellent sun protection, making it ideal for sunny days. Plus, the water-resistant feature means you can wear it in various weather conditions without worry. To find your perfect fit, simply measure your head and select the appropriate size. This handmade hat promises longevity with its fine stitching and premium materials, ensuring you look great for years to come.
Outback Trading Madison River Hat
The Outback Trading Hat is both stylish and functional, providing excellent sun protection with its UPF features while showcasing beautiful leather accents. You can rely on this crushable hat to maintain its shape, no matter how much you toss it around. The moisture-wicking sweatband keeps you comfortable by drawing sweat away from your skin, ensuring a cool experience even in warm conditions. Plus, its waterproof design means you will stay dry, as water simply runs off the fabric, while air vents enhance breathability for added comfort.
Outback Trading Men's Dusty Rider Hat
The Outback Dusty Rider Hat is a stylish accessory perfect for any occasion, whether you're at the barn, rodeo, or a formal event. Made from premium Australian wool, it is both breathable and water-resistant, ensuring you stay comfortable in various weather conditions. With UPF 50 protection, the wide brim and tall crown shield your face, neck, and ears from harmful sun rays. Additionally, its soft sweatband and sateen lining enhance comfort, allowing you to wear it for extended periods without overheating. This hat is designed to complement any outfit, making it a versatile addition to your wardrobe.
Outback Trading Company Oilskin Cowboy Hat
The Outback Cowboy Hat is a versatile piece of headwear designed for those who work outdoors. Made from 100% cotton and treated with oilskin, this hat repels water, keeping you dry even in wet conditions. The wire brim allows for easy adjustment, making it convenient to fold and carry. With wide brims and a UPF 50 rating, it provides excellent sun protection, shielding you from harmful rays during long hours in the field. Additionally, the moisture-wicking sweatband ensures you stay cool and comfortable by drawing sweat away from your skin.
Outback Trading Company Broken Hill Hat
The Outback Broken Hill Hat is crafted from 100% Australian wool, ensuring a soft yet durable feel. Its crushable design means you can toss it in your bag without worrying about damaging its shape, making it perfect for travel. With a wide brim that provides UPF 50 protection, you can enjoy outdoor activities while safeguarding your skin from harmful UV rays. Additionally, this water-resistant hat features a quick-dry sweatband that wicks moisture away, keeping you cool and comfortable during hot days.
Bigalli 100% Wool Felt Outback Hat
The Bigalli Wool Outback Hat is an ideal accessory for your outdoor adventures. Made from 100% fine wool felt, this hat offers exceptional warmth and comfort, keeping you cozy during winter escapades. Its unique teardrop crown and durable Nubuck leather band add a stylish touch to your look. Designed for versatility, the crushable wide brim provides excellent UV protection, making it perfect for activities like fishing, hiking, or even a snowy day out. Plus, it's waterproof and breathable, ensuring you stay comfortable in various weather conditions.
Frequently Asked Questions (FAQs)
1. Will rain ruin a Stetson hat?
No, rain will not ruin a Stetson hat. These hats are made to be worn in various weather conditions, including rain. The more you wear your Stetson hat, the more it becomes a part of your identity. To keep your hat in good condition, follow some tips for maintaining its quality and longevity.
2. How do I protect my cowboy hat in the rain?
To protect your cowboy hat in the rain, consider using a water and stain-repellent spray. Apply the spray as instructed by the manufacturer and allow it to dry completely before wearing the hat. It is important to let the hat dry naturally after exposure to rain or moisture.
3. Is it OK to wear a felt cowboy hat in the rain?
Wearing a felt cowboy hat in light rain or drizzle should not cause any damage to the hat. However, heavy rain and thunderstorms are not suitable for felt hats. It is important to note that straw hats made of natural fibers should never be worn in the rain, as they are not water-resistant.
4. What kind of hat do you wear in the rain?
For rainy conditions, it is recommended to wear a hat made from waxed or oiled natural fibers like cotton, canvas, leather, or hemp. These materials have water-resistant properties and can provide protection from rain.
5. Can I wear my Stetson straw hat in the rain?
No, it is not advisable to wear a Stetson straw hat in the rain. Straw hats, which are made of natural fibers, are not suitable for wet weather. They can lose their shape and become damaged when exposed to moisture. It is best to avoid wearing a straw hat in rainy conditions.
During our waterproof cowboy hat for men research, we found 48 waterproof cowboy hat for men products and shortlisted 10 quality products. We collected and analyzed 8,717 customer reviews through our big data system to write the waterproof cowboy hats for men list. We found that most customers choose waterproof cowboy hats for men with an average price of $54.76.
The waterproof cowboy hats for men are available for purchase. We have researched hundreds of brands and picked the top brands of waterproof cowboy hats for men, including Outback Trading Company, SideWinder, Bigalli. The seller of top 1 product has received honest feedback from 4,140 consumers with an average rating of 4.9.

William Weston was born in America and is currently a fashion industry designer. He's always been fascinated with the idea of taking something old and making it new again, so he decided to go into fashion design. William loves working on his designs and creating clothing that will make people look good while feeling comfortable at the same time.