Best Waterproof Cowboy Hats for Men of 2026

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.

The Outback Trading Company Cowboy-Hats in black and large size are perfect for outdoor activities. The hat is made of waterproof oilskin construction, and features a chin cord to keep it in place during windy conditions. The 4.25" reinforced crown and wire brim can be shaped to your preference. The hat also has UPF 50 protection to shield you from harmful sun rays, and a moisture-wicking sweatband to keep you cool and dry.

The Outback Badlands Oilskin Hat is a durable cotton hat treated with authentic Australian oilskin, keeping you dry by letting water simply roll off. Its wire brim is flexible, allowing you to fold it easily and maintain its shape, while air vents help keep your head cool. Designed for long days outside, this hat offers strong sun protection with a UPF 50 rating, shielding you from harmful UVA and UVB rays. Whether you're working on the ranch or enjoying outdoor activities, this breathable and waterproof hat is a reliable choice to keep you comfortable and protected.

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.

The KANUT Wide Brim Cowboy Hat offers excellent sun and wind protection with its broad brim, perfect for outdoor activities like hiking or camping. Made from heavy-washed cotton canvas, it keeps you dry and shields you from the wind, making it a durable choice for unpredictable weather. Inside, the stylish buffalo plaid lining adds comfort while giving a classic western look. Plus, the moisture-wicking sweatband helps keep your head dry and cool, so you can wear it comfortably for long hours whether you're working outside or enjoying an event. This hat blends function and style seamlessly for your outdoor adventures.

The Outback Moonshine Hat is a great choice if you're looking for reliable outdoor headwear. It features water resistance, so you can stay dry even when the weather turns wet, making it perfect for unpredictable conditions. The wide 3-inch brim offers excellent sun protection, shielding your face from harmful UV rays with a UPF 50 rating. Made from Outback's Canyonland fabric, a cotton-poly blend, this hat is both lightweight and durable, providing comfort without sacrificing strength. Plus, the moisture-wicking sweatband helps keep your head cool and dry by pulling sweat away from your skin, so you can stay comfortable during long days outdoors.

The Outback Broken Hill Hat is made from 100% Australian wool, giving you a durable and stylish option for outdoor wear. Its crushable design means the hat keeps its shape no matter how rough you treat it, perfect for those who need a tough hat that lasts. With a 3.25-inch wide brim and UPF 50-rated fabric, it offers strong sun protection, helping you stay safe during long hours outside. Additionally, the water-resistant material keeps the hat comfortable and dry, so you don’t have to worry about light rain or sweat. This hat combines practicality with comfort for your active lifestyle.

The Stetson Buffalo Felt Hat offers a unique style with its genuine buffalo felt material, giving you a durable and water-resistant hat that stands out. The brown leather band, detailed with hair-on-hide and accented by orange wraps and antique gold-tone conchos, adds a rustic and sophisticated touch that can elevate your look. Its classic cattleman crease crown not only reflects traditional cowboy style but also provides a comfortable fit. Plus, the leather sweatband inside helps keep you comfortable by absorbing moisture, making it easier to wear for long periods. This hat combines style and practicality for everyday use.

The MIX BROWN Wool Cowboy Hat is made from 100% Australian wool, offering you a breathable and cozy fit that keeps you warm on chilly days. Its wide 3.35-inch brim helps shield your face and eyes from the sun, and you can shape the brim to suit your style or needs. This classic western design works well for both men and women, making it easy to pair with casual or dressy outfits for a rugged, elegant look. Plus, with two size options and an adjustable drawstring, you can find a comfortable fit that stays secure during outdoor activities like horse riding, hiking, or ranch work.

The Bigalli Wool Felt Hat is a stylish and practical choice for your outdoor adventures. Made from 100% fine wool felt, it offers excellent protection against the elements while keeping your head warm and comfortable throughout the day. Its classic teardrop crown and 3 1/2-inch brim shield your face from harmful UV rays, making it great for activities like hiking, fishing, or exploring in rainy or snowy weather. The hat is also crushable and features a recycled leather band, adding durability and a touch of elegance. Plus, it comes with size reducers to ensure a perfect fit every time.