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    Men's Cowboy Hats

    Shop by: Men's straw cowboy hats · Felt cowboy hats · Leather cowboy hats · Black cowboy hats · Brown cowboy hats · Women's cowgirl hats

    Shop men's cowboy hats from Conner Hats in Australian wool felt, straw and raffia, genuine leather and weathered cotton. You'll find cattleman, gambler, bowler and classic western shapes for the ranch, the arena, the outdoors or a night out, with most hats priced from $77 to $104.

    Most styles come in Small to X-Large, and a few go up to XX-Large and XXX-Large. Use our hat size chart to find your fit; every order includes two free size inserts. Hats that list a UPF rating on their product page are rated under our sun hat rules (see how we rate sun hats).

    Every hat is covered by our lifetime guarantee (50% off if lost or stolen), with free exchanges, 30-day returns and free US shipping over $79.

    Built on Family Craft

    • Hand-shaped construction: Conner Hats makes these styles by hand in small batches, shaping each hat one at a time.
    • Material choice: The range includes Australian wool, natural straw and raffia, weather-resistant cotton, and genuine leather.
    • Broad sizing: Options span numeric hat sizes, Small through XXX-Large, and selected one-size designs.
    • Family history: Bill Conner learned leatherwork in St. Augustine in 1969, moved to Australia in 1970, and made hats in Byron Bay for over 50 years.
    • Long-term coverage: Each hat is backed by a limited lifetime guarantee covering defects in materials and workmanship. The guarantee also includes a 50% off code to replace the same hat if yours is ever lost or stolen.
    Conner Hats 6 7/8 / Silverbelly American Cowboy Hat
    Conner Hats Ivory / Small Cowboy Country Straw Hat

    Match Material to Moment

    Start with the conditions and look you want. Choose Australian wool felt for structured Western silhouettes such as the Austin Cattleman, Outlaw, or Dakota; these are natural fits for cooler weather and a more defined crown. For warm-weather wear, compare straw and raffia styles including the Cowboy Country, Silver Dollar Saloon, Bozeman, and Billings. The Bounty Hunter is weather-resistant cotton, while the High Sierra and Maverick use leather for a more substantial finish. Look for “Shapeable” in names such as Outlaw, Dakota, Country Western, and John Stone when adjustability of the shape matters. Measure around your head where the hat will sit, then compare that measurement with the individual product’s size options. For care, follow the guidance for the specific material and avoid applying the same cleaning method to wool, straw, cotton, and leather.

    ConnerHats

    Cowboy Hats for Men by Material

    Material decides where a hat earns its keep.

    Wool felt is the year-round workhorse. Conner's felt is Australian wool, responsibly sourced and non-mulesed — matted and compressed into a structured, water-resistant shell that keeps insulating even when damp, because wool fibre absorbs moisture into its structure rather than onto the surface (Woolmark Company research). It's the pick for cold weather and dressier western looks, and most styles crush down for travel and spring back into shape. Browse felt cowboy hats.

    Straw is built for heat. Conner weaves organic raffia — a tough, biodegradable palm fiber — alongside toyo (light, packable rice-paper straw) and paper straw. The open weave moves air. Browse straw hats.

    Genuine leather is the rugged one, made for real outdoor wear and only looking better as it ages. Browse leather cowboy hats.

    Man on porch wearing cattleman shaped western wool hat in Putty color with feather accent and turned up snap brim
    Man wearing the Conner Hats Original western raffia hand braided straw western hat with a leather chin cord

    Western Hats for Men

    These keep the classic Western silhouette — a shaped crown and a curved, upturned brim — in cattleman and traditional shapes, with brims from about 2 to 4 inches. Because every hat is hand-shaped, you can steam and reshape the brim to sit exactly how you want it. They're made for the men who actually wear the look: riders, ranchers, and anyone heading to a country music festival or out on a Friday night. (Prefer a flat brim and telescope crown? That's gambler and outback territory, kept separate from the cowboy shape.)

    How to Choose

    Start with fit — because men hit a specific problem here. The average man's head measures about 23.25 inches (a size 7⅜), and mass-market "one-size-fits-most" hats top out near 23 inches, so plenty of guys end up in a hat that perches too high and pinches the temples. Conner sizes from S to XXXL, with 45 cowboy and outback styles running up to 25.6 inches (XXXL), deeper crowns, and drawstrings or sizing foam to fine-tune the fit. See big-sized hats.

    To find your size, wrap a soft tape around your head about half an inch above your ears and brow, measure twice, and if you land between sizes, go up — foam can shim a loose hat, but nothing saves one that's too tight.

    Then match material to use: straw for summer heat and long sun exposure, wool felt for cold, wet, and dress occasions, leather for hard outdoor wear. Every hat is traced farm-to-factory and shipped in biodegradable packaging instead of single-use plastic, and backed by a limited lifetime guarantee against manufacturing defects. The guarantee also includes a 50% off code to replace the same hat if yours is ever lost or stolen.

    Mens Cowboy Hats FAQs

    The average man's head is about 23.25 inches (size 7⅜), but sizes vary widely, so measure rather than guess. Wrap a soft tape about half an inch above your ears and eyebrows, measure twice, and match it to the size chart. If you're between sizes, go up. Conner carries S through XXXL (up to 25.6").

    It should sit level, about half an inch to an inch above your eyebrows and ears, with a light, even grip. A good fit stays put when you tilt your head but never pinches or leaves a red mark. Too loose and it wobbles or blows off; too tight and it gives you a headache.

    It comes down to season and use. Straw is the warm-weather choice: breathable and lightweight for long days in the sun. Wool felt suits cold, wet, and dressier occasions — it's water-resistant and holds warmth even when damp. Genuine leather is best for rugged outdoor wear.

    Yes. Standard hats stop around 23 inches, which leaves many men out. Conner offers 45 styles in XXL and XXXL — up to 25.6 inches (65cm) — built with deeper crowns, wider circumferences, and adjustable drawstrings or sizing foam so a large head gets a proper, comfortable fit rather than a squeeze.

    Straw, palm, and raffia options include the Cowboy Country Straw Hat, Cheyenne Roper, Silver Dollar Saloon, Bozeman, Billings, Country Western, Jasper, and John Stone styles. Their natural-fiber construction gives you alternatives to wool when you are choosing a breathable-looking Western hat for warmer conditions.

    Yes. The Bounty Hunter Water Resistant Cotton Brown Outback Hat is identified as water resistant. That feature belongs to the named product, so do not assume that the wool, straw, raffia, or leather hats have the same water-resistant construction. Review the individual product details before choosing for wet conditions.

    Care should match the material and the individual style. Follow the product-specific guidance rather than using one cleaning method for every hat. Wool, straw, raffia, cotton, and leather have different handling needs, so check the product information before cleaning, reshaping, or exposing a hat to moisture.

    Conner Hats is family-run. Bill Conner learned leatherwork in St. Augustine, Florida, in 1969, emigrated to Australia in November 1970, and made hats in Byron Bay for over 50 years. His son Will created the brand, and orders ship from American Fork, Utah. The hats are made in Australia, Sri Lanka, China, Pakistan and Mexico.