All Products

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

Related Products: Try On | Newsboy | Wool Flat Cap | Houndstooth

  Please Note: This style features an aged/burned/stained finish. This is the intended look of the hat and does NOT constitute damage. Please enlarge each thumbnail image for a close-up view of the aged and stained finish.   Made in Mexico   The Ride or Die Palm Straw Gus…

Related Products: Charlie 1 Horse | Gus Straw Hats | Made In Mexico | Gus Hats

  Made in the USA The Bailey Wynn LiteFelt Wool Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of:…

Related Products: Trilby | Trilby Hat | Bailey Fedora | Packable Fedora

  Made in the USA   The Kisner Wool Felt Open Crown Hat by Bailey is a minimalist styled hat with a high open crown and stiff brim. A laser etched detail on the back brim representing 'Thunder' and ultra-thin Bailey logo metal bar are the only accents on this very intentionally…

Related Products: Open Crown Flat Brim | Open Crown Hat | Open Crown | Flat Brim

  Made in the USA   The 1890s slang word hightail originated from US cattle ranches, where many animals flee with their tail up. The Bailey Hightail Wool Felt Western Hat is made of a 2X wool felt firm/stiff body; it has a plaited cotton cord hat band, topped with a tricolor woven…

Related Products: Cowboy Hats | Small Brim Western Hats | Bailey Western | Dri-lex Sweatband

  Made in the USA   The High Desert Wool Felt Gambler Hat from Charlie 1 Horse is a high-quality hat. Made in America, this hat is pure, durable, comfortable wool, with a soft satin interior lining that just cannot be ignored. Additionally, the leather hat band matches the leather…

Related Products: Gambler | Ronnie Van Zant | Gambler Hat | Gambler Or Plantation

  Made in the USA   The Bailey Harker Wool Felt Bowler is possibly inspired by Jonathan Harker, one of the protagonists in Bram Stoker's Dracula. The jet nap finish on the wool felt modernizes this sleek derby sleek.   Approx. 4 1/4" Round Crown 1 1/2" Rolled Brim …

Related Products: Bowler | Extra Large Size Hats Bowler | Bowler Hats | Derby Hats

  Made in the USA   Part of Bailey's Wind River® collection of rugged hats, the Caliber Crushable Wool LiteFelt Western Hat features their exclusive LiteFelt® finish for added softness, water repellency and packability. The Caliber is crafted with a classic teardrop crown,…

Related Products: Small Brim Outback Hats | Crushable Western Hats | Aussie Hat | Small Brim Western Hats

  Made in the USA   Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A…

Related Products: Trilby | Trilby Hat | Tino | Bailey Fedora

  Made in the USA   Charm and style are one, when it comes to the Bailey Brandt Lanolux Wool Felt Fedora Hat. You'll be walking tall with confidence in this center dent fedora with leather trim hat band!   Approx. 3 3/4" Center Pinch Crown 2 1/2" Downturned Brim   Made…

Related Products: Hat | Xxxl Fedora Hats | Xxxl Fedora | 2 1/2" Brim

  Made in the USA   Bailey 1922 introduces their hybrid design of a traditional western with modern day style with the Niall Wool Felt Western Hat. The classic cowboy's cattleman crown is paired with a modern flat brim, mixing conventional with contemporary. The simple and narrow…

Related Products: Cowboy Hats | Flat Brim Western Hat | Cattleman | Small Brim Western Hats

  Made in Mexico   A new and stunning headwear offering from Charlie 1 Horse, the Mamacita Palm Straw Gambler Hat. A tight and attractive braided palm straw body is accented with a seed bead hat band. This hat band is a true celebration of color and is further accented with a concho…

Related Products: Straw Gambler | Gambler Hat | Gambler | Charlie One Horse Hats

  The Taxten by Bailey 1922 is a classic leather-paneled ivy cap with the casual appeal and presence of a true old-fashioned Sunday driving cap. On the interior, a finely woven grosgrain sweatband nicely accents custom Bailey lining, for a surprisingly rich experience. Continuing with this…

Related Products: Driving Cap | Leather Flat Cap | Leather Newsboy Cap | Ivy Hats

  Made in the USA   A great companion on adventures, the Calaway Crushable LiteFelt Wool Outback Hat is crafted from Bailey's signature LiteFelt wool making it water repellent and shape retentive. Comes with a genuine leather hat band with metal and threading accents. Casual but with…

Related Products: Outback | Bailey Litefelt | Felt Hats | Crushable Made In Usa

  Made in Mexico   Introducing the Fling Wool Felt Rancher Hat from Charlie 1 Horse, featuring a distinct heart-shaped crown for a touch of romantic flair. Made in Mexico from 100% wool felt and featuring the signature Charlie 1 Horse branding, this rancher hat will elevate any look…

Related Products: Flat Brim Western Hat | Charlie 1 Horse | Red Hats | Flat Brim Cowboy

  FINAL SALE   Made in the USA   Crown your restless spirit with the new Ashmore Wool LiteFelt Fedora Hat by Bailey! Part of their Poet® Travel Collection inspired by the spirit and grit of the Old American West, Ashmore is crafted in the USA using Bailey's exclusive wool…

Related Products: Bailey Poet

  Please Note: This style runs slightly large. We suggest you order one size smaller from your normal hat size.   Made in the USA   The Burnell LifeFelt Wool Fedora Hat by Bailey features a classic fedora silhouette with Bailey's top-rate LiteFelt® finish making the…

Related Products: Black Wide Brim Hats

  The Noclin Leather Newsboy Cap by Bailey is crafted of smooth, soft-to-the-touch leather in a classic 8-panel newsboy design. Embellished only with a small Bailey side pin, the Noclin Newsboy is finished with a double-snap bill, grosgrain ribbon sweatband and quilted satin lining. Treat…

Related Products: Leather Newsboy Cap | Newsboy Hat | Newsboy Cap | 8 Panel Caps

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably…

Related Products: Bailey Fedora | Blue Fedora | Wool Fedora | Tan Fedora

  Made in Mexico   Embark on your next adventure with the Charlie 1 Horse White Sands Wool Felt Rancher Fedora Hat. Featuring a faux turquoise arrow pin and cabochon, this hat will complement any outfit with its rustic allure. Whether you need an accessory for the great outdoors or…

Related Products: Charlie 1 | Charlie 1 Horse Hats | Charlie One Horse Hats | Wool Fedora

  A basic from Biltmore's Vintage Couture line, the Carolina Toyo Straw Fedora Hat! This fedora features an ultra stiff teardrop crown and flexible brim. Wrapped around the crown we have a grosgrain ribbon hat band finished wth a Biltmore wax seal side pin!   Approx. 4 1/2"…

Related Products: Flat Brim | Black Straw Hats | White Straw Fedora | White Fedora

  Made in the USA   Make a statement with the Caprole Wool LiteFelt Walker Trilby Hat by Bailey 1922! The Caprole is a unique trilby that is water resistant, stain repellent, and shape retentive making it ideal for styling anywhere you go. It includes a removable side duck feather, a…

Related Products: Humphrey Bogart | Trilby | Feather | Walker

  Made in Mexico   The Tribal Shantung Straw Fedora Hat from Charlie 1 Horse is full of color and is a celebration of well-made straw hats. Made in Mexico of 100% shantung straw, this fedora's layered hat band steals the show. Double layered with a faux leather bottom layer and a…

Related Products: Made In Mexico | Santana | Charlie 1 | Charlie 1 Horse Hats

  Made in the USA   The Godwin Elite Superine Velour Wool Felt Fedora features Bailey's newest finish, a wool velour. Designed with sustainability in mind, this finish is made to mimic the feel of fur felt but is made completely of wool. A buttery-soft genuine leather hat band with a…

Related Products: Purple Fedora | Purple | Folding Hats | Flat Brim Fedora

  Made in Mexico   Style and class combine for the Traveler Wool Felt Crossover Hat from Charlie 1 Horse. This wonderful hat features western-inspired styles in a druable wool felt body and the iconic Charlie 1 Horse branding. The narrow leather hat band wrapping around the crown has…

Related Products: Charlie 1 Horse Hats | Charlie 1 Horse | Band | Charlie One Horse Hats

  Made in the USA   The Bailey Jett Wool Felt Porkpie combines a classic men's style, with Bailey's fashion forward polished finish. These premium wool felts are crafted with Bailey's exclusive blend of 100% virgin wool fibers and a unique silk-like finish, adding a luxurious sense…

Related Products: Black Pork Pie | Pork Pie | Pork Pie Hat | Porkpie

  Made in the USA   Introducing Bailey 1922’s Appley Elite Velour Wool Felt Fedora Hat, a true epitome of sophistication and American craftsmanship. Made with 100% wool felt, this hat showcases both luxury and warmth, making it a perfect addition to your fall or winter wardrobe.…

Related Products: New Arrivals | Bailey Fedora | Teal

  Made in the USA   Bailey 1922 debuts a new style, the Walsden Wool Felt Homburg Hat, a modified homburg. The traditional center dent of the homburg has been grazed with two side dents, creating a center pinch crown. Bailey 1922 continues with modernization, by flattening the…

Related Products: Homburg | Homburg Hat | Pencil Curl Brim | Pencil Brim