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  A tasteful and elegent ivy cap from Bailey, the Liam Linen Cotton Ivy Cap! Made of linen and cotton blend, this hat features a subtle windowpane plaid pattern. A new Bailey favorite, especially with the finishing touches of a cotton twill sweatband and fully lined interior.    …

Related Products: Linen Caps | Linen Flat Cap | Linen

  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 | Wool Flat Cap | Houndstooth | Wool Cap

  Please Note: These fit a little snug from front to back so we recomment ordering 1 size up.    Made in Mexico    Introducing the Bailey Kace 10X Sisal Straw Western Hat. This piece almost looks like a lace pattern made out of sisal straw from the crown all the way to the…

Related Products: Orders | Extra Large Cowboy Hats | Straw Cowboy Hats | Size 7 7/8 Cowboy Hat

  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: Crushable Wool Hats | Crushable Made In Usa | Outback | Bailey Litefelt

  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 | Small Head Fedora | Trilby Hat | Tino

  Made in Mexico   Bailey presents the Rausch 7X Jute Straw Western Hat just in time for summer! Featuring an airy jute straw weave, the Rausch is lightweight and incredibly breathable. Details include a shallow cattleman crown (center dent, pinched sides), vented detailing along the…

Related Products: New Arrivals

  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 | Small Brim Fedora

  Made in Mexico   Charlie 1 Horse brings us a hat with character this spring/summer season, the Midnight Toker Shantung Straw Wide Brim Fedora Hat! Made in Mexico of 100% shantung straw, the Midnight Toker is adorned with a turquoise and ivory beaded hat band, suede tassels and an…

Related Products: Black Wide Brim Hats | Wide Brim Fedora | Charlie One Horse Hats | Charlie 1 Horse

  Please Note: Due to the nature of the straw, there may be some variance from hat to hat and is part of its beauty and uniqueness.   Made in the USA   The Braylon Sisal LiteStraw Fedora Hat by Bailey features a finer weave than most other straws in a classic design,…

Related Products: Black Straw Hats | Usa Made Fedora | Bailey Fedora | Black Straw Fedora

  There's not much sharper than the Berle Toyo Straw Blend Fedora Hat from Bailey! This neat hat's most eye-catching feature is its clean, striped grosgrain ribbon hat band wrapping around the vented toyo crochet crown. Plus, the cotton twill sweatband and unlined interior allow for a nice…

Related Products: Bailey Toyo | Blue Straw | Blue Fedora

  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 Ivy Cap | Leather Caps

  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: Size 7 7/8 Cowboy Hat | Cowboy Hats | Small Brim Western Hats | Dri-lex Sweatband

  The Bailey Slater Fabric Ivy Cap adds a little bit of oomph to the standard flat cap style. The Slater features a contemporary five-panel design complete with single-snap bill and Bailey micro side pin. The sweatband and lining are lightweight for comfort and overall breathability. Ideal for…

Related Products: Summer Flat Caps | 2x | Basalt | Summer Driving Cap

  Made in the USA   Introducing the Oswego Endura Raindura Straw Outback Hat, part of the Bailey Wind River® collection of rugged outdoor styles. The Oswego is crafted in the USA using Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive.…

Related Products: Bailey Wind River | Xl Straw Hats | Outback Straw Hat | Toyo Straw

  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: Telescope Crown | Straw Gambler | Gambler Hat | Gambler

  Made in the USA   Part of their outdoor-inspired Wind River line, the Bailey Morgan Crushable Wool LiteFelt Aussie Western Hat features their exclusive LiteFelt® making it both water repellent and packable. Crafted in a classic Australian/Outback western shape, the Morgan features…

Related Products: Wind River Hats | Bailey Wind River | Outback Hats | Wind River

  Made in the USA An excellent quality cattleman, the Lightning Wool and Angora Felt Cowboy Hat from Bailey is the classic cowboy hat. With its matching felt band and buckle, you too can be riding off into the sunset in the ultimate in American styling.   Approx. 4 3/4"…

Related Products: White Western Hat | Size 7 7/8 Cowboy Hat | Extra Large Cowboy Hats | White Hats

  Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green.   Made in the USA   The Lang Elite Wool Felt Gambler Hat has a distinct teardrop crown, a mix of a telescope crown with a soft point. Bailey 1922 creates the elite…

Related Products: Gambler | Telescope Crown Brown | Gambler Hat | Black Gambler Hat

  Handwoven in Ecuador, Blocked & Finished in the USA   The Hurtle Panama Straw Fedora Hat is a unique piece by Bailey. Featuring a diamond crown that has been artfully ventilated, this genuine panama is headwear artistry at its finest. A Japanese grosgrain ribbon hat band and…

Related Products: Straw Fedora | Black Straw Fedora | Optimo Straw | Brown Straw Fedora

  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

  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: Bailey Wind River | Small Brim Outback Hats | Crushable Western Hats | Aussie Hat

  Please Note: Sizes fit on the low end of the size range. Small = 6 3/4 Medium = 7 Large = 7 1/4   Made in the USA   Do you chauffeur people around on a daily basis? Make it official with this black Chauffeur Cap by Jacobson. Complete with a faux patent leather bill, this…

Related Products: Chauffeur's Cap | Chauffeur | Leather Caps | Cadet Caps

  Made in the USA   The Bailey Darron Wool LiteFelt Pork Pie Hat is proudly made in the USA using their very own premium LiteFelt® finish for superior softness, flexibility, and repelling of water. Featuring the classic pork pie look including a telescope crown and stingy brim, the…

Related Products: Pork Pie | Pork Pie Hat | Pork Pie Made In Usa | Packable Pork Pie

  Handwoven in Ecuador; Blocked and Finished in the USA   Looking for a genuine panama fedora with a dash of color and personality? Look no further than the striking Tasmin Panama Straw Fedora Hat by Bailey! All genuine panama hats, including the Tasmin, are handwoven by artisans in…

Related Products: Straw Fedora | Summer Fedora | Blue Fedora | Made In Ecuador

  Handwoven in Ecuador, Finished in the USA   Accept nothing less than the best, like the Stansfield Panama Straw Fedora Hat from Bailey! This American-made hat is made of fine, reliable panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around…

Related Products: Palm Straw | Bailey Panama | Panama | Fedora Made In Usa

  A new staple for any flat cap fan, the Liam Linen Cotton Ivy Cap by Bailey! Made of a soft cotton and linen blend, this hat features a stripe pattern. Features a sewn bill, Bailey side pin, cotton twill sweatband and cloth lining.   Approx. 9 1/2" Front to Back, Flat 9 1/2" Side to…

Related Products: Cotton Newsboy Caps | Linen Flat Cap | Flat | Linen Caps

  Made in the USA   We hope the Calamity Wool Felt Spade Western Hat by Renegade brings you luck and fortune. The card suit, spade (based upon the medieval weapon, the halberd) lends itself to a distinct and unique crown. A flat pencil curl brim pairs nicely with the spade crown, it…

Related Products: Gambler Or High Roller | Renegade | Flat Brim Western Hat | Gambler

  Made in the USA Introducing the Columbia Crushable Wool LiteFelt Western Hat by Bailey. This is a great piece for those that beat up their hats a little more than others. This hat's exclusive LiteFelt® finish allows the hat to bounce right back to shape after taking a hard beating…

Related Products: Small Brim Western Hats | Packable Hats | Extra Large Cowboy Hats | Packable Litefelt