All Products

  Handwoven in Ecuador, Blocked & Finished in the USA   Introducing the Bailey Roll Up II Panama Straw Fedora Hat that can be rolled and placed into a bag for traveling. It is lightweight, comfortable and an all-around great find. Get the traditional Optimo crown Panama hat look…

Related Products: Optimo Crown | Rolled Panama Hat | Roll Up Fedora | Gambler Or High Roller

  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 | Bailey Panama Hat | Black Straw Fedora | Blue Straw Fedora

  Please Note: Sizing for this style runs large. See below for details or call us at 1-888-847-4287 for help with sizing.  M = 7 1/4 L = 7 1/2 XL = 7 3/4   Featuring a weather-washed and distressed finished, the Down Under Cotton Twill Aussie Hat by Dorfman Pacific (DPC) is…

Related Products: Hat | Waxed Cotton Flat Cap | Aussie | Cotton Hats

  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 the USA   The Bailey Guthrie is made of a new softening and finishing technology for Shantung Straw which creates an incredibly comfortable and flexible fit. As an added bonus, this is one of the few straw hats that is actually water resistant. The hat comes with the…

Related Products: Small Brim Straw | Shantung Straw Hats | Small Head Hats | 2 1 2 Brim Straw 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 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

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   A foldable straw hat for on-the-go convenience, Toucan Collection's Toyo Straw Foldable Sun Hat. This hat can be tossed in a bag or purse if you want an easy, no fuss accessory.…

Related Products: Straw Hats Made In Usa | Sun Hats Made In Usa | Toucan Collection | Packable Hats

  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

  Made in the USA The King of the Cowboys, Roy Rogers, was a famous singer and cowboy actor during the days of television. He and his third wife Dale Evans (the Queen of the West), his golden palomino Trigger, and his German Shepard Bullet, were featured in over one hundred movies…

Related Products: Small Brim Western Hats | Size 9 Hats | Children | Cowboy Hats Wool Felt

  Please Note: This is a handcrafted piece that takes 1-2 weeks to ship.   Made in the USA   Western just got chicer with Toucan Collection's Belted Southwest Wool Felt Gambler Hat! The ornate, multi-layered hat band is double-layered leather with multi-colored braided…

Related Products: Gambler Hat | Telescope Crown Brown | Rolled Brim Gambler Hat | Gambler

  Please Note: This piece fits a little loose. Made in the USA Introducing the Trigger Wool Felt Western Hat by Bailey. This is another great example of the perfect look. The self wool felt hat band blends with the hat which causes the minature belt buckle to truly…

Related Products: Black Western Hat | Long Oval | Black Cowboy Hat | Extra Large Cowboy Hats

  Please Note: This style features earflaps which may make the hat fit tighter when tucked into the crown. Please keep this in mind when ordering.  Made in the USA Introducing the Joe Eder Crushable Wool LiteFelt Earflap Western Hat by Bailey. This wool western hat is…

Related Products: Crushable Western Hats | Bailey Litefelt | Crushable With Earflaps | Crushable Wool Hats

  Made in Mexico   Bailey's Verdi Open Bangora Straw Western Hat boasts a striking two-tone ivory and brown stylized weave in a tall open crown and wide brim design. A narrow grosgrain hat band in rich brown beautifully complements the Verdi's aesthetic while its interior is finished…

  Please Note: This piece fits a little loose. Made in the USA Introducing the Alamo Wool Felt Western Hat by Bailey. This is a great piece to add to your collection. The style cattleman crown mixed with the diamond stud accents on the leather hat band create the perfect…

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

  A pencil curl brim creates a very distinct look on the Biltmore Vintage Couture Revel Heart Wool Felt Rancher Fedora Hat. The crossover style of western and fedora is perfectly captured from the teardrop crown to the sweeping brim. The subtle dual layer tonal vegan suede hat band ends with…

Related Products: Vegan Hats | Suede Western Hat | Black Western Hat | Biltmore Vintage Couture

  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: Outback Hats | Wind River Hats | Wind River | Aussie

  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

  Made in Mexico   The Bailey Farson 7X Shantung Straw Western Hat features a classic western/cowboy look in a lightweight shantung straw design. Its cattleman crown is complemented with a wide flared brim; trimmings include a genuine leather hat band adorned with silver conchos and…

  Made in the USA   Elaborate designs and bright colors were in vogue in the 1980's. This was a decade in which clothes became a major signifier for financial success and prosperity. Flash and flare were used to show that a person was part of the "better off" crowd. Billy Joel's tune…

Related Products: Purple | Wool

  Dorfman Pacific Company's new Kalisa Rush Straw Lifeguard Hat is the perfect hat for your sun protection needs. With a wide, 4 1/2-inch downturned brim, this hat is sure to keep you cool and those sun rays off your face, ears and the nape of your neck. Made of 100% rush straw with a beaded…

Related Products: Wide Brimmed Straw Hats | 4 Inch Brim Straw | Natural Straw | Lifeguard Straw Hats

  Please Note: This style's inner satin lining color/print may vary from that pictured.   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…

Related Products: 4x Hats | Black Western Hat | 7 3/4 Cowboy Hat | Extra Large Cowboy Hats

  Fashion need not be so flashy, and the Graham Cotton Blend Ivy Cap epitomizes that adage with a flash of brilliance! The Graham Ivy has the classic profile of a cap, with the crown stitched to the bill, it reinforces a strong and sleek silhouette. Carefully crafted from water resistant…

Related Products: Cotton Flat Cap | Duck Bill Cap | Cotton Driving Cap | Bailey Flat Cap

  Made in the USA   Bailey Hat's most popular fedora. This premium wool felt is created with their exclusive blend of 100% virgin wool fibers, specially finished by their skilled craftsmen resulting in superior quality and unequaled value.   Approx. 4" Center Pinch Crown 2…

Related Products: Gangster | Gangster Hat

  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: Bailey Fedora | Lightweight Fedora | Black Straw Fedora | Water Repellent Straw Hats

  Celebrate good times with the Biltmore Vintage Couture Celebration Wool Felt Rancher Fedora Hat. The rancher style is more popular than ever and has become a staple style around the globe. The modern wide flat brim compliments the statuesque teardrop crown while the variety of colors ensures…

Related Products: Four Seasons Felt | Biltmore Vintage Couture | Black Wide Brim Fedora | Flat Brim

  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: Xs | Small Brim Western Hats | Packable Hats | Extra Large Cowboy Hats

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

Related Products: Polypropylene | Trilby | Fedora | Bailey Fedora