All Products

  Handwoven in Ecuador, Blocked & Finished in the USA   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

Related Products: Palm Straw | Navy Straw

  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: Small Brim Western Hats | Flat Brim Cowboy | Cowboy Hats | Flat Brim Western Hat

  Made in the USA A classic outback style with a touch of western flair, the Derian Raindura Straw Outback Hat by Bailey features their exclusive new Raindura finish which helps the hat maintain its shape even after getting wet. Lightweight, pliable and completely packable, Derian…

Related Products: Outback Straw Hat | Straw Outback | Packable Cowboy Hat | Small Brim Western Hats

  Made in the USA Bailey's Winstone Raindura Straw Fedora Hat is the most shape retentive, durable straw hat on the market thanks to the exclusive Raindura® finish. This revolutionary process involves thermosetting yarn which has been handwoven inside a straw body. It is then…

Related Products: Crushable Straw | Water Repellent Straw Hats | Black Straw Hats | Black Straw Fedora

  Handwoven in Ecuador, Finished in the USA Have you ever wanted to sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a…

Related Products: Derby | Bowler | Bowler Derby | Bowler Hats

  MADE TO ORDER. This Item Takes 5 to 7 business days to make before it will ship.   Made in the USA   Try something flashy with the Trio Pheasant Feather Wool Felt Fedora Hat from Kathy Jeanne! This chic and stylish fedora is made of beautiful wool felt, which pairs…

Related Products: Try On | Green | Hat Band Feathers

  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 Hat With Chin Strap | Wool Felt | Bailey Western Hats | Leather Western 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: Flat Brim Fedora | Purple | Purple Fedora | Raw Edge Fedora

  Made in Mexico   Bailey presents the Shawnee 4X Toyo Straw Western Hat just in time for spring and summer! The Shawnee features a vent-woven crown for added ventilation offset with a dramatic, four-inch flared brim. Trimmings include a genuine leather band studded with silver-toned…

Related Products: Size 7 7/8 Cowboy Hat

  Kick back and relax with the Hester Toyo Straw Blend Fedora Hat from Bailey! This fedora features a cotton twill sweatband, as well as an unlined interior, making it one incredibly comfortable hat. Most notably, the grosgrain ribbon hat band has a stunning striped detail.   Approx.…

Related Products: Bailey Fedora | 2 1 2 Brim Straw Fedora | Toyo | Blue Fedora

  Made in the USA Made in the USA, the Quil Shantung LiteStraw Open Crown Hat by Bailey is a shuntung straw hat that has been crafted using Bailey's exclusive LiteStraw® finish. A soft pebbled leather hat band adorns the crown and is a tasteful accent to the Quil. Features an open…

Related Products: Black Straw Hats | Open Crown | Dri Lex Sweatband | Water Repellent Straw Hats

  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: Stansfield | Panama | Fedora Made In Usa | Leather Fedora

  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 | 8 Panel Caps | Leather | Leather Caps

  This iconic bicorn is modeled after the hats worn by military and naval officials in the late 18th century. Made of pressed EVA, covered in black ultra suede, this hat comes complete with ornate gold detailing, a gold button and red satin ribbon medallion. Complete your era-appropriate…

Related Products: Military Hats | Pirate Hat | Pirate | Beret

  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: Bailey Fedora | Trilby | Trilby Hat | Packable Trilby

  Made in the USA   The Nilson Fur Felt Fedora Hat is from Bailey is part of their Superior Fur Felt collection. Features a Japanese grosgrain ribbon hat band with an origami half bow. This is finished with a vintage flooring nail. This is a Bailey favorite, full of elegance and…

Related Products: Flat Brim | Fedora | Fedora Made In Usa | Small Brim Fedora

  Made in the USA   Bailey's Briles 2.0...the Brodnax Shapeable Open Crown Wool Felt Fedora Hat! Like the Briles, the Brodnax is an innovative hat that is shapeable. The open crown and brim is customizable, giving you countless looks in one hat. With the Brodnax, Bailey has added…

Related Products: Open Crown Hat | Open Crown | Open Crown Fedora | 5 Crown

  Made in the USA   Spring is finally in bloom with the Hydrangea Toyo Straw Boater Hat by Kathy Jeanne! Proudly made in the USA, the Hydrangea Boater features a gorgeous blush pink hue, tonal grosgrain hat band, and spray of white hydrangeas at the front. Its interior is fitted with…

Related Products: Pink Straw Hat

  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: Blue Straw Fedora | Straw Fedora | Blue Straw | Blue Fedora

  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: Packable Litefelt | Waxed Hats | Crushable Outback Hats | Crushable Western Hats

  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: Size 7 7/8 Cowboy Hat | Black Western Hat | Long Oval | Long Oval Hats

  This is the classic aviator cap worn by World War I American pilots, designed with a distressed ultra suede fabric with earflaps and buckle chinstrap.   Approx. 7 1/4" Earflaps   Made of: 100% Polyester   Fabric Lining Secret Pocket Adjustable Sizing with Buckle…

Related Products: Pilot | Trapper | Military Hats | Ear Flap Hats

  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: Usa Cowboy Hats | Extra Large Cowboy Hats | Size 7 7/8 Cowboy Hat | Cowboy Hats

  O Romeo, Romeo....you don't necessarily need a Romeo in order to step into this famous heroine's shoes with the Juliet Costume Hat by Elope. Features faux pearls, netting and dark velvet trim. Pinning back the hair in such a wonderfully understated way will have you feeling like a leading…

  Made in the USA   The distinct crown of the Bailey Jutland Wool Felt Gus Western Hat stands out amongst the rest of western headwear. As one of the oldest crown shapes, this veteran is seen from felt to straw, from the low plains to the mountain range. The sturdy 2X wool felt body…

Related Products: Cowboy Hats | Usa Cowboy Hats | Gus | Small Brim Western Hats Gus

  This authentic hand-pressed hat is made of ultra-suede and features a distressed suede band. Perfect for Victorian-inspired costumes or as the foundation for your next steampunk costume.   Approx. 6 1/4" Crown 2 1/2" Brim   Made of: 100% Polyester   Suede Hat…

Related Products: Victorian Top Hat | Tophat

  Handwoven in Ecuador, Blocked & Finished in the USA   The Cutler is a most excellent and stylish Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and with Bailey embossed logo.     Approx.…

Related Products: Panama | Straw Fedora | Panama Hat Made In The Usa | Palm

  Made in the USA   A classic styled fedora by Bailey, the Ernest Elite Velour Wool Felt Fedora Hat. With a wide Japanese grosgrain ribbon hat band which has been finished with a single horizontal pleated tail. A dipped nail is strategically tucked behind, its a Bailey signature. And…

Related Products: White Fedora | Bailey Fedora | Wide Brim Brown Fedora | Brown Fedora