All Products

  Bailey presents the Mullan Toyo Straw Blend Safari Fedora, part of their Bailey 1922 Breed collection. The Mullan Safari features a classic safari style design including center pinch crown and down-sloped brim. Its bright, two-tone weave adds dimension and texture while also being…

Related Products: New Arrivals

  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 Caps | Bailey Poet

  Made in the USA   Part of Bailey's Poet® Travel Collection, the Boley Wool LiteFelt Roll Up Fedora Hat weighs in at 4 ounces and rolls up for easy on-the-go storage. Made in the USA using Bailey's exclusive wool LiteFelt®, the Boley is soft, packable/rollable and water repellent,…

Related Products: Gambler Or High Roller | Bailey Poet | Lightweight Fedora | Packable Litefelt

  Handwoven, Blocked & Finished in Ecuador   The 3 Regions Trade Co. Brisa Grade 4-5 Panama Straw Gaucho Hat pays homage to the gaucho, the "cowboys" of South America. Skilled horsemen, experts in traditional livestock farming, need the right gear and the 3 Regions Trade Co.…

Related Products: Gaucho Hat | Panama Hat | Black Straw Hats | Made In Ecuador

  Made in the USA    Inspired by nature, the Bailey 1922 Spencer Toyo LiteStraw Fedora Hat keeps the rain out and style always on. This toyo design features their exclusive LiteStraw® finish for an amazingly comfortable feel in addition to water repellency. With Bailey's…

Related Products: Xxl Straw Fedora | Bailey Fedora | Water Repellent Straw Hats | Rain Hats

  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: Porkpie | Pork Pie | Pork Pie Hat | Pork Pie Made In Usa

  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 | 7 3/4 Cowboy Hat | Size 7 7/8 Cowboy Hat

  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: Pork Pie | Black Pork Pie | Pork Pie Hat | Porkpie

  Please Note: This style features an aged and distressed 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 distressed finish. Made in Italy   The Distressed Leather Newsboy Cap by City Sport…

Related Products: Newsboy Hat | Leather | Leather Flat Cap | Leather Hats

  Made in the USA   The Hedley Open 4.25 20X Shantung Straw Western Hat is a stunning new spring/summer style by venerable hatter, Bailey. Hedley features an open crown with stylized diamond venting all around complemented with a wide, flat brim. Trimmings include a two-ply grosgrain…

Related Products: New Arrivals

  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

  Please Note: This style runs about one size too large, we recommend you order one size down or call us at 1-888-847-4287 for assistance.   Made in the USA   Bailey’s Renegade Echo Wool Felt Mounty Hat is as stylish as it is functional. Handcrafted in the USA with 100%…

Related Products: Size 8 Western Hat | Size 8 Hats | Renegade | Small Brim Western Hats

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

  Handwoven in Ecuador, Blocked & Finished in the USA   The Horan Panama Straw Fedora Hat by Bailey is a finely woven, lightweight headwear creation. This is hot weather perfection and will keep you cool, calm and collected. With a beautiful embossed leather hat band and delicate…

  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

  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: Black Western Hat | 7 3/4 Cowboy Hat | Cattleman | Felt Cowboy Hat

  Made in the USA   May we present Bailey's Sterne Wool Felt Fedora Hat! This 3" stiff flat brim features a Japanese grosgrain ribbon hat band, braided cord overlay which has been secured in a fashionable knot. The raw edge brim is sharp and modern while the leather sweatband and…

Related Products: Stiff Brim Fedora | Flat Brim | Felt Fedora | Tan Fedora

  Blocked & Finished in the USA   Bailey's Hickman Bangora Straw Western Hat minds the details. The Hickman features firm finish bangora straw in a classic cattleman western design complete with wide flared brim. The crown's sides are detailed with stylized weaving and the…

Related Products: New Arrivals

  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

    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…

  Made in the USA   The Curtis Wool LiteFelt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels water and oil based spills. It is breathable, and durable and can be packed for ease of travel.    Approx. 4"…

Related Products: Blue Fedora | Bailey Litefelt | Blues | Bailey Fedora

  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: 2 1 2 Brim Straw Fedora | Bailey Fedora | Bailey Straw | Toyo

  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 | Packable | Water Resistant Fedora | Bailey Fedora

  Handwoven in Ecuador; Blocked & Finished in the USA   Introducing the Rene Two-Tone Panama Straw Fedora Hat by Bailey featuring a striking two-tone contrast weave. The Rene is artisanally handwoven in Ecuador then blocked and finished in the USA by expert Bailey craftsmen. The…

Related Products: Two Tone Straw Hats | Panama | Bailey Fedora

  Made in Belgium   Absolute, pure luxury. The 100% Cashmere Ivy Cap from City Sport Caps is a fine an example of top quality materials and age-old European craftsmanship as you’re likely to find in the world of caps today.   Approx. 9" Diameter 2 1/8" Sewn Bill/Visor …

Related Products: Cashmere Driving Cap | Driving Cap | City Sport | Duckbill Caps

  Calling all travelers, adventure-seekers, jetsetters, we have just the hat for your on-the-go needs, Bailey's Balans Roll Up Toyo Straw Fedora Hat. Made from a toyo straw that has been crafted into an ultra-soft lightweight braid which can be rolled and packed to easily fit into a bag or…

Related Products: Gambler Or High Roller | Bucket Hats | Straw Bucket Hats | Xxxl Fedora

  Featuring a masculine distressed finish, the Lazar Suede Leather Ivy Cap is a deluxe flat cap by Bailey 1922. Crafted of genuine pig skin leather with a distressed suede finish, the Lazar is a distinctive cap for flat cap lovers. Four small panels comprise the back half of the cap while the…

Related Products: Bailey Poet | Leather Flat Cap | Ivy Caps | Leather Caps

  Handwoven in Ecuador; Finished in the USA   The Hernen Two-Tone Panama Straw Fedora Hat by Bailey has a unique two-tone weave throughout the hat, giving it a sophisticated and modern look. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert…

Related Products: Bailey Panama