All Products

  Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling…

Related Products: Bailey Fedora | Straw Trilby | Crushable Straw | Straw Stingy Brim

  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: Try On | Gus Hats | Gus Straw Hats | Gus Crown

  Made in Mexico   Keep the sun off with the stylish High Desert Palm Leaf Straw Plantation Hat by Charlie 1 Horse! Its genuine palm leaf straw construction makes this hat sturdy and durable yet supple and flexible. Its wide brim provides plenty of coverage for your face, ears and…

Related Products: Plantation Hat | Gambler Or Plantation | Charlie 1 Horse | Pencil Brim

  Made in Mexico   Bailey's Vaquero 10X Palm Straw Western Hat is a classic wide brimmed western hat made in Mexico of palm straw. With its cattleman crown and a wide shovel brim, the Vaquero is sure to make a statement wherever you go. Features a narrow leather hat band neatly…

Related Products: Black Straw | Black Straw Cowboy Hat | Straw Cowboy Hats | Size 7 7/8 Cowboy Hat Straw

  Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

Related Products: Billy Braided | Grey Straw Fedora

  Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

Related Products: Crushable Straw | Billy Braided | Trilby

  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: Suede Fedora | Wide Brim Fedora | Charlie 1 Horse | Wide Brim Straw Fedora

  Bailey's Foster Herringbone Plaid Wool Earflap Newsboy Cap is a 8/4 cap made of a wool blend. Convertible earflaps make this the perfect option for a cold and windy day. An attractive herringbone pattern with contrasting stripes are the stand out detail. The Foster is fully lined making for…

Related Products: Plaid Newsboy Cap | Ivy Cap Ear Flaps | Wool Newsboy | Caps With Ear Flaps

  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 | Houndstooth Flat Cap | Newsboy | Houndstooth

  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: Charlie 1 Horse | Santana | Made In Mexico | Charlie One Horse

  Made in Mexico   The Fiesta Sisal Straw Fedora Hat by Charlie 1 Horse is the ultra-lightweight hat for the upcoming spring season! The open weave along with the unlined interior allows for optimum air flow, perfect for warmer days. Features a firm body and is made in Mexico. Added…

Related Products: Carlos Santana | Charlie 1 Horse | Crown Fedora

  Bailey has introduced an earflap newsboy for fall, making sure you are set for cold weather. The Rishton Earflap Wool Blend Newsboy Cap is made of an autumnal toned chevron pattern, this pattern continues onto the retractable flannel lined earflap. The earflaps tuck inside the cap when not…

Related Products: Wool Flat Cap | Ivy Cap Ear Flaps

  Sophistication meets comfort with the Harwood Houndstooth Wool Blend Ivy Cap by Bailey 1922. Crafted from a premium wool blend, this cap features a timeless houndstooth pattern that exudes distinguished style. This fully lined cap ensures a snug and comfortable fit for all-day wear with the…

Related Products: Houndstooth Flat Cap | Houndstooth Driving Cap | Houndstooth | Bailey Flat Cap

  Bailey's Piston Wool Felt Aussie Hat is a staple for any hat aficionado's closet. A classic wide-brim aussie hat silhouette with a teardrop crown, this hat is completely crushable/packable. The Piston is designed with a vegan leather bolo cord with metal tips. Fully lined in cotton, this hat…

Related Products: Aussie