All Products

  Handwoven in Ecuador; Blocked & Finished in the USA   Bailey's Moren Vented Panama Straw Western Hat is a genuine Panama straw hat handwoven in Ecuador then blocked and finished in the USA. Featuring geometric venting along its classic cattleman crown, the Moren is finished…

  Made in the USA   The Colby Elite Superfine Velour Wool Felt Fedora Hat by Bailey in their newest finish, the Wool Velour. Meant to mimic fur felt, this ultimate finish has a sustainable purpose. The narrow pebbled leather hat band with a thick topstitch throughout gives rugged…

Related Products: Satin Lined Fedora | Fur Felt | Fur Felt Trilby

  Made in the USA   Introducing Bailey 1922’s Appley Elite Velour Wool Felt Fedora Hat, a true epitome of sophistication and American craftsmanship. Made with 100% wool felt, this hat showcases both luxury and warmth, making it a perfect addition to your fall or winter wardrobe.…

Related Products: Bailey Fedora | Wool Felt Fedora

  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 | Black Visor | Cotton Ivy Cap | Bailey Caps

  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 | Brown Straw Hat | Brown Straw Fedora | Blue Straw

  Made in the USA   Bailey's Architect Fur Felt Cattleman Western Hat is the luxury experience in headwear. Crafted of superior fur felt, that you can keep in pristine condition thanks to the included hat brush. Handcrafted, this style takes a traditionally western silhouette with…

Related Products: Small Brim Western Hats | White Cowboy Hat | Fur Felt | Felt Hat Brush

  Handwoven in Ecuador; Blocked & Finished in the USA   The Keats Vented Panama Straw Fedora Hat combines artisanal handwoven Panama straw and the best of Bailey American craftsmanship in one stunning hat style. Starting with its handwoven body in striking colors, the Keats is…

Related Products: Panama

  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

  Made in the USA   The Bailey Daxton Seagrass Straw Fedora Hat has arrived just in time for spring and summer! Featuring a lightweight and breathable seagrass straw build, the Daxton boasts a classic tear drop crown and slightly upturned brim. Details include a wide Japanese…

  Made in the USA   Need an high-performance outdoor style that doesn't skimp on looks? The Redline Wool LiteFelt Safari Fedora Hat by Bailey features their proprietary wool Litefelt® that makes the Redline completely packable, crushable, and water resistant. This style is trimmed…

Related Products: New Arrivals

  Bailey presents the Marnix Waffle Five Panel Ivy Cap featuring a handsome waffled texture for a distinctive touch. The Marnix is a classic cut-and-sewn ivy cap boasting a contemporary 5-panel design and sewn bill. Accoutrements include a Bailey micro side pin, lightweight fabric sweatband,…

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

  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: Bailey Poets Collection | Snap Brim Fedora | Outdoor Fedora | Fedora Made In Usa

  The Lou Herringbone Plaid Wool Ivy Cap is a new wool blend cap from Bailey! With a multicolored herringbone plaid pattern, it is fully lined and boasts a comfortable sweatband. It's an attractive yet neutral look that is perfect all year round.   Approx. 10" Front to Back, Flat 10"…

Related Products: Ivy Caps | Scally Cap | Wool Newsboy | News Boy

  Made in the USA   Featuring an elite finish, the 100% wool felt Ammon Wool Felt Teardrop Fedora Hat by Bailey is astonishingly silky to the touch. A classic teardrop crown (aka C-Crown) and all around downturned brim characterize this elegant fedora hat. Finished with a Japanese…

Related Products: Bailey Fedora | Satin Lined Hats | Tan Fedora | Satin Lined Fedora

  Handwoven in Ecuador; Finished in the USA   The Rask Gradient Panama Straw Fedora Hat by Bailey has been made using a gradation process that results in an awesome two-tone color meld. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey…

Related Products: Black Straw Fedora | Black Straw Hats | Black Panama Straw Hats

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

Related Products: Blues | Sisal

  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: Black Straw Hats | Packable | Black Straw Fedora | Crushable Straw

  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: Cowboy | Small Brim Cowboy | Bailey Cowboy Hats | Xxl Cowboy Hats

  Made in the USA Bailey has given us a headwear piece that will suit everyone, the Adlay Raindura Straw Fedora Hat. The raindura straw blend and handwoven thermosetting yarn makes the Adlay both water resistant and shape retentive. With its snap brim and raised teardrop crown, this…

Related Products: Crushable Straw | Bailey Raindura

  Made in the USA The Ore Raindura Straw Outback Hat, part of the Bailey's Wind River® collection of rugged outdoor styles, is crafted from a raindura straw blend and handwoven thermosetting yarn. This yarn makes the straw both water resistant and shape retentive. The Ore is made in…

Related Products: Outback Hats | Crushable Outback Hats | Outback Straw Hat | Crushable Straw

  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: Satin Lined Fedora | Flat Brim Fedora

  The Denney Toyo Straw Blend Fedora Hat from Bailey is simple, with just a touch of flair! By flair, we're referring to the thin leather hat band wrapping around the crown, which nicely compliments the wide grosgrain ribbon hat band layered beneath it. The cotton twill sweatband is so…

Related Products: Black 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: Wool Felt Homburg Hat | Homburg | Pencil Brim | Homburg Hat Black

  FINAL SALE   The Witter Cotton and Linen Bucket Hat was designed by Bailey for on-the-go wear! Comes with a removable chin cord that is ideal for spontaneous adventures. A classic bucket design made of a cotton and linen blend is the name of the game with the Witter. The fabric has…

Related Products: Cotton Bucket Hats

  Elevate your winter ensemble with the sleek Elbin Plaid Fabric Ivy Cap by Bailey 1922. Designed with comfort in mind, this plaid patterned flat cap is crafted from a rayon-poly blend, features a cotton sweatband, and is fully lined. The close-fitting design and contour flat shape ensures a…

Related Products: Scally Cap | Duckbill 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…

  A great cap to add to your everyday rotation, the Hulett Cotton Blend Five-Panel Ivy Cap by Bailey is made of a lightweight cotton blend fabric with a classic herringbone pattern and modern five-panel design. Its contoured body forms to your head for a comfortable all-day wear. Accents are…