All Products

  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

  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

  Introducing the Bailey Mannesroe Poly Braid Straw Fedora Hat, it adds a little color and style to your life. It is a great hat to spend the day walking around town in without feeling over heated.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 100%…

Related Products: Straw Fedora | Bailey Fedora

  The Rokit Toyo Straw Braid Trilby Fedora Hat by Bailey is great-looking, packable/crushable and lightweight. Its stylish color-blocked two-tone design gives this hat a unique look while its coordinating striped hat band adds style. The Rockit can be dressed up or down, making it a versatile…

Related Products: Trilby | Crushable Straw | Straw Fedora | Packable Fedora

  Made in Mexico   Bailey's Costa Bangora Straw Western Hat is ready for summer - are you? Crafted of airy bangora straw with vent detailing along its crown, the Costa will help you stay easy breezy this season. Additional details include a two-ply grosgrain hat band with side ties,…

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

  Stacy Adams welcomes the Crushable Wool Felt Fedora Hat to their wonderful line of hats. The pleated hat band is crossed on the left side where the pin and side feather are to grab your attention. The detailing may be simple but it gives this piece a classic look that can be worn every…

Related Products: Red Fedora | Felt Fedora | All Stacy Adams Hats | Stacy Adams Fedora

  Made in the USA   A classic gambler style with a western edge, the Rockett Raindura Straw Gambler Hat by Bailey features their exclusive new Raindura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its…

Related Products: Gambler Straw Hat | Gambler Hat | Gambler | Water Resistant Straw Hats

  Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green. 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…

Related Products: Curtis Wool | Traveler Fedora | Safari Hat | Packable Hats

  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 Hat | Gangster | Usa Made Fedora

  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

  Made in the USA   Get ready for something new with the Melton LiteStraw® Seagrass Gambler Hat from Bailey! This unique hat is made with seagrass, a durable and stain-resilient material perfect for any stylish adventurer. No matter your plans, this hat should be your go-to! …

Related Products: Gambler Hat | Seagrass | Water Resistant Hats | Gambler

  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: New Arrivals | Bailey Fedora | Wool Felt Fedora | Teal

  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: Packable | Water Resistant Fedora | Bailey Fedora | Raindura

  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: Leather Scally Caps | Leather Flat Cap | Leather Newsboy Cap | Ivy Hats

  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

  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

  A tasteful and elegent ivy cap from Bailey, the Liam Linen Cotton Ivy Cap! Made of linen and cotton blend, this hat features a subtle windowpane plaid pattern. A new Bailey favorite, especially with the finishing touches of a cotton twill sweatband and fully lined interior.    …

Related Products: Linen Flat Cap | Linen Newsboy Cap | Linen Driving Cap | Linen Caps

  Made in the USA   A classic pinch crown fedora hat with a few luxurious touches, the Flume Velour Fur Felt Fedora Hat by Bailey is a sumptuous new offering from Bailey 1922. Trimmed with a smooth leather hat band and removable black side feather, the Flume is simply breathtaking. A…

Related Products: Crushable Felt | Felt Fedora | Fur Felt | Snap Brim Fedora

  Handwoven in Ecuador; Finished in the USA   Bailey's Ezra Vented Panama Straw Fedora Hat is a unique piece beautifully crafted with a ventilation pattern in the hat's crown. Trimmed with a distressed leather laced hat band and a removable side feather, this hat is handcrafted from…

Related Products: Zoot Hat | Ventilated Hats | Extra Large Panama Hat | Vented Panama

  Handwoven in Ecuador; Blocked & Finished in the USA   Featuring a stylized cuenca weave, the Alix Panama Straw Fedora Hat by Bailey is a distinctive new panama hat style for the season. Alix was handwoven in Ecuador then blocked and finished in the USA by expert artisans and…

Related Products: Panama | Cuenca Weave

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably…

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

  Made in Mexico   Stacy Adams' Max Braided Fedora Hat is a sleek fedora with the quality craftmanship Stacy Adams has become known for. Made in Mexico, don't let the minimalistic design of the Max fool you. The hand braided and sewn body of this hat takes great technique and is…

Related Products: Leather Fedora | Black Leather Fedora | Leather Hats | Flat Brim Fedora

  Handwoven in Ecuador; Finished in the USA   Multi-colored with a unique patterned weave, the new Giger Panama Straw Fedora Hat will take your breath away. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey craftsmen, the Giger's…

Related Products: Straw Fedora | Trilby | Panama Hat | Blue Fedora

  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,…

Related Products: Summer Flat 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 | Bailey Fedora | Bailey Straw | Toyo

  Made in the USA   Make a statement with the Caprole Wool LiteFelt Walker Trilby Hat by Bailey 1922! The Caprole is a unique trilby that is water resistant, stain repellent, and shape retentive making it ideal for styling anywhere you go. It includes a removable side duck feather, a…

Related Products: Humphrey Bogart | Trilby | Feather | Walker

  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