All Products

  Please Note: This piece fits a little loose. Made in the USA Introducing the Dynamite Wool Felt Western Hat by Bailey. This cowboy hat is equiped with a DRI-LEX® sweatband to make sure that if you are getting a little hot, your hat isn't going to show proof of that…

Related Products: Dri-lex Sweatband | Long Oval | Cheyenne | Long Oval Cowboy Hats

  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: Gus | Gus Felt | Gus Hats | Gus Crown

  Please Note: Due to the nature of the straw, there may be some variance from hat to hat and is part of its beauty and uniqueness.   Made in the USA   The Braylon Sisal LiteStraw Fedora Hat by Bailey features a finer weave than most other straws in a classic design,…

Related Products: Usa Made Fedora | Bailey Fedora | Lightweight Fedora | Black Straw Fedora

  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: Straw Fedora | Cuenca Weave | Panama Jack | Bailey Straw Hats

  Made in Mexico   Renegade presents the newest addition to their stylish line of straw hats with the Donegal Palm Straw Buckaroo Hat inspired by classic Westerns. Features a telescope crown and pre-snap brim. Trimmings include a genuine leather band, feather accent piece and leather…

Related Products: Telescope Crown | Palm Leaf | Made In Mexico | Palm Straw

  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: Small Brim Western Hats | Packable Hats | Extra Large Cowboy Hats | Packable Litefelt

  The Bailey Slater Fabric Ivy Cap adds a little bit of oomph to the standard flat cap style. The Slater features a contemporary five-panel design complete with single-snap bill and Bailey micro side pin. The sweatband and lining are lightweight for comfort and overall breathability. Ideal for…

Related Products: 2x | Summer Flat Caps | Basalt | Summer Driving Cap

  Made in the USA   The Bailey Guthrie is made of a new softening and finishing technology for Shantung Straw which creates an incredibly comfortable and flexible fit. As an added bonus, this is one of the few straw hats that is actually water resistant. The hat comes with the…

Related Products: Bailey Guthrie | Small Brim Straw | Small Head Fedora | Straw Fedora

  Combining toyo straw and thermo, the Bailey Elliot Straw Fedora Hat offers a breezy option for spring and summer. Lightweight and stylish, the Elliot features a pinch front crown, narrow grosgrain ribbon hat band and a stingy, pre-snapped brim. Don't sweat it this spring/summer, just wear…

Related Products: Straw Fedora | Summer Trilby | Cuban Hats | Summer

  Handwoven in Ecuador, Blocked & Finished in the USA   A classic panama with some funky color combinations, may we present the Cuban Panama Straw Fedora Hat by Bailey! Panama hats are a summer wardrobe staple but what makes the Cuban so unique is the two-toned Japanese grosgrain…

Related Products: White Panama Hat | Panama Straw Hats | Cuban Fedora | Panama

  Made in the USA   Bailey 1922 debuts a new wool felt finish with the Croft Wool Felt Fedora Hat. Their 'beaver finish' creates a fuzzy and woolly texture. It has an 'outdoorsman' crown, a center pinch block with a wider center dent. The wide brim heightens the contemporary style,…

Related Products: Wide Brim Fedora | Beaver Fedora | Satin Lined Fedora | Wool Felt Hats

  Please Note: This piece fits a little loose. Please Note: This style features an aged and 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 the…

Related Products: Cavalry | Size 7 7/8 Cowboy Hat | 7 3 4 Cowboy Hat | Usa Cowboy Hats

  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 the USA   A great companion on adventures, the Calaway Crushable LiteFelt Wool Outback Hat is crafted from Bailey's signature LiteFelt wool making it water repellent and shape retentive. Comes with a genuine leather hat band with metal and threading accents. Casual but with…

Related Products: Outback | Bailey Litefelt | Felt Hats | Crushable Made In Usa

  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

  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

  Made in the USA   With the Shade Sisal Straw Homburg Hat by Renegade we get a fun and contemporary twist on the traditional homburg. The integrity of the silhouette has been maintained with the center dent crown and curled brim, however, the Shade is made of 100% sisal straw that…

Related Products: Straw Homburg | Small Brim Straw | Homburg | Straw Homburg Hat

  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

  Made in the USA   The Calico Wool Litefelt Western Hat by Renegade is a simple stunner! Proudly made in the USA of 100% wool, the Calico's stand out feature is a feather accent stylishly secured in a notch, which can be removed if desired. It has a LiteFelt® finish which makes wool…

Related Products: Usa | Packable Litefelt | Crushable Felt | Crushable Western Hats

  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

  Made in the USA   Renegade's Merit Toyo Straw Fedora Hat was made to make a statement. A Renegade exclusive floral embroidery design adorns the wide brim. Made in the USA from 100% toyo straw, the Merit's teardrop crown is completely vented, allowing for a unique look and optimal…

Related Products: Black Straw Hats | Black Wide Brim Fedora

  Made in the USA   We hope the Calamity Wool Felt Spade Western Hat by Renegade brings you luck and fortune. The card suit, spade (based upon the medieval weapon, the halberd) lends itself to a distinct and unique crown. A flat pencil curl brim pairs nicely with the spade crown, it…

Related Products: Flat Brim Western Hat | Gambler Or High Roller | Gambler | Gambler Or Plantation

  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

  Made in Mexico   Bailey's Verdi Open Bangora Straw Western Hat boasts a striking two-tone ivory and brown stylized weave in a tall open crown and wide brim design. A narrow grosgrain hat band in rich brown beautifully complements the Verdi's aesthetic while its interior is finished…

  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