All Products

  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: Pork Pie Hat | Pork Pie | Telescope Crown | Stingy Brim Pork Pie

  Made in the USA   The Bailey Harker Wool Felt Bowler is possibly inspired by Jonathan Harker, one of the protagonists in Bram Stoker's Dracula. The jet nap finish on the wool felt modernizes this sleek derby sleek.   Approx. 4 1/4" Round Crown 1 1/2" Rolled Brim …

Related Products: Bowler | Extra Large Size Hats Bowler | Bowler Hats | Derby Hats

  Please Note: This style features earflaps which may make the hat fit tighter when tucked into the crown. Please keep this in mind when ordering.  Made in the USA Introducing the Joe Eder Crushable Wool LiteFelt Earflap Western Hat by Bailey. This wool western hat is…

Related Products: Crushable Western Hats | Bailey Litefelt | Crushable With Earflaps | Crushable Wool Hats

  Made in the USA   The Kisner Wool Felt Open Crown Hat by Bailey is a minimalist styled hat with a high open crown and stiff brim. A laser etched detail on the back brim representing 'Thunder' and ultra-thin Bailey logo metal bar are the only accents on this very intentionally…

Related Products: Open Crown Flat Brim | Open Crown Hat | Open Crown | Flat Brim

  Conner's Cascade Mountain Raffia Straw Western Hat is created with some truly gorgeous variations of brown raffia straw. The mix of color makes your eyes follow the weave throughout the hat. The turquoise stones adds a pop of color.    Approx. 4 1/2" Teardrop Crown 3 1/2" Wired…

Related Products: Conner | Cowboy Hat With Chin Strap | Shapeable Brim | Straw Cowboy Hats

  Made in the USA   Part of their outdoor-inspired Wind River line, the Bailey Morgan Crushable Wool LiteFelt Aussie Western Hat features their exclusive LiteFelt® making it both water repellent and packable. Crafted in a classic Australian/Outback western shape, the Morgan features…

Related Products: Outback Hats | Wind River Hats | Wind River | Aussie

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style.   …

Related Products: Bailey Mannes | Bailey Crushable Fedora | Packable Trilby | Mannes Poly Braid Fedora Hat

  Made in Mexico   The Bailey Farson 7X Shantung Straw Western Hat features a classic western/cowboy look in a lightweight shantung straw design. Its cattleman crown is complemented with a wide flared brim; trimmings include a genuine leather hat band adorned with silver conchos and…

  Made in the USA   Part of Bailey's Wind River® collection of rugged hats, the Caliber Crushable Wool LiteFelt Western Hat features their exclusive LiteFelt® finish for added softness, water repellency and packability. The Caliber is crafted with a classic teardrop crown,…

Related Products: Crushable Western Hats | Aussie Hat | Small Brim Western Hats | Bailey Wind River

  Handwoven in Ecuador, Blocked & Finished in the USA   Introducing the Bailey Roll Up II Panama Straw Fedora Hat that can be rolled and placed into a bag for traveling. It is lightweight, comfortable and an all-around great find. Get the traditional Optimo crown Panama hat look…

Related Products: Optimo Crown | Rolled Panama Hat | Roll Up Fedora | Gambler Or High Roller

  Made in the USA   Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A…

Related Products: Small Head Fedora | Trilby Hat | Tino | Bailey Fedora

  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 can be riding off into the sunset in the ultimate in American styling.   Approx. 4 3/4"…

Related Products: Bailey Western | White Western Hat | White Cowboy Hat | Size 7 7/8 Cowboy Hat

  Made in the USA   Charm and style are one, when it comes to the Bailey Brandt Lanolux Wool Felt Fedora Hat. You'll be walking tall with confidence in this center dent fedora with leather trim hat band!   Approx. 3 3/4" Center Pinch Crown 2 1/2" Downturned Brim   Made…

Related Products: Xxxl Fedora Hats | Xxxl Fedora | Hat | Leather Hats

  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

  UPF 50+ Sun Protection   Beauty and function combined into one perfect hat for ultimate sun protection. The pleated neck veil provides ample coverage as does the wide brim in the front.   Approx. 4 1/2" Brim 7 1/2" Pleated Neck Flap   Made of: 100% Nylon …

Related Products: Sundancer Hat | Sun Hats With Flaps | Sun Hats | Hats With Neck Protection

  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 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

  Conner's Mesh Crown Hemp Fabric Safari Fedora Hat has a great mesh crown for those that prefer a bit more ventilation for their head. The hemp material keeps this piece lightweight, but it won't go flying off your head when using the chin strap.   Approx. 4" Flat Top Crown 2 1/2"…

Related Products: Small Head Hats | Hemp | Lightweight Fedora | Chin Strap

  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