All Products

  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. The teardrop…

Related Products: Mannes | Trilby Fedora Hat | Xxl Fedora Hats | Packable Trilby

  It's hard to beat the classics, and everything about the Stornoway Harris Tweed Wool Herringbone Flat Cap from Failsworth is just that: classic with the grosgrain sweatband and cushioned interior lining maximize comfort. It's the perfect hat for anyone who's a fan of the classics! …

Related Products: Harris Tweed Flat Caps | Made In Scotland | Harris Tweed | Wool Flat Cap

  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: Bailey Fedora | Straw Fedora | Black Straw Hats | Polypropylene

  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: Crushable Wool Hats | High Crown Cowboy Hats | Outback Hats | Crushable

  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: Hat | Xxxl Fedora | Bailey Fedora | 2 1 2 Brim Fedora

  Handwoven in Ecuador, Blocked & Finished in the USA   Cousin Joe used to wear this hat as he wandered through the streets of the French Quarter back in the good old days of antediluvian New Orleans. Unbelievably, he rode out the storm with a supply of several 20-gallon jugs of…

Related Products: Straw Fedora | White Trilby | Panama Hat Made In The Usa | Fishing Hats

  Please Note: These fit a little snug from front to back so we recommend ordering 1 size up.    Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. The vented crown…

Related Products: Size 7 7/8 Cowboy Hat | Long Oval Straw | Dri-lex Sweatband | Long Oval

  Made in the USA   Introducing the Palisade Crushable Wool LiteFelt Western Hat by Bailey. The hat band alone will make this hat stand out from the rest. The leather is inverted at various points along its length to create a unique braid pattern while the smooth sections feature…

Related Products: Cowboy Hats | Beaver Hat | Usa Cowboy Hats | Packable Cowboy Hat

  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: Summer Fedora | Bailey Straw Hats | Bailey Fedora | Snap Brim Straw Hats

  Made in Mexico   Bailey presents the Shawnee 4X Toyo Straw Western Hat just in time for spring and summer! The Shawnee features a vent-woven crown for added ventilation offset with a dramatic, four-inch flared brim. Trimmings include a genuine leather band studded with silver-toned…

Related Products: Extra Large Cowboy Hats | Size 7 7/8 Cowboy Hat

  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: Summer Fedora | Bailey Trilby | Straw Fedora | Trilby

  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: Extra Large Cowboy Hats White | Lightning | White Hats | White Cowboy Hat

  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: Small Head Hats | Straw Fedora | 2 1 2 Brim Straw Fedora | Straw Hats Made In Usa

  It's hard to beat the classics, and everything about the Stornoway Harris Tweed Wool Herringbone Flat Cap from Failsworth is just that: classic with the grosgrain sweatband and cushioned interior lining maximize comfort. It's the perfect hat for anyone who's a fan of the classics! …

Related Products: Made In Scotland | Harris Tweed Flat Caps | Failsworth Stornoway | Herringbone

  Made in the USA   Dress to impress with the Pageant II 2X Wool Felt Western Hat by Bailey! Featuring a classic cattleman crown and dramatic flared brim, the Pageant II is crafted of genuine 2X wool felt. Trimmings are kept at a minimum for an elegant finish and include a self-felt…

Related Products: Xs Womens Hats

  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: Stingy Brim | Crushable Straw | Trilby

  The Harris Tweed Herringbone Wool Ivy Cap by Failsworth is a beautiful classic ivy make of 100% genuine Harris Tweed virgin wool, handwoven and finished in the Outer Hebrides of Scotland. This is an iconic cap, with exquiste details such as a herringbone patterned fabric, a Failsworth side…

Related Products: Made In Scotland | Xxl Ivy Cap | Harris Tweed Newsboy | Wool Flat Cap

  Handwoven in Ecuador, Finished in the USA Have you ever wanted to sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a…

Related Products: Charlie | Chaplin | Derby | White Panama Hat

  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: Seagrass Hats | Gambler | Gambler Hat | Seagrass

  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: Xs | Packable Litefelt | Crushable | Wool Chincord

  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 Hat | Gambler Straw Hat | Gambler | Straw Western Hats

  Made in the USA  Made in the USA and part of their Frontier Collection, Bailey's Clayton Wool and Fur Felt Blend Gus Western Hat is all quality and tradition. With a traditional gus crown, this stiff western also features an expertly crafted pencil rolled brim. The finest wool…

Related Products: Pencil Roll Brim | Bailey Western Hats | Gus Hats | Vegan Cowboy Hat

  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: Tino | Bailey Fedora | Trilby Hat | Packable Trilby

  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 Wool Hats | Crushable Western Hats | Wool Ear Flap | Ear Flap Hats

  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 | Optimo Hat | Panama Optimo | Optimo Straw

  Made in Mexico    Introducing the Bailey Evers 10X Toyo Straw Western Hat. This is a great piece to keep you safe from the sun while enjoying something that you love. The crown has a vented pattern to make sure you are comfortable the whole time you are wearing it.    …

Related Products: Extra Large Cowboy Hats | Cowboy Hats Made In Mexico | Bailey Western | Size 7 7/8 Cowboy Hat

  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: Packable Hats | Navy Fedora | Blue Fedora | Black Crushable Fedora

  Made in the USA Another quality offering proudly crafted in the USA by experienced Bailey craftsmen! The Bailey 1922 Blixen Wool LiteFelt Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives the hat…

Related Products: Navy Blue Fedora Hats | Bailey Fedora | Wide Brim Fedora | Trilby Hat