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: Small Brim Fedora | Mannes | Straw Trilby | Packable Fedora

  Please Note: Sizes run small. See below or call us at 1-888-847-4287 for help with sizing.  S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2   UPF 50+ Sun Protection   Tilley Endurables has taken the basic boonie to the next level with the Waterproof Rain Hat. The seam sealed…

Related Products: Boonie | Snap Up Brim | Rain Hats | Tilley Hats Canada

  Made in the USA   Want the Panama hat look but with greater function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it…

Related Products: 4 Inch Brim | 3 Inch Brim | 4 Inch Brim Fedora | Cuban Hats

  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: Crushable Western Hats | Crushable Felt

  Made in the USA   Part of the Dark Horse collection, the Zella Wool Felt Gus Western Hat, comes from Bailey's Renegade brand. Featuring a gus crown, the Zella comes in the custom color, Sooty Palamino. This hat has a unique wash, exclusive to Bailey. A braided and turquoise studded…

Related Products: Gus Hats | Gus | Cowboy Hats | Hat Band Feathers

  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 | Small Brim Cowboy

  Made in the USA   The McCrae Wool Felt Gus Western Hat from Bailey features one of the most unique and oldest crown shapes in western headwear, the Gus crown. This crown was made famous by Robert Duvall's character in Lonesome Dove, Augustus McCrae, abbreviated to Gus. Made in the…

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

  Made in the USA   An excellent quality 4X virgin wool and imported angora felt blend, the Lightning Western from Bailey is the classic cowboy hat. With it's self felt hat band with buckle, you too can be riding off into the sunset in the ultimate in American styling.   …

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

  Please Note: The Tilley Hat is designed to be worn low on your head and slightly loose. It should be held on by gravity, not by painful pressure on your forehead. Tilley suggests that you purchase your hat one size larger than your regular hat size.    UPF 50+ Sun Protection …

Related Products: Rain Hats | Xxxl Hats Tilley | All Weather Hats

  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: Wide Brim Fedora | Trilby Hat | Bailey Fedora | Wool Felt Fedora

  UPF 50+ Sun Protection   The Ultralight DWR Sunshield Neck Flap Baseball Cap is a modern 5-panel design by Tilley Endurables. Has UPF 50+ sun protection, is water repellent, and if that wasn't enough, it also features a removable sun shield cape. Designed for function, this cap…

Related Products: Neck Protection | Sun Protection Baseball Caps | Canada | Neck Flap

  Made in the USA   Bailey's Newhall Shantung LiteStraw Boater Hat is a modern take on classic Optimo and Boater hat styles made right here in the USA. Crafted of lightweight shantung straw with a firm finish, the Newhall features an optimo crown (tapered sides, round top with center…

Related Products: New Arrivals | Boater Hats | Straw Boater | Black Panama Straw Hats

  The Sou'wester Rain Hat is iconic, it conjures up images of inclement weather and rough seas. Historians believe the name of the hat is based upon the Sou'wester winds, encountered mostly in the seas of United Kingdom. Wear the Sou'wester Rain Hat and dress up as: Paddington Bear, Gorton's…

Related Products: Souwester | Rain Hats | Packable Rain Hat | Fisherman

  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: New Arrivals | Xs Womens Hats

  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 | Packable Trilby | Xxl Straw Hats | 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: Summer Fedora | Bailey Straw Hats | Snap Brim Straw Hats | Cuban 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: Small Brim Western Hats Gus | Gus Hats | Vegan Cowboy Hat | Gus

  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: Hats With Earflaps | Small Brim Western Hats | Ear Flap Hats | Xxxl Western 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: Long Oval Straw Hats | Long Oval Hats | Long Oval | 7 5/8 Long Oval

  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: Black Straw Hats | Lightweight Fedora | Bailey's Stingy Brim | Straw Fedora

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

Related Products: Try On | Wool Cap | Wool Newsboy | Bailey Caps

  Made in the USA   The Dayton Raindura Toyo Straw Outback Hat is part of Bailey's rugged Wind River® collection of western and outback styles. Made of toyo straw blend with a raindura finish, this is a revolutionary thermosetting yarn invented by Bailey. The Dayton is durable, shape…

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

  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: White Trilby | Xxl Straw Fedora | Panama Hat Made In The Usa | Fishing 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: Panama Roll Up Hat | Optimo Straw | Optimo Hat | Bailey Fedora

  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: Bailey's Stingy Brim | Crushable Straw | Billy Braided | Trilby

  Made in the USA   Crafted in the USA of Bailey's superior fur felt blend, the new Ralat Superior Fur Felt Fedora Hat offers a classic pinch front crown and a stylish, wide brim. Trimmed with a Japanese grosgrain ribbon hat band and vintage flooring nail side detail, the Ralat…

Related Products: Vintage Hats | Rabbit Fur Fedora | Beaver Fedora | Gray Fedora

  FINAL SALE   Handwoven in Ecuador; Blocked & Finished in the USA   Part of Bailey's timeless 1922 collection, the Brooks Panama Straw Fedora Hat exemplifies enduring taste. The hat body is handwoven in Ecuador of genuine panama straw in a classic Cuenca weave pattern…

Related Products: Snap Brim Straw Hats | Xxl Fedora | Panama Hat Made In The Usa | 2 Brim Straw Hat

  Made in the USA   Renegade introduces a new shape with the Ember Wool Felt Cross Crown Rancher Hat. The Renegade cross crown is identical to a diamond crown, which creates a low profile crown. This unique crown sits atop a flat wide brim that helps to showcase the hand distressed…

Related Products: Long Oval | Satin Lined Hats | Renegade | Flat Brim