All Products

  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

  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 Cowboy Hats | Black Western Hat | Size 7 7/8 Cowboy Hat

  Fashion need not be so flashy, and the Graham Cotton Blend Ivy Cap epitomizes that adage with a flash of brilliance! The Graham Ivy has the classic profile of a cap, with the crown stitched to the bill, it reinforces a strong and sleek silhouette. Carefully crafted from water resistant…

Related Products: Cotton Flat Cap | Cotton Ivy Cap | Cotton Driving Cap

    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…

  Made in the USA The Switchback is a classic Wind River® by Bailey western style. Made in the USA of their exclusive wool LiteFelt® that is both packable/crushable and water repellent, the Switchback features a braided leather hat band and curved brim for a timeless Aussie/western…

Related Products: Crushable Western Hats | Xxl Cowboy Hats | Bailey Wind River | Packable Litefelt

  Conner's Steampunk Wool Felt Bowler Hat is a great addition to your collection. The dramatic rolled brim and double layered hat band is a real attention getter. There is a removable pocket on the interior of the hat, you can store cash or simply remove the pocket, the choice is up to…

Related Products: Xxl Bucket Hats | Bowler | Bowler Hats | Gambler Or High Roller

  Made in Mexico   The Big Bend Bangora Straw Western Hat by Bailey features crown vent detailing and a genuine leather hat band. Further details include a Bailey side pin, flared overwelt brim, moisture-wicking sweatband, and Bailey crown tip. Perfect for warm weather, the Big Bend…

  Bailey's Foster Herringbone Plaid Wool Earflap Newsboy Cap is a 8/4 cap made of a wool blend. Convertible earflaps make this the perfect option for a cold and windy day. An attractive herringbone pattern with contrasting stripes are the stand out detail. The Foster is fully lined making for…

Related Products: With Ear Flaps | Ear Flaps | Plaid Flat Cap

  The Provence 12 Raffia Straw Sun Hat from Helen Kaminski is constructed from a fine grade raffia from Madagascar. The body is made of a hand-crochet stitch that has no interior knots, therefore providing extreme comfort. Any dimpling from packing can be lightly steamed or will disappear with…

Related Products: Helen Kaminski | Raffia Hats | Raffia Straw Hats

  Made in Mexico   Bailey presents the Koslo II 15X Shantung Straw Western Hat just in time for warm weather! The Koslo features premium 15X shantung straw with a firm finish in a stylish two-tone weave. Its timeless cattleman crown features vent detailing and is finished with a…

Related Products: New Arrivals

  Made in the USA   Bailey's Briles 2.0...the Brodnax Shapeable Open Crown Wool Felt Fedora Hat! Like the Briles, the Brodnax is an innovative hat that is shapeable. The open crown and brim is customizable, giving you countless looks in one hat. With the Brodnax, Bailey has added…

Related Products: Open Crown Fedora | Open Crown Hat | Open Crown | 5 Crown

  The Twisted Toyo Straw Safari Fedora Hat by Conner is a lightweight and airy Safari fedora hat made of twisted 100% Toyo straw. Adorned with a simple two-toned twisted straw hat band, the Twisted Toyo Safari Fedora Hat by Conner is finished with a soft elasticized cotton sweatband. The open…

Related Products: Hat Sizes | Toyo Straw | Safari Hat | Summer Hats

  The traditional 6-panel baseball cap has a fused buckram skeleton that forms the rounded athletic crown. Spandex has been fused with the polyester mesh to allow for maximum stretch and comfort. The two white front panels have a tonal thread sewn eyelet for ventilation. The inner elasticized…

Related Products: Closed Back Baseball Caps | Trucker | Fitted 7 3/4” Baseball Caps | Sized Baseball Caps

  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: Womens Cowboy Hats

  Made in the USA   A classic styled fedora by Bailey, the Ernest Elite Velour Wool Felt Fedora Hat. With a wide Japanese grosgrain ribbon hat band which has been finished with a single horizontal pleated tail. A dipped nail is strategically tucked behind, its a Bailey signature. And…

Related Products: White Fedora | White Wool Fedora | White Felt Fedora | Bailey Fedora

  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 | Cattleman Crown | Cattleman

  The Lou Herringbone Plaid Wool Ivy Cap is a new wool blend cap from Bailey! With a multicolored herringbone plaid pattern, it is fully lined and boasts a comfortable sweatband. It's an attractive yet neutral look that is perfect all year round.   Approx. 10" Front to Back, Flat 10"…

Related Products: Ivy Caps | Driving Cap | Flat Cap

  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 | Teal

  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

  Made in the USA The Perry Lanolux Wool Felt Fedora Hat is crafted of 100% virgin wool with a luxurious sueded finish. Lanolux hats undergo an extra sanding process to create a lightweight and packable "Touch Me" finish for an unbelievably soft feel. Trimmed with a smooth leather…

Related Products: Blue Fedora | Bailey Fedora | 3xl Fedora | Extra Small 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

  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 | Chin Strap | Conner Hats

  Conner's Route 66 Raffia Straw Cowboy Hat is a great hat to wear while traveling on the road. The different tones in the straw makes this piece pop out from the rest.    Approx. 4" Teardrop Crown 3 1/2" Wired Shapeable Brim   Made of: 100% Organic Raffia Straw   …

Related Products: 3" Brim Western Straw Hats | Extra Large Cowboy Hats | Straw Cowboy Hats | Cowboy Hats

  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   Part of Bailey's Poet® Travel Collection, the Boley Wool LiteFelt Roll Up Fedora Hat weighs in at 4 ounces and rolls up for easy on-the-go storage. Made in the USA using Bailey's exclusive wool LiteFelt®, the Boley is soft, packable/rollable and water repellent,…

Related Products: Gambler Or High Roller | Roll Up Fedora | Packable Litefelt | Snap Brim Fedora

  A great cap to add to your everyday rotation, the Hulett Cotton Blend Five-Panel Ivy Cap by Bailey is made of a lightweight cotton blend fabric with a classic herringbone pattern and modern five-panel design. Its contoured body forms to your head for a comfortable all-day wear. Accents are…

  Made in the USA    Inspired by nature, the Bailey 1922 Spencer Toyo LiteStraw Fedora Hat keeps the rain out and style always on. This toyo design features their exclusive LiteStraw® finish for an amazingly comfortable feel in addition to water repellency. With Bailey's…

Related Products: Xxl Straw Fedora | Bailey Fedora | Water Repellent Straw Hats | Rain Hats

  Made in Mexico   Make an impression with the Havasu 20X Shantung Straw Western Hat by Bailey! Featuring a striking two-toned barbwire pattern weave with a glazed and firm finish, the Havasu has a vented crown adorned with a narrow grosgrain ribbon hat band and Bailey spur side pin.…