Made in the USA Bailey's Conlon Wool Felt Fedora Hat is our fall pick this year! The loose felt "beaver plush" finish makes for a unique look while the flexibility of the plush body makes the hat versatile. The brim has a slight curl and the crown is adorned with a narrow…
Made in the USA A classic outback style with a touch of western flair, the Derian Raindura Straw Outback Hat by Bailey features their exclusive new Raindura finish which helps the hat maintain its shape even after getting wet. Lightweight, pliable and completely packable, Derian…
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…
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…
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 Glaser Sisal LiteStraw Fedora Hat by Bailey is a great choice for sun protection. With a 3" flat brim and Bailey's…
There's not much sharper than the Berle Toyo Straw Blend Fedora Hat from Bailey! This neat hat's most eye-catching feature is its clean, striped grosgrain ribbon hat band wrapping around the vented toyo crochet crown. Plus, the cotton twill sweatband and unlined interior allow for a nice…
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! …
Kick back and relax with the Hester Toyo Straw Blend Fedora Hat from Bailey! This fedora features a cotton twill sweatband, as well as an unlined interior, making it one incredibly comfortable hat. Most notably, the grosgrain ribbon hat band has a stunning striped detail. Approx.…
Made in the USA Introducing the Oswego Endura Raindura Straw Outback Hat, part of the Bailey Wind River® collection of rugged outdoor styles. The Oswego is crafted in the USA using Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive.…
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.…
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…
Handwoven in Ecuador, Blocked & Finished in the USA From Bailey's newest line of panamas, the Bystrom Panama Straw Fedora Hat! This genuine panama is handwoven in Ecuador with a bubble crown and flat brim. The two-tone crown adds some beautiful interest while the leather hat…
Handwoven in Ecuador, Blocked & Finished in the USA With the Racer Panama Straw Fedora Hat by Bailey you get both comfort and style. This is a custom panama handcrafted in Ecuador with a woven crochet teardrop crown and brisa snap brim. Finishing touches are the Japanese…
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…
Made in the USA The Stedman Elite Velour Wool Felt Fedora Hat from Bailey is practical, sharp and classic. With a traditional fedora silhouette thanks to the center dent crown and wide brim, the Stedman is made of 100% wool with a velour finish to keep you warm during the winter…
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,…
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…
Made in the USA Introducing the Kilgore Raindura Toyo Straw Fedora Hat, part of the Bailey Wind River® collection of outdoor styles. The Kilgore is crafted in the USA using Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive. The…
Handwoven in Ecuador, Blocked & Finished in the USA The Hurtle Panama Straw Fedora Hat is a unique piece by Bailey. Featuring a diamond crown that has been artfully ventilated, this genuine panama is headwear artistry at its finest. A Japanese grosgrain ribbon hat band and…
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…
Made in the USA Featuring beautiful cool toned colors, the Magness LiteStraw Fedora Hat by Bailey is made of 100% shantung straw which has been finished with innovative LiteStraw technology. The Magness is a stiff fedora and has been crafted using colorblocking. The hat band is…
Made in the USA Featuring an elite finish, the 100% wool felt Ammon Wool Felt Teardrop Fedora Hat by Bailey is astonishingly silky to the touch. A classic teardrop crown (aka C-Crown) and all around downturned brim characterize this elegant fedora hat. Finished with a Japanese…
FINAL SALE Who says dressy can't be fun? The Kentucky Derby's Sazerac Mesh Swinger Hat is crafted of lightweight mesh and "straw" perfect for warm spring and summers months. A "straw" crown accented with a self hat band contrasts with its wide, asymmetric brim made of mesh with…
Made in the USA Made in the USA, the Quil Shantung LiteStraw Open Crown Hat by Bailey is a shuntung straw hat that has been crafted using Bailey's exclusive LiteStraw® finish. A soft pebbled leather hat band adorns the crown and is a tasteful accent to the Quil. Features an open…
Please Note: This style no longer ships with a Bailey side pin. Instead, this style now has a small printed Bailey logo on the side bow. Made in the USA The Tino Wool LiteFelt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines…
Made in the USA Travel back in time with a deck of cards with Bailey's Ganon Elite Wool Felt Gambler Hat. It has a stiff finish, and its brim has been whipstitched for a polished look. Uniquely crafted with a leather hat band and a Bailey logo metal bar, the Ganon will make you…
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%…
Handwoven in Ecuador, Blocked & Finished in the USA Bailey's panama straw hats, like the Giles Panama Straw Fedora Hat, are made from bleached leaves of the toquilla palm and handwoven in Ecuador. The multi-toned and spiral striped pattern body of the Giles is sure to…
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