All Products

  UPF 50+ Sun Protection   With the Santa Cruz Toyo Straw Planter Hat from Physician Endorsed, you'll love going out with friends and family while you're wearing this hat! The braided toyo straw body is breathable, thanks to the unlined interior, and comfortable, thanks to the cotton…

  Handwoven in Ecuador, Finished in the USA   Accept nothing less than the best, like the Stansfield Panama Straw Fedora Hat from Bailey! This American-made hat is crafted of fine, genuine panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around…

  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…

Related Products: Gambler Hat | Leather Flat Cap | Flat Brim | Gambler

  Elevate your winter ensemble with the sleek Elbin Plaid Fabric Ivy Cap by Bailey 1922. Designed with comfort in mind, this plaid patterned flat cap is crafted from a rayon-poly blend, features a cotton sweatband, and is fully lined. The close-fitting design and contour flat shape ensures a…

Related Products: Duckbill Caps

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

Related Products: Sisal

  Please Note: This style runs slightly large. We suggest you order one size smaller from your normal hat size.   Made in the USA   The Burnell LifeFelt Wool Fedora Hat by Bailey features a classic fedora silhouette with Bailey's top-rate LiteFelt® finish making the…

Related Products: Black Wide Brim Hats

  UPF 50+ Sun Protection   The Physician Endorsed Camelia Toyo Straw Sun Hat combines the best of classic cloche and sun hat styles in neutral shades that compliment almost any look. Crafted of breathable and packable toyo straw weave, the Camelia also offers unbeatable coverage with…

  FINAL SALE   Have yourself a great day with the High Ponytail Hello Sunshine Mesh Adjustable Baseball Cap from C.C Ponycaps! This cap keeps in simple, with a solid, breathable, comfortable body, complimented by a fun-loving solar color-changing embroidery of "Hello Sunshine"…

Related Products: Ponytail

  The thermostat may be frozen over, but that doesn't mean you have to be. Winter might be the time of thick sweaters and bulky coats, however you can stay fashionable in the frigid freeze thanks to Bailey 1922. The Vega is a trapper style cap with faux fur earflaps. The Vega Lambskin Leather…

Related Products: Trapper

  Get a new spin on a classic with the Ormond Wool Blend Ivy Cap from Bailey of Hollywood. This stylish cap features a unique offset paneled pattern adorning the crown, as well as a signature Bailey metal side pin on the back. The lined interior is comfortable, allowing for a great fit you'll…

Related Products: Ivy Caps | Wool Cap | Bailey Of Hollywood | Duck Bill

  Made in the USA   Bailey 1922 presents the Tino Wool LiteFelt Trilby Fedora Hat, a sophisticated and classy-looking hat! Hand-crafted in the U.S.A., this hat is practical for everyday wear as it is both water-repellant and packable, ideal for any weather worldwide, so you can take…

Related Products: Packable Fedora | Bailey Fedora | Tino

  Please Note: The inner tag lists the material for this style as "100% Cotton." This is an error. The Cordoba is made of 100% Toyo Straw.   UPF 50+ Sun Protection   The Cordoba Toyo Straw Fedora Hat by Physicians Endorsed is the perfect summertime accessory! With a UPF 50+…

Related Products: New Arrivals

  Made in the USA   The Colby Elite Superfine Velour Wool Felt Fedora Hat by Bailey in their newest finish, the Wool Velour. Meant to mimic fur felt, this ultimate finish has a sustainable purpose. The narrow pebbled leather hat band with a thick topstitch throughout gives rugged…

Related Products: Fur Felt

  Made in the USA   Make a statement with the Caprole Wool LiteFelt Walker Trilby Hat by Bailey 1922! The Caprole is a unique trilby that is water resistant, stain repellent, and shape retentive making it ideal for styling anywhere you go. It includes a removable side duck feather, a…

Related Products: Trilby | Walker

  UPF 50+ Sun Protection If you are looking for a sunhat but don't like to feel like you are being swallowed up by the brim take a look at the Physician Endorsed Pitch Perfect Framer Hat. You are still getting great sun protection and sporting a very casual look that you can pull…

Related Products: Cloche

  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 | Architect | Small Brim Cowboy | Fur Felt

  Made in the USA   The Godwin Elite Superine Velour Wool Felt Fedora features Bailey's newest finish, a wool velour. Designed with sustainability in mind, this finish is made to mimic the feel of fur felt but is made completely of wool. A buttery-soft genuine leather hat band with a…

Related Products: Purple Fedora | Fur Felt Fedora | Raw Edge Fedora

  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…

Related Products: Black Fedora

  Made in the USA   The Colter Elite Merino Wool Felt Fedora Hat features Bailey's expert design and craftmanship. With a semi stiff finish, the Colter is a smart option for fall or winter. Made of Merino wool, the crown is adorned with a multilayered grosgrain ribbon hat band. The…

Related Products: 5" Crown Fedora | Merino Wool | 3xl Fedora

  UPF 50+ Sun Protection   Looking for all the benefits of a visor plus some added neck protection, than the Maddie Toyo Straw Crownless Hat by Physician Endorsed is a great place to start. Made of toyo straw, the sun hat style floppy brim provides coverage from back to front. Plus,…

Related Products: Straw Visor | Sun Visor | Neck Protection

  Made in the USA   The Darwin Superior Velour Finish Wool Felt Western Hat is a modern western hat by Bailey. Finished with elite superfine velour, this hat will make you feel as if you are part of the Old West. This hat is made in the U.S.A. and includes unique details, such as a…

Related Products: Small Brim Western Hats | Cattleman

  Made in the USA   The Nilson Fur Felt Fedora Hat is from Bailey is part of their Superior Fur Felt collection. Features a Japanese grosgrain ribbon hat band with an origami half bow. This is finished with a vintage flooring nail. This is a Bailey favorite, full of elegance and…

Related Products: Usa Made Fedora | Fur Felt Fedora | Fur Felt | Flat Brim

  UPF 50+ Sun Protection   Physicians Endorsed will have you swinging in the sun with the Sanibel Raffia Braid Swinger Sun Hat. With a UPF 50+ sun protection rating it will keep harmful rays off your face. A floppy brim adds extra protection. Features a decorative hat band and a…

Related Products: Straw Raffia

  Made in the USA   Bailey's Clorindon Elite Wool Felt Fedora Hat is a flexible fedora with a bubble crown and grosgrain ribbon trimmed brim. The crown features a wide Japanese grosgrain band which is overlaid with a silk blend, heathered, narrow ribbon, giving the Clorindon extra…

Related Products: Extra Wide Brim Hats | White Fedora

  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…

Related Products: Tino | Maroon Fedora | Bailey Fedora | Packable Litefelt

  FINAL SALE   Please Note: This is a novelty item and is NOT intended as protective headwear.    Ever wanted to be a MACHO MACHO MAN? You too can achieve this dream by wearing this Costume Construction Helmet, just make sure you have an Indian, Police Officer, Biker and…

  Made in the USA   The Imlay Knotted Shantung Straw Fedora Hat by Bailey has been created with a unique weave that adds texture to the body of this classic fedora. This style is simply decorated with partial suede hat band and Bailey's signature dipped nail. A finely woven sweatband…

Related Products: Flat Brim Straw | Bailey Fedora

  Finished in the USA; Handwoven in Ecuador   Bailey's Bystrom Panama Straw Fedora Hat, made out of 100% toquilla palm leaves, has come to stand out. A leather cord hat band and a pop of contrasting color on the pinch front crown provides a unique and versatile style. A uniquely made…