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  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 water and oil based spills. It is breathable, and durable and can be packed for ease of travel.    Approx. 4"…

Related Products: Blue Fedora | Bailey Fedora | Crushable Fedora | Safari

  Made in Belgium   A City Sport Caps original, the Teflon™ Shield and Melange Wool Rollable Walking Rain Hat! Thanks to the Teflon™ fabric protection, this cap is made for long walks on a crisp autumn day. This rain hat is also wonderfully flexible, another plus for an on-the-go…

Related Products: Rain Hats | Made In Belgium

  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…

Related Products: Blue Straw Fedora | Straw Fedora | Blue Straw | Blue Fedora

  Made in the USA   Part of Bailey's Wind River® collection of rugged hats, the Caliber Crushable Wool LiteFelt Western Hat features their exclusive LiteFelt® finish for added softness, water repellency and packability. The Caliber is crafted with a classic teardrop crown,…

Related Products: Packable Litefelt | Waxed Hats | Crushable Outback Hats | Small Brim Western Hats

  Made in Belgium with Genuine Irish Virgin Wool Donegal Tweed   Village Hat Shop Exclusive Say hello to the Herringbone Squares Donegal Tweed Wool Ivy Cap, one of City Sport Caps' newest additions to their already stellar line of flat caps. The Donegal Tweed…

  Please Note: This piece fits a little loose. Made in the USA Introducing the Trigger Wool Felt Western Hat by Bailey. This is another great example of the perfect look. The self wool felt hat band blends with the hat which causes the minature belt buckle to truly…

Related Products: Size 7 7/8 Cowboy Hat | 7 5/8 Long Oval

  Made in the USA   Bailey 1922 introduces their hybrid design of a traditional western with modern day style with the Niall Wool Felt Western Hat. The classic cowboy's cattleman crown is paired with a modern flat brim, mixing conventional with contemporary. The simple and narrow…

Related Products: Flat Brim Cowboy | Small Brim Western Hats | Flat Brim | Usa Cowboy Hats

  Please Note: This style features an aged and distressed finish. This is the intended look of the hat and does NOT constitute damage. Please enlarge each thumbnail image for a close-up view of the distressed finish. Made in Italy   The Distressed Leather Newsboy Cap by City Sport…

Related Products: Leather | Newsboy Hat | News Boy | Leather Newsboy Cap

  Handwoven in Ecuador, Blocked & Finished in the USA   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

Related Products: Palm Straw | Navy Blue Straw Hats | Navy Straw

  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…

Related Products: Water Repellent Straw Hats | Black Straw Hats | Packable | Black Straw Fedora

  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.…

Related Products: Panama | Straw Fedora | Panama Hat Made In The Usa | Palm

  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: White Panama Hat | Panama White Straw Hats | Derby | Bowler

  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 | Bailey Fedora | Wide Brim Brown Fedora | White Wide Brim Fedora

  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: Flat Brim Fedora | Purple | Raw Edge Fedora

  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…

Related Products: Black Straw Hats | Open Crown | Dri Lex Sweatband | Water Repellent Straw Hats

  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: Extra Large Cowboy Hats | Xxl Cowboy Hats | Packable Litefelt | Packable

  Made in the USA   The Bailey Harker Wool Felt Bowler is possibly inspired by Jonathan Harker, one of the protagonists in Bram Stoker's Dracula. The jet nap finish on the wool felt modernizes this sleek derby sleek.   Approx. 4 1/4" Round Crown 1 1/2" Rolled Brim …

Related Products: Extra Large Size Hats Bowler | Bowler Hats | Bowler | Derby

  Made in Belgium   The soft, rich Matte Nappa Leather Ivy Cap by City Sport Caps will leave you looking polished and sophisticated. Known for its softness and durability, this nappa leather flat cap has flexible qualities making for a comfortable fit. Leather will always represent a…

Related Products: Leather Ivy Cap | Brown Ivy Cap | Leather Scally Caps | Leather Newsboy Cap

  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 | Bailey Caps | Bailey Ivy Caps

  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: Water Repellent Straw Hats | Bailey Fedora | Rain Hats | 2xl Straw Hats

  Made in the USA   Handwoven, revolutionary yarn allows the Rothney Raindura Straw Fedora Hat by Bailey to be thermosetting! After being blocked into a handsome fedora silhouette, the Rothney is treated with a ultra-light water repellent coating. The end result being a durable hat…

Related Products: White Straw Fedora | Green Fedora | Packable Hats | Raindura

  Handwoven in Ecuador; Blocked & Finished in the USA   Bailey presents their Tully Plaid Panama Straw Western Hat, a striking new addition to their 1922 timeless collection. The Tully is a genuine Panama hat meticulously handwoven in Ecuador using 5 distinct straw hues for a…

Related Products: New Arrivals | Extra Large Panama Hat

  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: Beaver Hat | Beaver Fedora

  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: Tino | Packable Fedora | Green Fedora

  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 Hat | Open Crown | Open Crown Fedora | Crushable Felt

  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: Bailey Fedora | Small Head Fedora | Green Fedora | Trilby Hat

  Introducing the Bailey Waits Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope Crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

Related Products: Waits | Pork Pie Hat | Crushable Pork Pie Hats | Porkpie

  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: Bailey Fedora