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  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 Straw

  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…

Related Products: Outback Straw Hat | Straw Outback | Packable Cowboy Hat | Small Brim Western Hats

  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: Crushable Straw | Water Repellent Straw Hats | Black Straw Hats | Packable

  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 | Wool Felt Fedora | Bailey Fedora | Brown Fedora

  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…

Related Products: What Is Toyo Straw | All Weather Fedora | Breathable Straw Hats | Leather Hats

  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: Derby | Bowler | Bowler Derby | Bowler Hats

  Made in the USA   The 1890s slang word hightail originated from US cattle ranches, where many animals flee with their tail up. The Bailey Hightail Wool Felt Western Hat is made of a 2X wool felt firm/stiff body; it has a plaited cotton cord hat band, topped with a tricolor woven…

Related Products: Cowboy Hat With Chin Strap | Wool Felt | Bailey Western Hats | Leather Western Hats

  Made in the USA   The Bollman Jockey Hat is a wool felt cap with matching, edge-stitched grosgrain ribbon in a luxurious burnt orange color. This cap is made of luxe, wool felt and is reminiscent of the riding cap. Combining vintage styling with modern craftsmanship, this Jockey…

Related Products: Vintage Hats | Cadet Caps

  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 | Raw Edge Fedora

  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 Mexico   Bailey presents the Shawnee 4X Toyo Straw Western Hat just in time for spring and summer! The Shawnee features a vent-woven crown for added ventilation offset with a dramatic, four-inch flared brim. Trimmings include a genuine leather band studded with silver-toned…

Related Products: Size 7 7/8 Cowboy Hat

  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

  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.…

Related Products: Bailey Fedora | 2 1 2 Brim Straw Fedora | Toyo | Blue Fedora

  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 made of fine, reliable panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around…

Related Products: Stansfield | Panama | Fedora Made In Usa | Leather Fedora

  Made in the USA   Featuring an elongated teardrop crown (aka C-Crown), the Criss Wool LiteFelt Long Teardrop Fedora Hat by Bailey also boasts a distinctive polished felt finish, resulting in a lustrous finish and silky felt texture. Trimmed with a deluxe Japanese grosgrain ribbon…

Related Products: Small Brim | Wool Felt Fedora | Teardrop Fedora | Packable Fedora

  The Noclin Leather Newsboy Cap by Bailey is crafted of smooth, soft-to-the-touch leather in a classic 8-panel newsboy design. Embellished only with a small Bailey side pin, the Noclin Newsboy is finished with a double-snap bill, grosgrain ribbon sweatband and quilted satin lining. Treat…

Related Products: Leather Newsboy Cap | 8 Panel Caps | Leather | Leather Caps

  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 | Trilby | Trilby Hat | Packable Trilby

  Made in the USA   The 1940s Rosie Wool Felt Pillbox Hat, like the icon of the same name, has uncomplicated, masculine elements blended with an air of feminine power. Many women still enjoyed fashionable attire during wartime, but while economic prosperity allowed for fancier…

Related Products: Pillbox Hat | Pink

  Made in the USA   Women's fashion demanded large hats with wide brims and broad hats with face-shadowing brims were the height of fashion before the outbreak of World War I. During the war, the styles gradually shrunk to smaller brimless hats like the Toque. This royal…

Related Products: Brimless Hats

  Made in the USA   Renegade's Merit Toyo Straw Fedora Hat was made to make a statement. A Renegade exclusive floral embroidery design adorns the wide brim. Made in the USA from 100% toyo straw, the Merit's teardrop crown is completely vented, allowing for a unique look and optimal…

Related Products: Black Straw Hats | Black Wide Brim 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 | 5 Crown

  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

  FINAL SALE   Village Hat Shop Exclusive Color Made in the USA   Introducing the new Packable Wool LiteFelt Fedora Hat by Bailey! Part of their Bailey 1922 classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium…

Related Products: Crushable Mens Fedoras | Crushable Mens Fadora | Packable Litefelt | Mens Hats

  Made in the USA   Striking and daring, the Nelles LiteFelt Wool Fedora Hat by Bailey is one of our favorites this season. Crafted from Bailey's signature LiteFelt wool, the Nelles is water repellent and shape retentive. A center pinch crown and turndown brim paint a beautiful…

Related Products: 2 1 2 Brim Fedora | Packable Litefelt | Crushable Felt | Fedora Made In Usa

  Please Note: This piece fits a little loose. Made in the USA Introducing the Alamo Wool Felt Western Hat by Bailey. This is a great piece to add to your collection. The style cattleman crown mixed with the diamond stud accents on the leather hat band create the perfect…

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

  Made in the USA   The Bailey Daxton Seagrass Straw Fedora Hat has arrived just in time for spring and summer! Featuring a lightweight and breathable seagrass straw build, the Daxton boasts a classic tear drop crown and slightly upturned brim. Details include a wide Japanese…

  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! …

Related Products: Gambler | Gambler Hat | Seagrass | Water Resistant Hats

  Made in the USA   Crafted with an extra wide brim and Bailey's Elite stiffened finish, the new Colver Elite Wool Felt Fedora Hat is a handsome new style for fall and winter. Starting with a classic teardrop crown, the Colver is trimmed with a narrow Japanese grosgrain hat band,…

Related Products: Bound Brim Fedora | Vintage Hats