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  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 Hat | Gambler | Seagrass | Seagrass Gambler

  Made in the USA   The Dayton Raindura Toyo Straw Outback Hat is part of Bailey's rugged Wind River® collection of western and outback styles. Made of toyo straw blend with a raindura finish, this is a revolutionary thermosetting yarn invented by Bailey. The Dayton is durable, shape…

Related Products: Crushable Straw | Straw Cowboy | Crushable Western Hats | Raindura

  Please Note: This hat fits a little loose for each size Made in the USA Introducing the Navarro Wool Felt Western Hat by Bailey. This is a great hat for the true journey man. This piece will keep its shape throughout your trip and will keep you protected along the way.…

Related Products: Bailey Renegade | Long Oval | Western Hats | Long Oval Cowboy Hats

  Made in the USA   A classic gambler style with a western edge, the Rockett Raindura Straw Gambler Hat by Bailey features their exclusive new Raindura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its…

Related Products: Straw Gambler | Gambler | Gambler Straw Hat | Gambler Hat

  Please Note: This piece fits a little loose. Please Note: This style features an aged and stained 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 aged and stained finish.   Made in the…

Related Products: Cavalry Hat | Cavalry | Size 7 7/8 Cowboy Hat | Calvary Hat

  Made in the USA Another quality offering proudly crafted in the USA by experienced Bailey craftsmen! The Bailey 1922 Blixen Wool LiteFelt Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives the hat…

Related Products: Black Wide Brim Hats | Xxl Fedora | Silverbelly | Hat Bands

  Made in the USA The Briar Wool LiteFelt Fedora Hat is a great basic to have in your collection of hats. Featuring a safari-inspired design, the Briar adds a few stylish updates including a teardrop crown and handsome leather hat band. Great for both men and women, the Briar adds…

Related Products: Packable Litefelt | 2" Brim Felt Fedora | Womens Hats | White Felt Fedora

  Made in the USA Introducing the Roderick Wool Felt Western Hat by Bailey. The hat band is the true focal piece of this hat, the black leather hat band is decorated with a white stitching throughout the band. The side of the band is adorned with a little metal belt buckle to give…

Related Products: Extra Large Cowboy Hats | Black Western Hat | Size 7 7/8 Cowboy Hat | Felt Hats

  Made in the USA About the time of Bollman Hat Company's Founder's death in 1900 and beginning of the leadership of his son George W. Bollman, the Homburg hat was taking its place in hat style history. Popularized in England by Edward VII after visiting Germany and bringing one…

Related Products: Homburg | Godfather Hats | Homburg Hat | Homberg

  Made in the USA The flamboyance and fast times of the 1920's gave way to a much more somber climate in the 1930's. The Stock Market Crash of 1929 ushered in a decade best remembered as a national crisis of unseen magnitude. What today is known as The Great Depression was…

Related Products: Trilby | Fur Felt | 1920's Fedora | Fur Felt Fedora

  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…

Related Products: Black Wide Brim Hats | Black Wide Brim Fedora | Leather Fedora | Xxl Wide Brim Hats

  Made in the USA   The Kisner Wool Felt Open Crown Hat by Bailey is a minimalist styled hat with a high open crown and stiff brim. A laser etched detail on the back brim representing 'Thunder' and ultra-thin Bailey logo metal bar are the only accents on this very intentionally…

Related Products: Open Crown | Flat Brim

  Made in the USA The Bailey Wynn LiteFelt Wool Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of:…

Related Products: Medium Brim Fedora | Packable Fedora | Trilby | Trilby Hat

  Designed for those who thrive in the great outdoors and seek sun protection, Bailey's Dario Toyo Straw Blend Lifeguard Hat has an extra wide downturned brim perfect for keeping harmful rays off your face. The chin cord with adjustable toggle allows for extra security no matter the adventure.…

Related Products: Lifeguard Straw Hats | Extra Wide Brim Hats | Wide Brimmed Straw Hats | Extra Small Sun Hats

  Introducing the Bailey Wait 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: Straw Pork Pie | Pork Pie | Bailey Toyo | Pork Pie Hat

  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…

Related Products: Blue Fedora | Bailey Fedora | Brown Fedora | 2 1/2" Brim

  Handwoven in Ecuador, Blocked & Finished in the USA   A classic panama with some funky color combinations, may we present the Cuban Panama Straw Fedora Hat by Bailey! Panama hats are a summer wardrobe staple but what makes the Cuban so unique is the two-toned Japanese grosgrain…

Related Products: Cuban Fedora | White Panama Hat | Panama Straw Hats | Stingy Brim Panama

  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…

Related Products: Shantung Fedora | Bailey Guthrie | Xxl Straw Fedora | Small Brim Straw

  Made in the USA The "Roaring Twenties", as the decade is affectionately dubbed, saw an explosion of rich cultural activity, brought on by unprecedented economic prosperity. Gangsters, flappers, speakeasies, jazz and the Charleston were sweeping the nation. Fashion likewise grew by…

Related Products: 1920's Fedora | Gangster Fedora | Mens Fedora | Bollman

    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: Black Straw Fedora | Black Straw Hats

  Made in the USA   A great companion on adventures, the Calaway Crushable LiteFelt Wool Outback Hat is crafted from Bailey's signature LiteFelt wool making it water repellent and shape retentive. Comes with a genuine leather hat band with metal and threading accents. Casual but with…

Related Products: Felt Hats | Crushable Outback Hats | Crushable Wool Hats | Crushable Made In Usa

  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: Newsboy Hat | Leather Flat Cap | Leather | Leather Caps

  Made in the USA Bollman Hat Company digs deep into the annals of its history to capture and commemorate this long forgotten style. The Wide Awake hat was inspired by the paramilitary campaign organization of the 1860s. The Wide Awakes, affiliated with the Republican Party during…

Related Products: Black Wide Brim Hats | Open Crown | Campaign Hat | Campaign

  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: Bowler Hats | Derby | Bowler | Derby Hats

  Made in the USA   The McCrae Wool Felt Gus Western Hat from Bailey features one of the most unique and oldest crown shapes in western headwear, the Gus crown. This crown was made famous by Robert Duvall's character in Lonesome Dove, Augustus McCrae, abbreviated to Gus. Made in the…

Related Products: 3x Large Cowboy Hats | Xxxl Western Hats | Extra Large Cowboy Hats | Gus Crown

  Handwoven in Ecuador; Blocked and Finished in the USA   Looking for a genuine panama fedora with a dash of color and personality? Look no further than the striking Tasmin Panama Straw Fedora Hat by Bailey! All genuine panama hats, including the Tasmin, are handwoven by artisans in…

Related Products: Summer Fedora | Blue Fedora | Made In Ecuador

  Calling all travelers, adventure-seekers, jetsetters, we have just the hat for your on-the-go needs, Bailey's Balans Roll Up Toyo Straw Fedora Hat. Made from a toyo straw that has been crafted into an ultra-soft lightweight braid which can be rolled and packed to easily fit into a bag or…

Related Products: Xxxl Straw | Snap Brim Fedora | Extra Small Straw Hats | Xxxl Fedora

  It's hard to beat the classics, and everything about the Harris Tweed Overcheck Herringbone Wool Newsboy Cap from Failsworth is just that: classic. Made of 100% genuine Harris Tweed virgin wool, from the Outer Hebrides of Scotland. The 8-panel newsboy design is iconic, and the grosgrain…

Related Products: Made In Scotland | Failsworth Harris Tweed | Harris Tweed Cap | Harris Tweed Newsboy