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  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: White Panama Hat | Panama Straw Hats | Cuban Fedora | Panama

  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: Winter Fedora | Blue Fedora | Bailey Fedora | Tan Fedora

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

Related Products: Try On | Newsboy | Wool Flat Cap | Houndstooth

  Please note: Sizes medium and large run true to size, however extra-large runs a full size small. Made in the USA   Made of durable cotton canvas, the Six Panel Canvas Skull Cap Beanie Hat has the classic dome-hugging skull cap look and feel in a hard-wearing and natural…

Related Products: Canvas Hats | Beanie | Beanie Hats | Docker

  Made in the USA   If you're looking for something you can rely on, you're looking for the Six Panel Denim Cotton Beanie Hat from the New York Hat Company. This beanie is made in America from genuine cotton, and features a denim texture, as well as a stylish 2" cuff. Additionally,…

Related Products: Denim Hats | Docker | Usa | Beanie

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

  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: Trilby | Trilby Hat | Bailey Fedora | Packable Fedora

  Made in the USA Introducing the Dillinger Wool Felt Western Hat by Bailey. I bet you don't have a top hat quite like this one. This is a great mix between the old west and a classic top hat look.    Approx. 5" Flat Top Crown  4 1/2" Pencil Roll Raw Edge Brim   …

Related Products: Size 7 7/8 Cowboy Hat | Top | Top Hat | Pencil Brim

  Made in the USA  Made in the USA and part of their Frontier Collection, Bailey's Clayton Wool and Fur Felt Blend Gus Western Hat is all quality and tradition. With a traditional gus crown, this stiff western also features an expertly crafted pencil rolled brim. The finest wool…

Related Products: Pencil Brim | Gus Hats | Small Brim Western Hats Gus | Pencil Curl Brim

  Made in New Zealand   The Storm is a soft crushable crown bucket hat made of Australian oilskin waxed cotton. Water repellent, the hat is designed with self taped external seams and extra soft polar fleece lining for extra warmth.   Approx. 3 1/2" Square Crown 2 1/4"…

Related Products: Xxl Bucket Hats | Bucket Hats | Oilskin | Xl Bucket Hat

  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…

Related Products: Straw Fedora | Summer Trilby | Summer | Summer Fedora

  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 Small Sun Hats | Size 8 Straw Hats | Extra Large Straw Lifeguard

  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 | Open Crown Hat | Open Crown | Flat Brim

  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: Extra Large Straw | Packable Fedora | White Straw Fedora | Raindura

  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 Hats | Small Brim Western Hats | Bailey Western | Dri-lex Sweatband

  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 | Extra Large Size Hats Bowler | Bowler Hats | Derby Hats

  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: Small Brim Outback Hats | Crushable Western Hats | Aussie Hat | Small Brim Western 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: Gambler Straw Hat | Gambler | Gambler Hat | Water Resistant Straw Hats

  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: Trilby | Trilby Hat | Tino | Bailey Fedora

  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: Charlie | Straw Derby | Bowler Hats | Bowler

  Made in the USA An excellent quality cattleman, the Lightning Wool and Angora Felt Cowboy Hat from Bailey is the classic cowboy hat. With its matching felt band and buckle, you too can be riding off into the sunset in the ultimate in American styling.   Approx. 4 3/4"…

Related Products: Bailey Western | White Western Hat | Size 7 7/8 Cowboy Hat | Extra Large Cowboy Hats

  Made in the USA   Charm and style are one, when it comes to the Bailey Brandt Lanolux Wool Felt Fedora Hat. You'll be walking tall with confidence in this center dent fedora with leather trim hat band!   Approx. 3 3/4" Center Pinch Crown 2 1/2" Downturned Brim   Made…

Related Products: Hat | Xxxl Fedora Hats | Xxxl Fedora | 2 1/2" Brim

  Made in the USA   The distinct crown of the Bailey Jutland Wool Felt Gus Western Hat stands out amongst the rest of western headwear. As one of the oldest crown shapes, this veteran is seen from felt to straw, from the low plains to the mountain range. The sturdy 2X wool felt body…

Related Products: Cowboy Hats | Gus Felt | Gus Hats | Gus 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: Navy Blue Straw Hats | Bailey Toyo | Blue Straw Fedora | Blue Fedora

  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…

Related Products: Optimo Crown | Rolled Panama Hat | Roll Up Fedora | Gambler Or High Roller

  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…

Related Products: Straw Fedora | Bailey Panama Hat | Black Straw Fedora | Blue Straw Fedora

  Please Note: Sizing for this style runs large. See below or call us at 1-888-847-4287 for help with sizing. S = 7 - 7 1/8 M = 7 1/4 L = 7 3/8 - 7 1/2 XL = 7 5/8 XXL = 7 3/4   Made in New Zealand   The McKenzie Waxed Cotton Outback Hat is a staple amongst New Zealand…

Related Products: Waxed Cotton Xxl | Waxed Cotton | Oilskin | New Zealand Hats

  Please Note: Coffee sack color/prints are random and cannot be selected.   Made in New Zealand   Hills Hats and Havana Coffee Works have collaborated together by recycling jute coffee sacks from around the world into a unique range of handcrafted headwear for coffee and…

Related Products: Coffee Sack Hats | Coffee | Jute Hats | Coffee Works