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    • Small
      Pequeuño
      Size
      6
      3/4
      -
      6
      7/8
      Tamaño
      21
      1/8
      "
      -
      21
      1/2
      "
      54
      cm
      -
      55
      cm
    • Medium
      Medio
      Size
      7
      -
      7
      1/8
      Tamaño
      21
      7/8
      "
      -
      22
      1/4
      "
      56
      cm
      -
      57
      cm
    • large
      Grande
      Size
      7
      1/4
      -
      7
      3/8
      Tamaño
      22
      5/8
      "
      -
      23
      "
      58
      cm
      -
      59
      cm
    • X-Large
      X-Grande
      Size
      7
      1/2
      -
      7
      5/8
      Tamaño
      23
      1/2
      "
      -
      23
      7/8
      "
      60
      cm
      -
      61
      cm
    • XX-Large
      XX-Grande
      Size
      7
      3/4
      -
      7
      7/8
      Tamaño
      24
      1/4
      "
      -
      24
      5/8
      "
      62
      cm
      -
      63
      cm
    • XXX-Large
      XXX-Grande
      Size
        8
       - 
      8 +
      Tamaño
      25
      "
      -
      25
      3/8
      "
      64
      cm
      -
      65
      cm
  • This is a General Hat Sizing Chart: Please read each hat product page for further sizing information.
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  • Retail (63)

Bailey Leather Hat

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…a finely woven grosgrain sweatband nicely accents custom Bailey lining, for a surprisingly rich experience.   Continuing with this classic shape and style, Bailey of Hollywood has done it again with the rugged sheepskin leather feel of the Taxten, a cap that loudly and proudly declares…

(3)
$99.00
Available Colors:
  • BROWN

…thick sweaters and bulky coats, however you can stay fashionable in the frigid freeze thanks to Bailey of Hollywood. The Vega is a trapper style cap with faux fur earflaps. The Vega Leather Trapper Hat is fabulously comfortable and an edgy statement on the road. So, hop on your hog and strap on…

(1)
$124.20
Available Colors:
  • BLACK

…  Bailey's unique Larsen Leather & Sisal Straw Fedora Hat boasts a singular design that combines lightweight sisal straw with smooth overlaid genuine leather. Crafted by expert Bailey craftsmen in the USA, the Larsen is simply breathtaking. A tonal side feather and Bailey staple pin…

$202.50
Available Colors:
  • NATURALBLACK

…This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and Bailey hat pin.     Approx. 4" Center Pinch Crown 2 7/8" Pre-snap Brim   Made of: 100% Genuine Panama Straw (Cuenca Weave)   Leather Hat Band Woven Polyester…

(4)
$165.00
Available Colors:
  • NATURAL

…accents on the leather hat band create the perfect classic look to wear just about anywhere.     Approx. 4 1/2" Cattleman Crown  4" Raw Edge Brim   Made of: 100% Firm Wool Felt   Leather Hat Band Lined Bailey Side Pin Silver Diamond Accents Leather Sweatband   …

$82.80
Available Colors:
  • BLACK

…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 the crown. Quality matters, and Bailey knows that!   Approx. 3 3/4" Teardrop…

$170.00
Available Colors:
  • NATURAL

…light water repellent coating. The result is the most shape retentive, durable straw hat in the market. This durable hat features a faux leather braided hat band, as well as a Bailey side pin. Made in America, this hat is absolutely high quality!   Approx. 3 1/2" Teardrop Crown - Front 3…

$108.00
Available Colors:
  • IVORY
  • NATURAL

…ultra light water repellent coating. The result is the most shape retentive, durable straw hat in the market.  Showcasing a narrow leather hat band with stitching, as well as a Bailey side pin, this hat is high quality. Plus, the Dri-Lex® absorbent sweatband and unlined interior are very breathable…

$108.00

…this hat should be your go-to!   Approx. 3 1/2" Telescope Crown 3 1/4" Up-Turned Brim   Made of: 100% Seagrass LiteStraw®   Made in the USA Exclusive LiteStraw® Finish - Supple, Lightweight & Water Resistant Braided Waxed Cord Hat Band with Leather Finishing Bailey

(3)
$125.00
Available Colors:
  • NATURAL

…Crown 3" Brim - Front & Back 2 3/8" Brim - Sides   Made of: 100% Wool Felt   Leather Hat Band & Loop with Bronze Buckle Oval Bailey Pin Cotton Sweatband Inner Bailey Leather Crest Patch Unlined Water Repellent Packable (Shape Retentive)   Sizes: S, M, L and XL;…

(2)
$94.50

…& Shape Retentive   Made in the USA Exclusive Raindura Finish - Maintains its shape even after getting wet! Pattern Woven Hat Band w/ Leather Tab Bailey Western Side Pin DRI-LEX® Absorbent Sweatband Unlined Packable   Sizes: S, M, L, and XL; fits true to size.  

(1)
$99.00

Hat from Bailey is simple, with just a touch of flair! By flair, we're referring to the thin leather hat band wrapping around the crown, which nicely compliments the wide grosgrain ribbon hat band layered beneath it. The cotton twill sweatband is so comfortable, you'll always be enjoying this hat!

$83.00
Available Colors:
  • BLACK

  Made in the USA Introducing the Recoil Crushable Wool LiteFelt Western Hat by Bailey. Accented with a stylish leather hat band trimmed with feathers, this style is finished with a flared brim for a quintessentially western look. Its exclusive LiteFelt® finish makes the Recoil Western…

$82.80
Available Colors:
  • FALLBROWN

  Made in the USA Introducing the Jericho 3x Western Hat by Bailey. This piece is truly gorgeous. The hat band was created with pieces of leather attached to one another by three metal accent links on the front. The inside is lined to make sure it will keep you warm during those…

$100.00
Available Colors:
  • MOLE

  Made in the USA   A classic pinch crown fedora hat with a few luxurious touches, the Flume Velour Fur Felt Fedora Hat by Bailey is a sumptuous new offering from Bailey of Hollywood. Trimmed with a smooth leather hat band and removable black side feather, the Flume is simply…

$315.00
Available Colors:
  • AUBERGINE
  • BLACK
  • MINK

…Trilby Fedora Hat by Bailey is a wonderful addition to their masculine Poet® collection. This packable and water repellent fedora has a stingy rolled brim that pre-snapped at the front for a classic fedora look with a smaller overall profile. Its smooth leather hat band accents the hat nicely while…

$85.50
Available Colors:
  • BLACK

  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 the…

$94.50
Available Colors:
  • BLACK

…Crushable Wool LiteFelt Western Hat by Bailey. The hat band alone will make this hat stand out from the rest. The leather is inverted at various points along its length to create a unique braid pattern while the smooth sections feature metal studs. Bailey's exclusive LiteFelt® finish make the…

(1)
$82.80
Available Colors:
  • OLIVEMIX
  • BEAVER

…center dent fedora with leather trim hat band!   Approx. 3 3/4" Crown 2 1/2" Brim   Made of: 100% Wool Felt - Lanolux® Finish   Made in the USA Premium Lanolux® Finish - Luxurious Sheen & Soft Feel Leather Hat Band Fine Woven Sweatband "Bailey" Side Pin   …

$126.00
Available Colors:
  • BLACK
  • WALNUTBROWN
  • BLUE
  • BLACKMIX

leather hat band with side tails and a slightly flared brim. An adjustable toggle chincord can be worn under the chin in high-wind conditions, tucked into the hat or cinched over the back brim of the hat. Be ready for anything with the packable, water repellent Morgan LiteFelt Western by Bailey.  …

(3)
$82.80
Available Colors:
  • OLIVEMIX

…Fedora Hat by Bailey is an artisanal gem. Handwoven by artisans in Ecuador of genuine panama straw, Gelhorn is then blocked and expertly detailed by talented craftsmen in the USA. Boasting a classic tear drop crown, Gelhorn is finished with a smooth, vegetable artisanally tanned* leather hat band…

$150.00
Available Colors:
  • OLIVEGREEN
  • BROWN

… 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. The hat band is created with swirled leather material to give a truly artistic look.   …

(2)
$82.80

hat band edged with cording, this handsome hat makes an impact.    Approx. 3 3/4" Center Pinch Crown 2" Snap Brim   Made of: 100% Virgin Wool Felt - Lanolux® Finish   Made in the USA Exclusive Lanolux® Finish Genuine Leather Hat Band w/ Cording Edge Laser-Etched Bailey

$126.00

…  The Sutton LiteFelt Wool Aussie Hat is a classic Wind River® by Bailey wide-brim aussie hat. Constructed in the USA of 100% crushable litefelt wool, the Sutton is designed with a melange brown mix color scheme, a genuine black leather chincord and an accent plaid fabric underbrim.…

$86.40

…Raindura Straw Fedora Hat from Wind River by Bailey. This stunning fedora features a woven build of a toyo straw blend with Raindura finish, as well as comfortable padded sweatband and breathable, unlined interior. Additionally, the braided rope hat band is accented by a leather patch, complete with…

$81.00
Available Colors:
  • TAN

…with Raindura Finish - Water Resistant & Shape Retentive   Made in the USA Bailey Wind River® Collection Raindura Finish - Water Resistant & Shape Retentive  Woven Fabric Hat Band w/ Leather Trim Dri-Lex® Absorbent Sweatband Unlined Lightweight Breathable   Sizes: S, M,…

$81.00
Available Colors:
  • NATURAL

…accented with a studded leather hat band with tail and a shapeable wire brim you can adjust whichever way you like. Finally a stylish western design that works as hard as you do! With the Rider Wool LiteFelt Western Hat by Bailey your search for a double-duty western hat is over!   Approx.…

(1)
$82.80
Available Colors:
  • BLACK

…USA by expert Bailey craftsmen. The Tasmin's multi-color braided inlaid crown insert helps it stand out amongst the sea of natural and bleached-colored panamas flooding the market. Crafted with a classic tear drop crown and flat brim, the Tasmin is trimmed with a genuine leather hat band and fine…

(2)
$165.00
Available Colors:
  • MULTI

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