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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 (62)

Bailey Leather

1 - 28 of 62 Products
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  Lovers of leather rejoice! The new Bailey Glasby Lambskin Leather Ivy Cap features silky-smooth genuine lambskin leather in an innovative 5-panel design. Four small panels make up the back half of the cap while the front features a single large panel. Trimmed with a small Bailey wooden side…

(2)
$138.00

…supple leather featuring a snap-down crown that allows for two distinct classic looks. The smooth lining and comfortable sweatband make this cap perfect for any time of year.   Approx. 2" Snap Bill/Brim   Made of: 100% Calf Skin Leather   Smooth Leather Finish Bailey

(1)
$120.00
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…

$225.00
Available Colors:
  • NATURALBLACK

…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)
$110.00
Available Colors:
  • BROWN

…Featuring luxurious, genuine lambskin leather, the Langham Lambskin Leather Ivy Cap is a handsome new cap from Bailey of Hollywood. With its singular 5-panel design, the Langham Ivy has a unique look you'll be hard-pressed to find elsewhere. Finished with a Bailey micro staple side pin and custom…

(1)
$125.00
Available Colors:
  • DARKBROWN

…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)
$155.00
Available Colors:
  • NATURAL

…9 1/2" Length, Flat 10 1/2" Width, Flat 1 7/8" Sewn Bill   Made of: 100% Genuine Pig Skin Suede Leather   Poet® Collection Cap Distressed Suede Leather Finish Genuine Suede Leather Bailey Wooden Side Pin Cotton Sweatband   Sizes: S, M, L and XL; fits true to size.

(1)
$90.00
Available Colors:
  • COFFEE

…luxurious look and feel of leather and unparalleled craftsmanship; treat yourself to the Noclin Leather Newsboy Cap by Bailey!    Approx. 10 1/2" Diameter 2" Double Snap Bill   Made of: 100% Genuine Leather   Classic 8-Panel Design Top Button Bailey Side Pin Grosgrain…

(1)
$120.00
Available Colors:
  • BLACK

…of 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…

(1)
$138.00
Available Colors:
  • BLACK

…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)
$105.00

…Baseball Cap from Bailey of Hollywood! Made of 100% leather, this cap has breathable eyelets and a comfort sweatband, and the adjustable strap in back makes this cap perfect for everyone!   Approx. 4 3/4" Crown 2 3/4" Precurved Bill/Brim   Made of: 100% Leather   …

$95.00
Available Colors:
  • CHOCOLATEBROWN

…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 Branding DRI-LEX® Absorbent Sweatband Unlined   Sizes: S, M, L, and XL; fits true to size.  

(3)
$120.00
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   …

$92.00
Available Colors:
  • BLACK

  The Denney Toyo Straw Blend Fedora 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…

$75.00
Available Colors:
  • BLACK

…by Bailey.    Approx. 3 1/2" Tear Drop Crown - Front 4" Tear Drop Crown - Back 3 1/4" Underwelt Brim    Made of: 100% Wool LiteFelt® - Crushable   Made in the USA Exclusive LiteFelt® Finish - Water Repellent & Packable Leather Hat Band w/ Side Tails Bailey Side…

(3)
$92.00
Available Colors:
  • OLIVEMIX

…Made in the USA Poet® Collection Hat Premier 606 Finish - Double Carded, Hand Wet Felted w/ Suede Finish for Sheen Genuine Leather Hat Band Antique Flooring Nail Side Detail Laser Etched Bailey Logo - at Back Genuine Leather Sweatband Custom Print Satin Lining   Sizes: S, M, L and XL

$81.00

…a leather hat band and woven detail wrapping around the crown. Quality matters, and Bailey knows that!   Approx. 3 3/4" Teardrop Crown 2 1/4" Down Turned Brim   Made of: 100% Panama Straw (Brisa Weave)   Made in the USA Leather Hat Band with Woven Detail Bailey Branding…

$160.00
Available Colors:
  • NATURAL

…& 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)
$110.00

  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…

$92.00
Available Colors:
  • FALLBROWN

…LiteFelt 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…

$95.00
Available Colors:
  • BLACK

…Straw - Brisa Weave (Handwoven in Ecuador)    Finished in the USA Vegetable Tanned* Leather Band - Artisanal & Environmentally Friendly Branded Bailey Side Logo Dri-Lex® Sweatband Bailey Crown Tip (Inner Label) Unlined for Maximum Breathability   Sizes: S, M, L and XL …

$150.00
Available Colors:
  • OLIVEGREEN
  • BROWN

…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 breathtaking. A fine-woven sweatband and…

$350.00
Available Colors:
  • AUBERGINE
  • BLACK
  • MINK

…from Bailey.  It has the Raindura Finish: A revolutionary, thermosetting yarn has been hand woven inside this paper straw which is blocked and treated with an ultra light water repellent coating. The result is the most shape retentive, durable straw hat in the market.  Showcasing a narrow leather

$120.00

…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 3/4" Teardrop…

$120.00
Available Colors:
  • IVORY
  • NATURAL

…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…

$92.00
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   …

$140.00
Available Colors:
  • BLACK
  • WALNUTBROWN
  • BLUE
  • BLACKMIX

…  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 Logo   Size: S, M, L and XL; fits true to size.  

$140.00

…  Made of: 100% Wool LiteFelt® - Soft, Packable Finish   Made in the USA Premium LiteFelt® Finish - Soft, Packable & Water Repellent Vegan Leather Trim Bailey Side Pin Fine Woven Sweatband Unlined Packable / Crushable   Sizes: S, M, L, and XL; fits true to size.  

$118.00
Available Colors:

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