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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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1 - 28 of 125 Products
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  Bailey introduces the Craig Polybraid Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great…

$85.00
Available Colors:
  • NATURAL
  • WHITE
  • BLACK
  • MOCHA

  Made in Mexico   Crafted of woven and sewn palm leaf, the Palm Leaf Straw Lifeguard Hat by Jeanne Simmons is a great unisex style made for extended wear under the sun. Its classic lifeguard design features a cattleman crown, wide downturned brim, removable faux leather hat band and…

(13)
$41.95
Available Colors:
  • DARKNATURAL

  Made in the USA Introducing the Firehole Crushable Wool LiteFelt Western Hat by Bailey. Crafted with Bailey's exclusive LiteFelt® finish, the Firehole Western is not only incredibly soft and packable/crushable but also water repellent. Able to retain its shape, the Firehole is up…

(7)
$135.00
Available Colors:
  • BLACK
  • BEAVER
  • LODENGREEN
  • TAWNY

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a teardrop crown and all-around snap stingy brim. A…

(6)
$90.00

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Winters Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an…

(3)
$164.05

  Made in the USA   A stiff blocked pork pie hat from Bailey, the Walsh Polished Wide Brim Wool Felt Pork Pie Hat is a sharp addition to their already stellar line of headwear. This is a contemporary take on a classic pork pie with a wider brim and a flatter, telescope crown that…

$187.00
Available Colors:
  • TAUPE
  • BLACK

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

$85.00

  Featuring a soft and relaxed garment washed cotton twill construction, the LoPro Washed Cotton Strapback Baseball Cap by Otto is a comfortable, unstructured classic baseball cap. A low profile unstructured crown allows for a great fit and comfortable wear all day long. This baseball cap…

(4)
$14.95

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style. The teardrop…

(8)
$85.00

  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…

$138.00
Available Colors:
  • DARKNATURAL

  No other flat cap is more distinctive than the oversized Newsboy Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and…

(1)
$44.20
Available Colors:
  • TAN

  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%…

(4)
$95.00

  Made in the USA Introducing the Bailey Draper III Fur Felt Fedora Hat. For those that love their fur fedoras you can't go wrong with this piece and the gorgeous colors it comes in. The fur is a mix between rabbit and beaver and is soft to the touch.    Approx. 4 1/2"…

$348.50
Available Colors:
  • OLIVEGREEN
  • COGNAC
  • CHARCOAL
  • BLACK

  Firm, structured, virtually impenetrable...the Bailey 1922 Dalton Cotton Blend Rain Safari Fedora Hat is an ideal find for wanderers and weather lovers everywhere. One of the premier water-resistant hats in the industry, the broad-brimmed Dalton is a rugged and rustic homage to the…

(30)
$75.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • CHINO
  • TAN

  Made in Italy   Combining the style of a classic safari style with superior Italian craftsmanship, the new Hiker Wool Felt Safari Fedora Hat by Stefeno is in a league of its own. Soft, crushable and water repellent, this wool felt boasts function in addition to good looks. Adorned…

(4)
$99.95

  Made in the USA   Bailey's Newhall Shantung LiteStraw Boater Hat is a modern take on classic Optimo and Boater hat styles made right here in the USA. Crafted of lightweight shantung straw with a firm finish, the Newhall features an optimo crown (tapered sides, round top with center…

$200.00
Available Colors:
  • BLACK
  • NATURAL

  Made in the USA   Want the Panama hat look but with greater function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it…

$180.00

  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…

(1)
$240.00
Available Colors:
  • NATURAL

  Made in Mexico  Introducing the Bailey Cassius 7X Toyo Straw Western Hat. This piece has a great two tone pattern throughout the crown and brim. You can go from a day at the ranch to a evening at the rodeo without having to change your hat. The vented crown adds comfort and style…

(1)
$90.00
Available Colors:
  • NATURALTAN

  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 …

(3)
$131.75
Available Colors:
  • BLACK
  • HEMLOCK

  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…

$70.00
Available Colors:
  • NATURAL

  Please Note: These fit a little snug from front to back so we recommend ordering 1 size up.    Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. The vented crown…

(2)
$75.00
Available Colors:
  • NATURALTAN

  UPF 50+ Sun Protection   Prepare for sunny spring and summer days with the Wide Brim Toyo Straw Gambler Hat by Jeanne Simmons! Boasting the highest UPF sun protection rating possible (UPF 50+) with an extra wide brim, the Wide Brim Gambler has you (literally) covered from damaging…

(2)
$40.00
Available Colors:
  • NATURAL

  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:…

(2)
$110.50
Available Colors:
  • BLACK
  • PEWTER
  • COGNAC
  • OXBLOOD
  • SERPENT

  Made in the USA   Part of their outdoor-inspired Wind River line, the Bailey Morgan Crushable Wool LiteFelt Aussie Western Hat features their exclusive LiteFelt® making it both water repellent and packable. Crafted in a classic Australian/Outback western shape, the Morgan features…

(4)
$135.00
Available Colors:
  • OLIVEMIX

  The Rokit Toyo Straw Braid Trilby Fedora Hat by Bailey is great-looking, packable/crushable and lightweight. Its stylish color-blocked two-tone design gives this hat a unique look while its coordinating striped hat band adds style. The Rockit can be dressed up or down, making it a versatile…

(2)
$80.00

  Handwoven in Ecuador, Blocked & Finished in the USA   With the Racer Panama Straw Fedora Hat by Bailey you get both comfort and style. This is a custom panama handcrafted in Ecuador with a woven crochet teardrop crown and brisa snap brim. Finishing touches are the Japanese…

$225.00
Available Colors:
  • NATURAL

  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…

$145.00
Available Colors:
  • TAUPE

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