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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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141 - 168 of 170 Products
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  The thermostat may be frozen over, but that doesn't mean you have to be. Winter might be the time of thick sweaters and bulky coats, however you can stay fashionable in the frigid freeze thanks to Bailey 1922. The Vega is a trapper style cap with faux fur earflaps. The Vega Lambskin Leather…

(1)
$136.00
Available Colors:
  • BLACK

  Made in the USA    Inspired by nature, the Bailey 1922 Spencer Toyo LiteStraw Fedora Hat keeps the rain out and style always on. This toyo design features their exclusive LiteStraw® finish for an amazingly comfortable feel in addition to water repellency. With Bailey's…

(3)
$125.00
Available Colors:
  • NATURAL

  Made in the USA   Bailey 1922 debuts a new wool felt finish with the Croft Wool Felt Fedora Hat. Their 'beaver finish' creates a fuzzy and woolly texture. It has an 'outdoorsman' crown, a center pinch block with a wider center dent. The wide brim heightens the contemporary style,…

$170.00
Available Colors:
  • BLACK
  • TAUPE

  Made in the USA   Looking for something distinctive? The Rayne Raindura Straw Bucket Hat by Bailey has you covered! Featuring Bailey's exclusive Raindura® shape retentive and water repellant finish, the Rayne Bucket boasts a soft and pliable straw build in a classic bucket shape…

$160.00
Available Colors:
  • BLACK
  • DARKNATURAL
  • IVORY

  Handwoven in Ecuador, Blocked & Finished in the USA   A classic panama with beautiful details, may we present the Arion Panama Straw Fedora Hat by Bailey. Panama hats are a summer wardrobe staple! What makes the Arion stand out from the crowd is the layered Japanese grosgrain…

$275.00

  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…

$174.25

  Made in the USA Bailey has given us a headwear piece that will suit everyone, the Adlay Raindura Straw Fedora Hat. The raindura straw blend and handwoven thermosetting yarn makes the Adlay both water resistant and shape retentive. With its snap brim and raised teardrop crown, this…

$135.00
Available Colors:
  • DARKNATURAL
  • NAVYBLUE

  Made in the USA   Featuring beautiful cool toned colors, the Magness LiteStraw Fedora Hat by Bailey is made of 100% shantung straw which has been finished with innovative LiteStraw technology. The Magness is a stiff fedora and has been crafted using colorblocking. The hat band is…

$153.00
Available Colors:
  • SILVER

  Made in Mexico   Make an impression with the Havasu 20X Shantung Straw Western Hat by Bailey! Featuring a striking two-toned barbwire pattern weave with a glazed and firm finish, the Havasu has a vented crown adorned with a narrow grosgrain ribbon hat band and Bailey spur side pin.…

$170.00

  Made in the USA   Make a statement with the Caprole Wool LiteFelt Walker Trilby Hat by Bailey 1922! The Caprole is a unique trilby that is water resistant, stain repellent, and shape retentive making it ideal for styling anywhere you go. It includes a removable side duck feather, a…

$123.25

  Handwoven in Ecuador, Blocked & Finished in the USA   Bailey's Boreal Panama Straw Fedora Hat is a sight for eyes that want something new! With unique details like a twisted front dent tear drop crown and a two-tone body, the Boreal is sure to stun. Handwoven in Ecuador, this…

$225.00
Available Colors:
  • TAWNY
  • BLACK

  Handwoven in Ecuador; Blocked & Finished in the USA   Introducing the Rene Two-Tone Panama Straw Fedora Hat by Bailey featuring a striking two-tone contrast weave. The Rene is artisanally handwoven in Ecuador then blocked and finished in the USA by expert Bailey craftsmen. The…

$250.00
Available Colors:
  • BROWNBLACK
  • NATURALSILVER

  Made in the USA   Scaling back and keeping it minimalistic and modern is Bailey's claim to fame with the Barksdale Polished Wool Felt Fedora Hat. The teardrop crown and hand curled brim have been designed with Bailey's Polished Elite Stiffened finish. The crown has been adorned…

(1)
$146.25

  Handwoven in Ecuador; Finished in the USA   The Rask Gradient Panama Straw Fedora Hat by Bailey has been made using a gradation process that results in an awesome two-tone color meld. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey…

$225.00
Available Colors:
  • BLACK
  • TAN

  Please Note: These fit a little snug from front to back so we recomment ordering 1 size up.    Made in Mexico    Introducing the Bailey Kace 10X Sisal Straw Western Hat. This piece almost looks like a lace pattern made out of sisal straw from the crown all the way to the…

$110.00
Available Colors:
  • NATURAL

  Please Note: This style runs slightly large. We suggest you order one size smaller from your normal hat size.   Made in the USA   The Burnell LifeFelt Wool Fedora Hat by Bailey features a classic fedora silhouette with Bailey's top-rate LiteFelt® finish making the…

$135.00
Available Colors:
  • NATURAL

  Made in the USA   Travel back in time with a deck of cards with Bailey's Ganon Elite Wool Felt Gambler Hat. It has a stiff finish, and its brim has been whipstitched for a polished look. Uniquely crafted with a leather hat band and a Bailey logo metal bar, the Ganon will make you…

$199.75
Available Colors:
  • BLACK
  • BONE

  Handwoven in Ecuador, Blocked & Finished in the USA   Bailey's panama straw hats, like the Giles Panama Straw Fedora Hat, are made from bleached leaves of the toquilla palm and handwoven in Ecuador. The multi-toned and spiral striped pattern body of the Giles is sure to…

$225.00

  Made in the USA   Now this is what you call, "The ICE-ing On the Cake!" The Bailey Ice Topper will give you the the style that is as cool as ICE! I don't think we've said the word "ice" enough. Ok, two more times... ICE! ICE! Yes! That feels right!   Approx. 5" Flat Top…

(1)
$131.75
Available Colors:
  • BLACK

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

$100.00
Available Colors:
  • BLACKBLUE

  Finished in the USA; Handwoven in Ecuador   Bailey's Bystrom Panama Straw Fedora Hat, made out of 100% toquilla palm leaves, has come to stand out. A leather cord hat band and a pop of contrasting color on the pinch front crown provides a unique and versatile style. A uniquely made…

$225.00
Available Colors:
  • TAWNY

  Made in the USA   The Lachlan Raindura Straw Fedora Hat by Bailey features their exclusive Raindura® shape retentive and water repellant straw finish for added durability and function. The Lachlan Fedora features a classic tear drop crown adorned with a custom, laser-etched leaf…

$170.00
Available Colors:
  • MAUVE
  • TAN

  Made in the USA   The Imlay Knotted Shantung Straw Fedora Hat by Bailey has been created with a unique weave that adds texture to the body of this classic fedora. This style is simply decorated with partial suede hat band and Bailey's signature dipped nail. A finely woven sweatband…

$108.00
Available Colors:
  • TAN

  Handwoven in Ecuador; Finished in the USA   Handwoven in Ecuador, the Hinx Hand-Dyed Panama Straw Fedora Hat by Bailey is a stunning hat featuring a hand-dyed body with a twist teardrop crown and snap brim. The front of the teardrop crown has an additional dent blocked by hand.…

$225.00
Available Colors:
  • RUST

  Made in the USA   Bailey's Clorindon Elite Wool Felt Fedora Hat is a flexible fedora with a bubble crown and grosgrain ribbon trimmed brim. The crown features a wide Japanese grosgrain band which is overlaid with a silk blend, heathered, narrow ribbon, giving the Clorindon extra…

$199.75
Available Colors:
  • BLEACH

  Handwoven in Ecuador, Finished in the USA   Accept nothing less than the best, like the Stansfield Panama Straw Fedora Hat from Bailey! This American-made hat is crafted of fine, genuine panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around…

$170.00

  Made in the USA   The Colter Elite Merino Wool Felt Fedora Hat features Bailey's expert design and craftmanship. With a semi stiff finish, the Colter is a smart option for fall or winter. Made of Merino wool, the crown is adorned with a multilayered grosgrain ribbon hat band. The…

$174.25

  Please Note: Due to the nature of the straw, there may be some variance from hat to hat and is part of its beauty and uniqueness.   Made in the USA   The Glaser Sisal LiteStraw Fedora Hat by Bailey is a great choice for sun protection. With a 3" flat brim and Bailey's…

$195.00
Available Colors:
  • NATURAL

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