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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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85 - 112 of 123 Products
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  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

  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   The Horan Panama Straw Fedora Hat by Bailey is a finely woven, lightweight headwear creation. This is hot weather perfection and will keep you cool, calm and collected. With a beautiful embossed leather hat band and delicate…

$204.00
Available Colors:
  • BLACK

  Handwoven in Ecuador, Blocked & Finished in the USA   A beautiful traditional panama with some quality details, the Coram Panama Straw Fedora Hat by Bailey! The bubble crown and flat brim make this a classic, while the ventilation on the crown and a double layered, twisted…

$204.00
Available Colors:
  • NATURAL
  • TAWNY

  Made in the USA   Old fashioned style can be great, like the Chisolm Wool Litefelt Cattlemen Western Hat from the Wind River collection from Bailey. This classic western features a beautiful crushable/packable, water repellent wool felt body, with a comfortable padded DRI-LEX®…

(2)
$135.00
Available Colors:
  • BROWN

  The Mavis Fascinator Hat from Jeanne Simmons is small but stunning! This classic fascinator features feather accents, thin netting, and sinamay straw flower and ribbon details atop a stiff, curved dish. Also, the thin headband is chin, simple, and so comfortable!   Approx. 5 1/2"…

$34.00
Available Colors:
  • FUCHSIA
  • NAVYBLUE
  • BLACK
  • PINK
  • WHITE

  Be beautiful with the Rosa Toyo Straw Sun Hat from Jeanne Simmons! This gorgeous hat is well-made, with a braided toyo straw body that is intricately eye-catching. Best of all, the grosgrain ribbon hat band showcases a bow, as well as a stunning rose accent, sure to make you the belle of the…

$32.36

  Bailey's Eli Two-Tone Vented Poly Braid Fedora Hat is a great hat for day excursions. Walk around town in this 2 1/2" brim dual colored braided fedora. The Eli features a grosgrain band with a color accent, and has a center dent that is flattering on all face shapes.    Approx. 4"…

(1)
$95.00

  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

  Get a new spin on a classic with the Ormond Wool Blend Ivy Cap from Bailey of Hollywood. This stylish cap features a unique offset paneled pattern adorning the crown, as well as a signature Bailey metal side pin on the back. The lined interior is comfortable, allowing for a great fit you'll…

$59.50
Available Colors:
  • BROWN

  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   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

  New Era Cap® Carriers are designed to give headwear collectors a stylish way to transport, store, and protect their caps. This crush proof neoprene case stores 2 caps and features multiple eyelets for ventilation, removable shoulder strap for easy transport, convenient double zip closure,…

(3)
$29.95
Available Colors:
  • BLACK
  • CAMOUFLAGE

  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…

$135.00
Available Colors:
  • FAWN

  Jeanne Simmons has brought us another stunner with the Sasha Sinamay Straw Fascinator Hat! The sinamay straw dish has been covered with satin on the top, allowing for luxurious sheen. A top this sinamay straw, bows overlap creating a blowing affect. The finishing touch to the drama, feather…

(1)
$33.26
Available Colors:
  • BLACK
  • RED

  Crafted of dreamy organza with a soft shimmer, the Iridescent Organza Boater Hat by Jeanne Simmons is a breath of fresh air in a sea of straw this season. Featuring a lightweight, breathable, and crushable design, the Iridescent Organza Boater has a soft-structured horsehair body overlaid…

$60.00
Available Colors:
  • BLACK
  • BROWN

  Made in the USA Made in the USA, the Quil Shantung LiteStraw Open Crown Hat by Bailey is a shuntung straw hat that has been crafted using Bailey's exclusive LiteStraw® finish. A soft pebbled leather hat band adorns the crown and is a tasteful accent to the Quil. Features an open…

$180.00
Available Colors:
  • NATURAL
  • BLACK

  Made in the USA   Bailey's Conlon Wool Felt Fedora Hat is our fall pick this year! The loose felt "beaver plush" finish makes for a unique look while the flexibility of the plush body makes the hat versatile. The brim has a slight curl and the crown is adorned with a narrow…

$164.05

  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

  Made in the USA   The Darwin Superior Velour Finish Wool Felt Western Hat is a modern western hat by Bailey. Finished with elite superfine velour, this hat will make you feel as if you are part of the Old West. This hat is made in the U.S.A. and includes unique details, such as a…

$212.50

  Made in the USA   The Nilson Fur Felt Fedora Hat is from Bailey is part of their Superior Fur Felt collection. Features a Japanese grosgrain ribbon hat band with an origami half bow. This is finished with a vintage flooring nail. This is a Bailey favorite, full of elegance and…

$361.25
Available Colors:
  • SLATE
  • ARMYGREEN
  • COPPER

  A headwear piece that brings to mind abstract sculptures, there is no doubt that the Isabelle Sinamay Straw Fascinator Hat by Jeanne Simmons is a work of art. Constructed and shaped of sinamay straw, the disk base is asymmetrical and swirled which adds height and dimension. The sinamay straw…

$40.46
Available Colors:
  • BLACK
  • FUCHSIA
  • NATURAL

  Look your best this spring and summer dressy season with the Luxe Fascinator Hat by Jeanne Simmons! Featuring a disc base adorned with a sinamay straw flower, tonal loops, and tonal feather accents, the Luxe Fascinator is finished with a flirty veil. A tonal satin headband or metal hair clip…

$44.95
Available Colors:
  • BLACK

  Allude to a garden oasis with the Secret Garden Velvet Fascinator Hat by Jeanne Simmons. The faux floral arrangement adorning the dish base makes us thick of abundant flowers, sunny locales, and benches tucked away behind trees and bushes. The veil adds to the mystery and wonder this…

$24.95
Available Colors:
  • BLACK

  Tassels are everywhere this season - spruce up your favorite hats with the new Tassel Cord Hat Band by Jeanne Simmons. Featuring a single strand design for simplicity and ease of wear, the Tassel Hat Band loops around the crown of your hat and can be knotted or tied to your liking. Available…

$10.00
Available Colors:
  • BLACK
  • REDBLACK

  The Jeanne Simmons Veil and Feather Fascinator Headband hails back to the zenith of Old Hollywood glamour. A classic disc base is elevated with a floral arrangement of satin feathers accentuated with elegant feather accoutrements and a luxuriously full veil. The Jeanne Simmons Veil and…

$45.00
Available Colors:
  • BLACK
  • RED
  • WHITE

  Jeanne Simmons presents the Selena Fascinator Hat just in time for spring and summer! Featuring a disc base adorned with sinamay straw accent loops, tonal feather accents, and a flirty veil, the Selena Fascinator will add drama and style to your dressy look. Don't get weighed down this derby…

$24.99
Available Colors:
  • BLACK

  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…

$191.25
Available Colors:
  • TAWNY

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