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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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All Products

113 - 140 of 280 Products
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  Made in the USA   Bring back those classic western vibes with the Chisolm Wool Litefelt Cattlemen Western Hat by Bailey. Part of their Wind River collection, this classic western features a beautiful crushable/packable water repellent wool felt body with a comfortable…

$114.75
Available Colors:
  • NATURAL

  Handwoven in Ecuador; Blocked and Finished in the USA   Looking for a genuine panama fedora with a dash of color and personality? Look no further than the striking Tasmin Panama Straw Fedora Hat by Bailey! All genuine panama hats, including the Tasmin, are handwoven by artisans in…

(2)
$220.00
Available Colors:
  • MULTI
  • BLUE

  Made in the USA   Handwoven, revolutionary yarn allows the Rothney Raindura Straw Fedora Hat by Bailey to be thermosetting! After being blocked into a handsome fedora silhouette, the Rothney is treated with a ultra-light water repellent coating. The end result being a durable hat…

$140.00
Available Colors:
  • GREEN
  • IVORY

  Made in the USA   Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A…

$110.50

  Calling all travelers, adventure-seekers, jetsetters, we have just the hat for your on-the-go needs, Bailey's Balans Roll Up Toyo Straw Fedora Hat. Made from a toyo straw that has been crafted into an ultra-soft lightweight braid which can be rolled and packed to easily fit into a bag or…

$100.00

  Made in the USA The Perry Lanolux Wool Felt Fedora Hat is crafted of 100% virgin wool with a luxurious sueded finish. Lanolux hats undergo an extra sanding process to create a lightweight and packable "Touch Me" finish for an unbelievably soft feel. Trimmed with a smooth leather…

(1)
$136.00

  Bailey's Leif Linen Cotton Pub Cap is a buttery soft flat cap for warm weather thanks to the blend of linen and cotton. With a contour 8-panel shape, the Leif is designed to fit snugly. The stripe pattern completes this overall classic style.    Approx. 9 1/2" Front to Back - Flat…

$90.00
Available Colors:
  • CREAM
  • NAVYBLUE

  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

  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)
$114.75
Available Colors:
  • BROWN

  Perfect for a night out or lounging poolside, the new Metallic Stripe Turban by Jeanne Simmons offers three shades of dynamic, multicolored style. This stretchy turban fits most adults and can be worn with your hair down, tucked in or in a bun. Great for bad hair days or outfits in need of…

(1)
$18.00

  Handwoven in Ecuador, Finished in the USA Have you ever wanted to sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a…

(2)
$200.00
Available Colors:
  • BLEACH

  A new staple for any flat cap fan, the Liam Linen Cotton Ivy Cap by Bailey! Made of a soft cotton and linen blend, this hat features a stripe pattern. Features a sewn bill, Bailey side pin, cotton twill sweatband and cloth lining.   Approx. 9 1/2" Front to Back, Flat 9 1/2" Side to…

$90.00

  Thanks to the Chevron 4.5 Inch Brim Wheat Braid Lampshade Hat from Jeanne Simmons, the sun is absolutely no problem for you! Whether you're at the beach, on a walk, or just enjoying some time in the sun, the lampshade brim is perfect. Plus, it's hard to ignore the eye-catching grosgrain…

$46.75
Available Colors:
  • NATURAL

  There's not much sharper than the Berle Toyo Straw Blend Fedora Hat from Bailey! This neat hat's most eye-catching feature is its clean, striped grosgrain ribbon hat band wrapping around the vented toyo crochet crown. Plus, the cotton twill sweatband and unlined interior allow for a nice…

$105.00
Available Colors:
  • NAVYBLUE
  • VANILLA
  • NATURAL

  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…

$240.00
Available Colors:
  • NATURAL

  The Irene Sinamay Straw Fascinator Hat designed by Jeanne Simmons is small but mighty. This fascinator features feathers, sinamay straw ribbons and bows, and mesh details atop a stiff, curved sinamay straw dish. Also the tonal headband is chic but comfortable. Or choose to wear via the metal…

$44.95
Available Colors:
  • MUSTARD
  • NAVYBLUE

  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

  Introducing the Bailey Waits 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%…

$95.00

  Jeanne Simmons' Dubois Sinamay Straw Fascinator Hat is a great option for your next formal event! Featuring a sinamay straw design, the Dubois is adorned with sinamay straw floral accents, ribbons, and quills. A grosgrain ribbon binding completes this look. The duality of this fascinator…

$39.95
Available Colors:
  • BLACK
  • RED

  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

  Handwoven in Ecuador; Finished in the USA   Multi-colored with a unique patterned weave, the new Giger Panama Straw Fedora Hat will take your breath away. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey craftsmen, the Giger's…

(1)
$215.00

  Made in the USA   A great companion on adventures, the Calaway Crushable LiteFelt Wool Outback Hat is crafted from Bailey's signature LiteFelt wool making it water repellent and shape retentive. Comes with a genuine leather hat band with metal and threading accents. Casual but with…

$110.50
Available Colors:
  • OLIVEGREEN

  Handwoven in Ecuador; Finished in the USA   Caramel-hued and expertly crafted, the Tessier Panama Straw Fedora Hat by Bailey will add distinctive style to your look this spring and summer! Like all genuine panama hats, the Tessier's body was artfully handwoven in Ecuador then…

(2)
$220.00

  Made in the USA   The Curtis Wool LiteFelt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels water and oil based spills. It is breathable, and durable and can be packed for ease of travel.    Approx. 4"…

(1)
$130.00
Available Colors:
  • LIGHTBLUE

  Made in the USA   The Bailey Jett Wool Felt Porkpie combines a classic men's style, with Bailey's fashion forward polished finish. These premium wool felts are crafted with Bailey's exclusive blend of 100% virgin wool fibers and a unique silk-like finish, adding a luxurious sense…

$131.75
Available Colors:
  • BLACK

  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

  Made in the USA   The Bailey Darron Wool LiteFelt Pork Pie Hat is proudly made in the USA using their very own premium LiteFelt® finish for superior softness, flexibility, and repelling of water. Featuring the classic pork pie look including a telescope crown and stingy brim, the…

$130.00
Available Colors:
  • BLACK

  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

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