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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 (21)

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  Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling…

$63.75

  Please Note: This style features an aged/burned/stained finish. This is the intended look of the hat and does NOT constitute damage. Please enlarge each thumbnail image for a close-up view of the aged and stained finish.   Made in Mexico   The Ride or Die Palm Straw Gus…

$69.70

  FINAL SALE   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…

$55.00
Available Colors:
  • CHARCOAL

  Bailey's Foster Herringbone Plaid Wool Earflap Newsboy Cap is a 8/4 cap made of a wool blend. Convertible earflaps make this the perfect option for a cold and windy day. An attractive herringbone pattern with contrasting stripes are the stand out detail. The Foster is fully lined making for…

$76.50
Available Colors:
  • DENIMBLUE

  Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

$63.75

  FINAL SALE   Made in Mexico    Introducing the Bailey Vinton 20X Shantung Straw Western Hat. This is a great stiff cowboy hat. It has a gorgeous two-tone pattern from the crown to the brim. It also has a double row of venting throughout the crown to make sure you are…

$70.00

  Please Note: This hat fits a little loose for each size Made in the USA Introducing the Navarro Wool Felt Western Hat by Bailey. This is a great hat for the true journey man. This piece will keep its shape throughout your trip and will keep you protected along the way.…

(4)
$89.25

  Made in Mexico   Charlie 1 Horse presents the newest addition to their stylish line of straw hats with the Teepee Palm Straw Wide Brim Fedora Hat. Features a classic teardrop crown and curled brim. Trimmings include a braided multi-colored suede hat band and teepee accent piece.…

(1)
$76.50
Available Colors:
  • NATURAL

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

(1)
$63.75

  Sophistication meets comfort with the Harwood Houndstooth Wool Blend Ivy Cap by Bailey 1922. Crafted from a premium wool blend, this cap features a timeless houndstooth pattern that exudes distinguished style. This fully lined cap ensures a snug and comfortable fit for all-day wear with the…

$68.00

  Made in Mexico   Bailey's Vaquero 10X Palm Straw Western Hat is a classic wide brimmed western hat made in Mexico of palm straw. With its cattleman crown and a wide shovel brim, the Vaquero is sure to make a statement wherever you go. Features a narrow leather hat band neatly…

$80.75
Available Colors:
  • BLACK

  FINAL SALE   Village Hat Shop Exclusive Color Made in the USA   Introducing the new Packable Wool LiteFelt Fedora Hat by Bailey! Part of their Bailey 1922 classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium…

$72.10
Available Colors:
  • NAVYBLUE

  The Lou Herringbone Plaid Wool Ivy Cap is a new wool blend cap from Bailey! With a multicolored herringbone plaid pattern, it is fully lined and boasts a comfortable sweatband. It's an attractive yet neutral look that is perfect all year round.   Approx. 10" Front to Back, Flat 10"…

$68.00

  Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

$72.25

  Bailey has introduced an earflap newsboy for fall, making sure you are set for cold weather. The Rishton Earflap Wool Blend Newsboy Cap is made of an autumnal toned chevron pattern, this pattern continues onto the retractable flannel lined earflap. The earflaps tuck inside the cap when not…

$68.00
Available Colors:
  • BEIGE

  Please Note: This style no longer ships with a Bailey side pin. Instead, this style now has a small printed Bailey logo on the side bow.    Made in the USA The Tino Wool LiteFelt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines…

$94.40
Available Colors:
  • RUST

  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

  FINAL SALE   Made in the USA   Crafted of eco-friendly seagrass, the Verrett Seagrass Straw Fedora Hat by Bailey is a modern fedora made in the USA. The Verrett features an open weave body and is accented with a Japanese grosgrain ribbon band. Overlaying this band is a…

$90.00
Available Colors:
  • NATURAL

  Made in Mexico   A new and stunning headwear offering from Charlie 1 Horse, the Mamacita Palm Straw Gambler Hat. A tight and attractive braided palm straw body is accented with a seed bead hat band. This hat band is a true celebration of color and is further accented with a concho…

$95.20
Available Colors:
  • NATURAL

  Bailey's Piston Wool Felt Aussie Hat is a staple for any hat aficionado's closet. A classic wide-brim aussie hat silhouette with a teardrop crown, this hat is completely crushable/packable. The Piston is designed with a vegan leather bolo cord with metal tips. Fully lined in cotton, this hat…

$68.00
Available Colors:
  • TAN

  Elevate your winter ensemble with the sleek Elbin Plaid Fabric Ivy Cap by Bailey 1922. Designed with comfort in mind, this plaid patterned flat cap is crafted from a rayon-poly blend, features a cotton sweatband, and is fully lined. The close-fitting design and contour flat shape ensures a…

$68.00
Available Colors:
  • CHARCOAL

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