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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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29 - 56 of 89 Products
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  Combining toyo straw and thermo, the Bailey Elliot Straw Fedora Hat offers a breezy option for spring and summer. Lightweight and stylish, the Elliot features a pinch front crown, narrow grosgrain ribbon hat band and a stingy, pre-snapped brim. Don't sweat it this spring/summer, just wear…

$75.00
Available Colors:
  • NATURAL

  Made in the USA   Featuring an elite finish, the 100% wool felt Ammon Wool Felt Teardrop Fedora Hat by Bailey is astonishingly silky to the touch. A classic teardrop crown (aka C-Crown) and all around downturned brim characterize this elegant fedora hat. Finished with a Japanese…

(1)
$164.05

  Made in the USA   The Bailey Guthrie is made of a new softening and finishing technology for Shantung Straw which creates an incredibly comfortable and flexible fit. As an added bonus, this is one of the few straw hats that is actually water resistant. The hat comes with the…

(7)
$170.00
Available Colors:
  • NATURALBLACK

  Handwoven in Ecuador, Blocked & Finished in the USA   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

$204.00
Available Colors:
  • NATURAL
  • NAVYBLUE

  Made in the USA  Made in the USA and part of their Frontier Collection, Bailey's Clayton Wool and Fur Felt Blend Gus Western Hat is all quality and tradition. With a traditional gus crown, this stiff western also features an expertly crafted pencil rolled brim. The finest wool…

$170.00
Available Colors:
  • BLACK
  • PECAN

  Handwoven in Ecuador, Blocked & Finished in the USA   The Cutler is a most excellent and stylish Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and with Bailey embossed logo.     Approx.…

(4)
$190.00
Available Colors:
  • NATURAL

  Made in Spain   Take a step to the next level of class with the Buck Fur Felt Wide Brim Fedora Hat from Stefeno. This sharp fedora is made in Spain and features a glorious fur felt body, with a grosgrain ribbon hat band wrapping around the crown. Additionally, to optimize comfort,…

$250.00
Available Colors:
  • BLACK
  • TAN

  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 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

  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

  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…

$135.00
Available Colors:
  • NATURAL

  Please Note: Coffee sack color/prints are random and cannot be selected.   Made in New Zealand   Hills Hats and Havana Coffee Works have collaborated together by recycling jute coffee sacks from around the world into a unique range of handcrafted headwear for coffee and…

(4)
$69.95
Available Colors:
  • MULTI

  Handwoven in Ecuador; Blocked & Finished in the USA   Bailey's Moren Vented Panama Straw Western Hat is a genuine Panama straw hat handwoven in Ecuador then blocked and finished in the USA. Featuring geometric venting along its classic cattleman crown, the Moren is finished…

$250.00

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan 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 unbelievably…

(1)
$164.05

  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 Braylon Sisal LiteStraw Fedora Hat by Bailey features a finer weave than most other straws in a classic design,…

$170.00
Available Colors:
  • BLACK
  • NATURAL

  Made in the USA   A classic gambler style with a western edge, the Rockett Raindura Straw Gambler Hat by Bailey features their exclusive new Raindura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its…

(3)
$140.00
Available Colors:
  • TAN

  Designed for those who thrive in the great outdoors and seek sun protection, Bailey's Dario Toyo Straw Blend Lifeguard Hat has an extra wide downturned brim perfect for keeping harmful rays off your face. The chin cord with adjustable toggle allows for extra security no matter the adventure.…

$100.00
Available Colors:
  • NATURAL

  Handwoven in Ecuador, Blocked & Finished in the USA   The Hurtle Panama Straw Fedora Hat is a unique piece by Bailey. Featuring a diamond crown that has been artfully ventilated, this genuine panama is headwear artistry at its finest. A Japanese grosgrain ribbon hat band and…

$225.00
Available Colors:
  • BLACK
  • TAWNY
  • LIGHTBLUE
  • NATURAL

  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

  Stay classy with the Harris Tweed Overcheck Herringbone Wool Blend Ivy Cap from Failsworth. This stunning cap features a wool herringbone pattern with subtle stripes that lend a sense of style you'll appreciate. Additionally, the quilted satin interior lining is very comfortable.   …

(4)
$59.95
Available Colors:
  • TAUPE

  Fashion need not be so flashy, and the Graham Cotton Blend Ivy Cap epitomizes that adage with a flash of brilliance! The Graham Ivy has the classic profile of a cap, with the crown stitched to the bill, it reinforces a strong and sleek silhouette. Carefully crafted from water resistant…

(2)
$70.00
Available Colors:
  • TAN
  • BLACK
  • NAVYBLUE

  Bailey's new Duch Linen Plaid Five Panel Ivy Cap is crafted of breezy linen in a contemporary five-panel design. Featuring a cheery plaid pattern, the Duch is simply accented with a Bailey micro side pin and single snap bill. Great for a day on the green, or any other warm-weather outing,…

$72.25

  Kick back and relax with the Hester Toyo Straw Blend Fedora Hat from Bailey! This fedora features a cotton twill sweatband, as well as an unlined interior, making it one incredibly comfortable hat. Most notably, the grosgrain ribbon hat band has a stunning striped detail.   Approx.…

(1)
$100.00
Available Colors:
  • COPPER
  • SAND
  • GREEN

  Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green. 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…

(11)
$130.00

  Made in Mexico   Bailey presents the Rausch 7X Jute Straw Western Hat just in time for summer! Featuring an airy jute straw weave, the Rausch is lightweight and incredibly breathable. Details include a shallow cattleman crown (center dent, pinched sides), vented detailing along the…

$90.00
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

  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

  Made in the USA   Introducing the Oswego Endura Raindura Straw Outback Hat, part of the Bailey Wind River® collection of rugged outdoor styles. The Oswego is crafted in the USA using Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive.…

$138.00
Available Colors:
  • NATURAL

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