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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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10% Off Sitewide Code: SAVINGS Plus Additional 15% On Straw
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  • Retail (42)

Bailey Cotton

1 - 28 of 42 Products
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…for all day wear.   Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37% Polypropylene 7% Polyester   Grosgrain Hat Band Bailey Side Pin Cotton Sweatband Unlined Crushable / Packable   Sizes: S, M, L, XL, and XXL; fits true to size.  

(4)
$95.00

…taste, the Bailey 1922 Dalton Safari Fedora gets you out there.    Approx. 4 1/4" Center Pinch Crown 2 5/8" Downturned Brim   Made of:  65% Polyester 35% Cotton   Water Resistant Padded Cotton Sweatband Ventilation Eyelets Vegan Leather Hat Band Prong Back Bailey Oval…

(30)
$75.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • CHINO
  • TAN

…printed cotton lining. Add color and style to your look with the stylish Keter Cotton Ivy Cap by Bailey.    Approx. 10" Length, Flat 10 1/2" Width, Flat 1 7/8" - 2" Single Snap Bill   Made of: 100% Cotton   Unique 6-Panel Design Bailey Staple Side Pin Cotton Sweatband…

(6)
$75.00
Available Colors:
  • BEIGE
  • CHARCOAL
  • PINK

  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

  A tasteful and elegent ivy cap from Bailey, the Liam Linen Cotton Ivy Cap! Made of linen and cotton blend, this hat features a subtle windowpane plaid pattern. A new Bailey favorite, especially with the finishing touches of a cotton twill sweatband and fully lined interior.    …

$90.00
Available Colors:
  • BEIGE

…9 1/2" Front to Back - Flat 10" Side to Side - Flat 2" Extended Sewn Bill   Made of: 55% Linen 45% Cotton   Contour 8-Panel Design Pre-Curved Bill Stripe Pattern Bailey Metal Bar Cotton Sweatband Cotton Lining   Size(s): S, M, L, XL and XXL; fits true to size.  

$90.00
Available Colors:
  • CREAM
  • NAVYBLUE

…resistant cotton and polyester blend, the lightweight and packable Graham is another premium, unsurpassed construction by Bailey 1922.   Approx. 1 7/8" Sewn Bill/Visor   Made of: 35% Cotton 65% Polyester   Signature 5-Panel Design Water Resistant Wooden Bailey Side Pin…

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

  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

…night. The Bailey Billy fedora is a casual masterstroke from a true quality brand.   Approx. 3 3/4" Teardrop Crown 1 3/4" Snap Brim   Made of: 55% Toyo Straw  45% Polyester    Packable/Crushable Design Self Fabric Hat Band Self Fabric Cross Strap Bailey Side Pin Cotton

$63.75

  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

…Flat 10" Side to Side, Flat 2" Double Snap Bill   Made of: 55% Polyester 19% Acrylic 17% Wool 5% Nylon 4% Rayon   Classic 8-Panel Crown Retractable Earflap Bailey Metal Logo Bar Cotton Poplin Sweatband Cotton Lining   Size(s): S, M, L, and XL; fits true to size.  

$68.00
Available Colors:
  • BEIGE

…Minimalist trimmings include a fine Japanese grosgrain ribbon hat band, Bailey micro side pin, and cotton twill sweatband. Stay cool in style this spring and summer with the sleek Mullan Toyo Straw Blend Safari Fedora by Bailey!   Approx. 4" Center Pinch Crown 2 3/8" Underwelt Brim - Front…

$100.00
Available Colors:
  • GREEN

…the Bailey Roll Up II Panama Fedora Hat!   Approx. 4" Optimo Crown 2 1/2" Brim   Made of: 100% Panama Straw (Toquilla Palm) Brisa Weave   Handwoven in Ecuador Blocked & Finished in the USA Panama Straw - Brisa Weave Japanese Grosgrain Hat Band Bailey Side Pin Cotton

(1)
$240.00
Available Colors:
  • NATURAL

…9" Side to Side, Flat 1 7/8" Sewn Bill/Visor   Made of: 70% Polyester 10% Acrylic 7% Rayon 7% Cotton 4% Nylon 2% Wool   Contour 3 Point Ivy Cap Houndstooth Pattern Bailey Metal Side Pin Cotton Twill Sweatband Lined   Size(s): S, M, L and XL; fits true to size.  

$68.00

…Snap Brim   Made of: 100% Wool Felt - Soft & Packable Finish   Made in the USA Grosgrain Ribbon Hat Band Removable Side Feather Printed Bailey Logo - On Side Bow Cotton Sweatband Unlined Packable / Crushable   Sizes: S, M, L, XL and XXL; fits true to size.  

$94.40
Available Colors:
  • RUST

…in cotton, this hat is finished with a comfort sweatband made of cotton twill.   Approx. 3 3/4" Teardrop Crown 3 1/4" Curved Brim   Made of: 100% Wool Felt   Crushable/Packable Vegan Leather Hat Band - Metal Tips Bailey Logo Metal Plate  Underwelt Brim Cotton Twill…

$68.00
Available Colors:
  • TAN

…3/8" Downturned Brim - Sides   Made of: 100% Wool Felt   Leather Hat Band & Loop with Bronze Buckle Oval Bailey Pin Cotton Sweatband Inner Bailey Leather Crest Patch Unlined Water Repellent Packable (Shape Retentive)   Sizes: S, M, L and XL; fits true to size. …

(2)
$110.50

…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 level of…

$105.00
Available Colors:
  • NAVYBLUE
  • VANILLA
  • NATURAL

…night. The Bailey Billy fedora is a casual masterstroke from a true quality brand.   Approx. 3 3/4" Teardrop Crown 1 3/4" Snap Brim   Made of: 55% Toyo Straw  45% Polyester    Packable/Crushable Design Self Fabric Hat Band Self Fabric Cross Strap Bailey Side Pin Cotton

$72.25

…9 1/2" Length, Flat 10 1/2" Width, Flat 1 7/8" Sewn Bill   Made of: 100% Pig Skin Suede Leather   Poet® Collection Cap Distressed Suede Leather Finish Genuine Suede Leather Bailey Wooden Side Pin Cotton Sweatband   Sizes: S, M, L and XL; fits true to size.  

(2)
$102.00
Available Colors:
  • COFFEE

…on all face shapes.    Approx. 4" Center Pinch Crown 2 1/2" Snap Brim   Made of: 100% Polypropylene Braid   Flexible Body Grosgrain Ribbon Hat Band Bailey Metal Bar Cotton Twill Sweatband Unlined   Size(s): S, M, L, XL, and XXL; fits true to size.   

(1)
$95.00

…man.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 55% Toyo Straw 45% Polyester   Multi-Color Striped Grosgrain Ribbon Hat Band Bailey Side Pin Cotton Sweatband Unlined Packable / Crushable   Sizes: S, M, L, XL, and XXL; fits true to size.  

$85.00

…Flat Top Crown 1 3/4" Curled Brim   Made of: 100% Wool Felt   Made in the USA Grosgrain Ribbon Hat Band Grosgrain Ribbon Binding on Brim Cotton Sweatband Removable Side Feather Printed Bailey Logo - On Side Bow Lined   Sizes: S, M, L, and XL; fits true to size.  

(1)
$131.75
Available Colors:
  • BLACK

…Minimalist trimmings include a fine Japanese grosgrain ribbon hat band, Bailey micro side pin, and cotton twill sweatband. Stay cool in style this spring and summer with the sleek Mullan Toyo Straw Blend Safari Fedora by Bailey!   Approx. 4" Center Pinch Crown 2 3/8" Underwelt Brim - Front…

(1)
$100.00
Available Colors:
  • BLACK
  • SAND

…Packable   Made in the USA Premium LiteFelt® Finish - Soft, Packable & Water Repellent Packable/Crushable Design 12-Lignes Grosgrain Hat Band Bailey Logo Stamp - On Hat Band Underwelt Brim Cotton Sweatband Unlined   Size(s): S, M, L, XL and XXL; fits true to size.  

(1)
$130.00
Available Colors:
  • LIGHTBLUE

…  Made in the USA Premium LiteStraw® Finish - Lightweight, Flexible & Water Repellent Colorblocked Double Braided Leather Cord Hat Band Leather Crosspiece Bailey Staple Side Pin Underwelt Brim Cotton Twill Sweatband Unlined   Size(s): S, M, L, and XL; fits true to size.  

$195.00
Available Colors:
  • NATURAL

…2 7/8" Snap Brim   Made of: 100% Toyo Straw   Rollable Design - For Easy Packing Faux Leather Hat Band with Buckle - Extra Long To Secure Hat When Rolled Bailey Side Bar Underwelt Brim Cotton Twill Sweatband Unlined   Size(s): S, M, L and XL; fits true to size.   

$100.00

Bailey sweatband should keep you comfortable for every event, day or night. The Bailey Billy fedora is a casual masterstroke from a true quality brand.   Approx. 3 7/8" Teardrop Crown 1 3/4" Snap Brim   Made of: 55% Toyo Straw 45% Polyester    Self Hat Band Cotton

$63.75

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