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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 (54)

Bailey Xxl

1 - 28 of 54 Products
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…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

  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…

(7)
$114.75
Available Colors:
  • BLACK
  • BEAVER
  • LODENGREEN
  • TAWNY

…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

…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.  

(13)
$130.00
Available Colors:

…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 Sweatband Bailey Side Pin OR Tag Unlined Packable / Crushable   Size(s): S, M, L, XL and XXL - Fits true to size.  

(29)
$85.00

…of kick to the standard flat cap style. Made in a summer weight suiting material, so you can enjoy all day long.   Approx. 9 1/2" Diameter 2" Single Snap Bill   Made of: 100% Polyester   Lined Bailey Side Pin Snap Bill/Visor   Sizes: S, M, L, XL and XXL  

$75.00
Available Colors:
  • GRAPHITE
  • BASALT

  Introducing the Bailey Wait 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%…

(4)
$95.00

…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 Comfort Sweatband Lightweight Fabric Lining   Sizes: S, M, L, XL and XXL; fits true to…

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

Bailey metal side pin on the back. The lined interior is comfortable, allowing for a great fit you'll love.   Approx. 2" Pre-Curved Bill   Made of: 50% Wool 50% Polyester   Offset Paneled Pattern Bailey Metal Side Pin Lined   Sizes: S, M, L, XL, and XXL; fits…

$59.50
Available Colors:
  • BROWN

…Crown 2 1/2" Downturned Brim   Made of: 100% Wool Felt - Lanolux® Finish   Made in the USA Premium Lanolux® Finish - Luxurious Sheen & Soft Feel Leather Hat Band Fine Woven Sweatband "Bailey" Side Pin   Sizes: S, M, L, XL, XXL and XXXL; fits true to size.  

(1)
$144.50
Available Colors:
  • BLACK
  • WALNUTBROWN
  • BLUE
  • BLACKMIX

…is a great hat to spend the day walking around town in without feeling over heated.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 100% Polypropylene   Comfort Sweatband Unlined Bailey Side Pin   Sizes: S, M, L, XL, and XXL; fits true to size.  

(2)
$85.00

… Approx. 3 3/4" Teardrop Crown 2" Snap Brim   Made of: 100% Shantung LiteStraw®   Made in the USA Water Resistant DRI-LEX® Absorbent Sweatband Japanese Grosgrain Hat Band Removable Side Feather Bailey Logo   Size: S, M, L, XL, and XXL; fits true to size.  

(6)
$170.00
Available Colors:
  • NATURALBLACK

…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

…Approx. 3 1/2" Teardrop Crown 1 5/8" Snap Brim   Made of: 100% Polypropylene Braid   Black Bailey Side Pin Striped Grosgrain Ribbon Hat Band & Loop Woven Polyester Sweatband Unlined  Packable / Crushable   Sizes: S, M, L, XL, and XXL; fits true to size.  

$37.50

…  Made of: 100% Wool LiteFelt® - Soft & Packable   Made in the USA Premium LiteFelt® Finish - Soft, Packable & Water Repellent Japanese Grosgrain Ribbon 1 1/2" Wide Hat Band "Bailey" Side Pin Unlined Packable   Size(s): S, M, L, XL, and XXL; fits true to size.  

$130.00
Available Colors:
  • BLACK

…  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 Sweatband Unlined   Size(s): S, M, L, XL and XXL - Fits true to size.  

$63.75

…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 Side Pin Unlined   Sizes: S, M, L, XL, and XXL; fits true to size.  

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

…  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 Sweatband Unlined   Size(s): S, M, L, XL and XXL - Fits true to size.  

$72.25

…Made of: 100% Wool LiteFelt® - Soft & Packable   Made in the USA Premium LiteFelt® Finish - Soft, Packable & Water Repellent Japanese Grosgrain Ribbon 1 1/2" Wide Hat Band Comfort Sweatband "Bailey" Side Pin Unlined   Sizes: S, M, L, XL and XXL; fits true to size.  

(5)
$130.00

  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   Grab and go with the Relik Shantung Straw Fedora Hat by Bailey, a fedora that will keep you cool and protected this summer. Made in the USA of 100% shantung straw, lightweight yet strong, the Relik is finished with LiteStraw® that provides a supple feel, water…

$175.00

  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

  FINAL SALE   Handwoven in Ecuador; Blocked & Finished in the USA   Part of Bailey's timeless 1922 collection, the Brooks Panama Straw Fedora Hat exemplifies enduring taste. The hat body is handwoven in Ecuador of genuine panama straw in a classic Cuenca weave pattern…

$119.00

  Made in the USA   Bailey 1922 presents the Tino Wool LiteFelt Trilby Fedora Hat, a sophisticated and classy-looking hat! Hand-crafted in the U.S.A., this hat is practical for everyday wear as it is both water-repellant and packable, ideal for any weather worldwide, so you can take…

$110.50
Available Colors:
  • MOSS

  Made in the USA   The distinct crown of the Bailey Jutland Wool Felt Gus Western Hat stands out amongst the rest of western headwear. As one of the oldest crown shapes, this veteran is seen from felt to straw, from the low plains to the mountain range. The sturdy 2X wool felt body…

$123.25
Available Colors:
  • TAUPE

…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 Sweatband Bailey Side Pin OR Tag Unlined Packable / Crushable   Size(s): S, M, L, XL and XXL; fits true to size.  

$63.75

…value.   Approx. 4" Center Pinch Crown 2 1/2" Snap Brim   Made of: 100% Wool Felt   Firm/Stiff Body Grosgrain Ribbon Hat Band Removable Side Feather Bailey Logo Satin Lining Poly Blend Sweatband   Sizes: S, M, L, XL, and XXL; fits true to size.  

(6)
$155.00
Available Colors:
  • BLACK

…Curled Brim   Made of: 100% Wool Felt - Stiff Finish   Made in the USA Grosgrain Ribbon Hat Band w/ Side Bow Side Feather Laser Etched Bailey Side Logo Grosgrain Ribbon Trimmed Brim Comfort Sweatband Satin Lining   Sizes: S, M, L, XL and XXL; fits true to size.  

(2)
$131.75
Available Colors:
  • BLACK

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