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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 (49)

Bailey Xxl

1 - 30 of 49 Products
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…fedora is a casual masterstroke from a true quality brand.   Approx. 3 7/8" Crown 1 3/4" Brim   Made of: 55% Toyo Straw 45% Polyester    Self Hat Band Cotton Sweatband Bailey Side Pin OR Tag Unlined Packable / Crushable   Sizes: S, M, L, XL and XXL  

$60.00

…Introducing the Bailey Mannesroe fedora that adds a little color and style to your life. It is a great hat to spend the day walking around town in without feeling over heated. Approx. 4" Center pinch crown Approx. 2" Snap brim Made of: 100% Polypropylene Unlined Bailey pendant …

$60.00

…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" Snap Bill/Brim   Made of: 100% Polyester   Lined Bailey Side Pin Snap Bill/Visor   Sizes: S, M, L, XL and XXL  

$53.00
Available Colors:
  • GRAPHITE
  • BASALT

…premium, unsurpassed construction by Bailey of Hollywood.   Approx. 1 7/8" Sewn Bill/Visor   Made of: 35% Cotton 65% Polyester   Signature 5-Panel Design Wooden Bailey Side Pin Comfort Sweatband Lightweight Fabric Lining   Sizes: S, M, L, XL and XXL  

$45.00
Available Colors:
  • TAN
  • BLACK
  • NAVYBLUE

…Pie Hat allows you to stand out in style and comfort!    Approx. 3 5/8" Telescope Crown 1 5/8" Snap Brim   Made of: 100% Polypropylene Inset Solid Hatband Bailey Staple Side Pin Woven Polyester Sweatband Unlined Packable    Sizes: S, M, L, XL and XXL    

$65.00

…your own fashion standards.   Approx. 3 1/2" Crown 1 5/8" 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  

$60.00

…call us at 1-888-847-4287 for help with sizing. S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2 XXL =7 3/4   Made in the USA Are you missing that one hat from your collection? I bet it is the Bailey of Hollywood Heritage Derby. This gorgeous piece is made in the USA and crafted to…

$100.00
Available Colors:
  • BROWN
  • WHITE
  • BLACK

…adds the perfect finishing touch; inside the cap is lined with lightweight fabric.    Approx. 9" Diameter 2" Sewn Bill   Made of: 100% Cotton   Streamlined 8-Panel Design Wooden Bailey Side Pin Cotton Sweatband Fabric Lining   Sizes: S, M, L, XL and XXL  

$58.00
Available Colors:
  • STRIPED

…Western Hat by Bailey. This wool western hat is equipped with great features including an adjustable leather chincord and a versatile tuckaway earflap that can be pulled down over your ears on extra chilly days or tucked back into the hat's crown when not in use. Bailey's exclusive LiteFelt®…

$64.00
Available Colors:
  • SERPENT
  • BLACK

…hat band!   Approx. 3 3/4" Crown 2 1/2" 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 and XXL  

$120.00
Available Colors:
  • BLACK
  • TAUPE
  • WALNUTBROWN

…blocked design, the Grimet Toyo Braid Straw Trilby Fedora Hat by Bailey is an eye-catching, sleek style. Crafted of extra fine braided Toyo straw for a lightweight and packable finish, Grimet keeps the details simple with only a small Bailey staple side pin. Its stingy snap brim can be worn snapped…

$70.00
Available Colors:
  • CHARCOAL

  Introducing the Bailey Shupp II Wool Felt Ascot Cap by Bailey. This is a great piece for those that prefer a more form fitted cap. It has side vents to give your head a little bit of ventilation and adds a little extra style without over doing it.   Approx. Round Crown 2" Sewn…

$60.00

…you ask for in a hat.   Approx. 4" Pinch Front Crown 2 3/8" Snap Brim   Made of: 100% Genuine Panama Straw - Brisa Weave (Handwoven in Ecuador)   Blocked & Finished in the USA Grosgrain Hat Band Bailey Side Pin Unlined   Size: S, M, L, XL and XXL  

$150.00

…and durable and can be packed for ease of travel.    Approx. 4" Center Pinch Crown 2 1/2" Snap Brim   Made of: 100% Wool Felt   Made in the USA 12-Lignes Grosgrain Hat Band Cotton Sweatband Bailey Side Pin Unlined   Sizes: S, M, L, XL and XXL  

$90.00

  A classic bucket hat from Bailey, the Clapcott Rain Bucket Hat has a few added features for extra functionality. Its water resistant fabric helps keep you dry while the back of the crown boasts a storage zipper to handily store your cash, ID or credit cards. Inside, the Clapcott is fully…

$60.00
Available Colors:
  • BLACK

…warm, perfect for the cooler fall and winter months.    Approx. 11 1/4" Length, Flat   Made of: 35% Cotton 27% Nylon 27% Viscose 7.5% Wool 3.5% Cashmere   Slouchy Rib Knit Beanie Hat Double-Wall Design Bailey Sewn Tab   Size: One Size Fits Most - Stretches to fit up to size 7 3/4 (XXL) comfortably. 

$44.00
Available Colors:
  • BLACK

  This isn't your average ball cap, this is the Busby Baseball Cap from Bailey of Hollywood! Made of 100% leather, this cap has breathable eyelets and a comfort sweatband, and the adjustable strap in back makes this cap perfect for everyone!   Approx. 4 3/4" Crown 2 3/4" Precurved…

$95.00
Available Colors:
  • CHOCOLATEBROWN

  There's just something comforting about the Bernick Wool Blend Baseball Cap from Bailey of Hollywood. Maybe it's the classic buckram supported front panels, maybe it's the comfortable and cushioned sweatband, or maybe it's the adjustable snap strap in the back. Whatever it is, this hat is…

$55.00
Available Colors:
  • OLIVEGREEN
  • BURGUNDY

…to be stylish on a summer evening.   Plus the snap-down crown makes sure it never loses its slick shape.   Approx. 1 3/4" Snap Bill/Visor   Made of: 100% Wool   Woven Sweatband Satin Lining Bailey Oval Pin   Sizes: S, M, L, XL and XXL  

$80.00
Available Colors:
  • BLACK
  • BROWN

…makes an impact.    Approx. 3 3/4" Center Pinch Crown 2" Snap Brim   Made of: 100% Virgin Wool Felt - Lanolux® Finish   Made in the USA Exclusive Lanolux® Finish Genuine Leather Hat Band w/ Cording Edge Laser-Etched Bailey Logo   Size: S, M, L and XL  

$120.00
Available Colors:
  • NAVYBLUE

…outback fedora gets you out there.    Approx. 4 1/4" Crown 2 5/8" Brim   Made of:  65% Polyester 35% Cotton   Unlined Padded cotton sweatnand Side eyelets Leather headband with prong back Bailey oval pin Water repellent   Sizes: S, M, L, XL and XXL  

$55.00
Available Colors:
  • BLACK

  Made in Italy The Galvin in its tweed form goes the extra mile...above and beyond the call of duty. And Bailey, provider of hats to the Hollywood elite since 1922, grabs a hat style and infuses every incarnation with quality and class. The Galvin is the one that does it...each and…

$88.00
Available Colors:
  • BLACK
  • BROWN

  Made in the USA The Barr Wool Felt Fedora Hat from Bailey Hats is a new update to Bailey's famous Merino Suede. Lanolux is made of 100% virgin wool with a sueded finish. These luxurious hats emply an extra sanding process to create a lightweight and packable "Touch Me" finish that…

$110.00

  Made in the USA   Crafted with an extra wide brim and Bailey's Elite stiffened finish, the new Colver Elite Wool Felt Fedora Hat is a handsome new style for fall and winter. Starting with a classic tear drop crown, the Colver is trimmed with a narrow Japanese grosgrain hat band,…

$140.00
Available Colors:
  • BLACK

…panels but doesn't like the button on top.   Approx. 9 1/2" Diameter 2" Sewn Bill/Visor   Made of: 50% Wool 50% Polyester   6-Panel Design Bailey Staple Side Pin Sewn Bill/Visor Bailey Wood Label Grosgrain Sweatband Lined   Sizes: S, M, L, XL and XXL  

$63.00

  Made in the USA   The new Bailey Craven Wool LiteFelt Trilby Fedora Hat has a modern and stylish look you want with the functionality you need. Featuring Bailey's premier wool LiteFelt® finish, the Craven is soft, packable and water repellent with the added benefit of a flannel…

$105.00

…  Approx. 9 3/4" Length, Flat 10" Width, Flat 1 3/4" Double Snap Bill   Made of: 100% Virgin Wool   Made in Italy Classic Ivy Cap Design Windowpane Plaid Pattern Bailey Side Pin Grosgrain Ribbno Sweatband Smooth Satin Lining   Sizes: S, M, L, XL and XXL

$80.00

…or classic Herringbone version to complete your collection!   Made of: 25% Wool 35% Polyester 40% Acrylic   Made in Italy Classic Ivy Cap Design Windowpane Plaid Pattern Bailey Side Pin Grosgrain Ribbon Sweatband Smooth Satin Lining   Sizes: S, M, L, XL and XXL

$75.00
Available Colors:
  • BLACK
  • BROWN
  • GREEN

…it up or down, you can't go wrong!    Approx. 10" Diameter 2 1/8" Double Snap Bill   Made of: 65% Wool 20% Polyester 13% Polyamide 2% Other Fibers   Classic 8-Panel Design Bailey Pin at Back Fine Woven Sweatband Satin Lining   Sizes: S, M, L, XL and XXL  

$95.00
Available Colors:
  • CHARCOAL

…and unequaled value.   Approx. 4" crown 2 1/2" snap brim   Made of: 100% Wool Felt - Stiff Finish   Grosgrain ribbon hat band Removable side feather Bailey imprinted on hat band Satin Lining Poly Blend Sweatband   Sizes: S, M, L, XL, XXL and XXXL  

$100.00
Available Colors:
  • BLACK
  • CORDOVABROWN

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*ALL SPECIAL OFFERS AND DISCOUNTS valid for USA Ground only.
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