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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 355 Products
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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…

(29)
$85.00

  Made in the USA The Briar Wool LiteFelt Fedora Hat is a great basic to have in your collection of hats. Featuring a safari-inspired design, the Briar adds a few stylish updates including a teardrop crown and handsome leather hat band. Great for both men and women, the Briar adds…

(2)
$110.50

  Stetson provides fashion and function with their attractive Rain Collection.The Fairway Cotton Bucket Hat is a water repellent cotton blend bucket detailed in a red and navy grosgrain ribbon hat band, Stetson mesh eyelets and a Stetson side pin. Perfect for those in need of a classic bucket…

(67)
$47.95
Available Colors:
  • KHAKI

  Made in Mexico   Featuring a classic Gus crown, the Bryce Palm Leaf Straw Wide Brim Gus Hat offers a wide upturned brim and leather hat band/chincord. Made of hardy palm leaf straw braided and sewn, Bryce boasts a 4+ inch wide brim for fantastic coverage from the sun in addition to…

(16)
$67.95
Available Colors:
  • NATURAL

  Please Note: This style fits towards the smaller end of its generalized letter size. See below or 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…

(2)
$160.00
Available Colors:
  • BROWN
  • WHITE
  • BLACK

  Made in the USA Introducing the Bailey Draper III Fur Felt Fedora Hat. For those that love their fur fedoras you can't go wrong with this piece and the gorgeous colors it comes in. The fur is a mix between rabbit and beaver and is soft to the touch.    Approx. 4 1/2"…

$348.50
Available Colors:
  • OLIVEGREEN
  • COGNAC
  • CHARCOAL
  • BLACK

  Please Note: This style features a LONG OVAL crown which results in a longer and narrower fit. Updated sizing for the style is listed below or you may call us at 1-888-847-4287 for help with sizing.  S = 6 7/8 M = 7 1/8 L = 7 3/8 XL = 7 5/8   Made in the USA   The Stetson…

(10)
$119.99

  Made in the USA Stetson Royal Deluxe  When it comes to quality, value, innovation and beauty, Stetson has played an integral part of the American West. Fine craftsmanship goes into every Stetson hat - especially the Homburg! Once carefully cleaned and weighed, the fur…

(5)
$225.24
Available Colors:
  • BLACK

  Made in the USA Stetson Royal   The Stetson Downs Fur Felt Fedora Hat, is what you call an affordable luxury. A classic c-crown or teardrop crown surrounded by a tonal 1 3/8" grosgrain hat band compliments many. Every individual should wear this hat least once, you will…

(18)
$199.74
Available Colors:
  • BLACK

  Made in the USA   The epitome of true American craftsmanship is seen beautifully with the Linwood Crushable Wool Felt Outback Hat from Stetson. The faux leather hat band features pressed feathers, as well as a metallic Stetson label. Durable and comfortable, the Linwood is the…

(3)
$97.74
Available Colors:
  • BLACK

  Bailey introduces the Craig Polybraid Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great…

$85.00
Available Colors:
  • NATURAL
  • WHITE
  • BLACK
  • MOCHA

  Please Note: This piece fits a little loose. Made in the USA Introducing the Stampede Wool Felt Western Hat by Bailey. This is the classic western hat of your dreams. It's sleek and stylish and will go with just about anything. You can't go wrong with this piece. …

(2)
$110.50
Available Colors:
  • SILVERBELLY
  • BLACK

  No other flat cap is more distinctive than the oversized Newsboy Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and…

(1)
$44.20
Available Colors:
  • BEIGE
  • BLACK
  • TAN

  Made in Mexico   Sleek and streamlined, the Los Alamos Toyo Straw Chincord Western Hat by Stetson features a cool and lightweight toyo straw body in a classic western shape. Trimmed with a smooth leather hat band emblazoned with the Stetson logo at the side, the Los Alamos also…

(12)
$54.99
Available Colors:
  • NATURAL

  Firm, structured, virtually impenetrable...the Bailey 1922 Dalton Cotton Blend Rain Safari Fedora Hat is an ideal find for wanderers and weather lovers everywhere. One of the premier water-resistant hats in the industry, the broad-brimmed Dalton is a rugged and rustic homage to the…

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

  Made in the USA Meet the Black Hawk Crushable Wool Felt Gambler Cowboy Hat, part of the Stetson Outdoor Collection. The Black Hawk serves a gambler crown trimmed with silver-tone studs, concho accented black leather band and black leather tails. Best of all the Black Hawk is water…

(57)
$119.99
Available Colors:
  • BLACK

  Made in the USA   The Stetson Milan Straw Collection is composed of the very best straw and striking styles you won't find anywhere else. Extremely durable yet lightweight the Latte is one of those hats that simply feels right on the head. Trimmed with either tonal grosgrain ribbon…

(23)
$104.99

  Made in the USA   Bailey's Guthrie 7X Shantung Straw Western Hat is made in the USA of high-quality, stiff 7X shantung straw in a classic cattleman design. Its lightweight design features a cattleman crown with three ventilation eyelets per side, a narrow two-ply grosgrain ribbon…

$110.00
Available Colors:
  • IVORY

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a teardrop crown and all-around snap stingy brim. A…

(6)
$90.00

  Made in the USA   The Bozeman Crushable Wool Felt Outback Hat from Stetson is a masterpiece of a hat, worth every cent! This classy hat features a beautiful wool felt body that is packable, crushable, and water repellent, perfect for all your travel and adventure needs! The stylish…

(5)
$119.99

  Made in the USA The Stetson Grey Bull Crushable Wool Felt Aussie Hat is the perfect hat to travel with! The Grey Bull conforms to different head shapes and pops back into shape, which makes packing in a suitcase, backpack, or duffel bag easy and carefree. Complete with a DRI-LEX®…

(17)
$97.74

  Made in the USA   The Stetson Elkhorn Wool Felt Western Hat is part of Stetson's Outdoor Collection. Made of crushable wool, this Aussie style hat is ultra-comfortable as well as water repellent. Featuring a woven tribal hat band, side eyelets for ventilation and a great 3-inch…

(39)
$101.99

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

$85.00

  Made in the USA Introducing the Roderick Wool Felt Western Hat by Bailey. The hat band is the true focal piece of this hat, the black leather hat band is decorated with a white stitching throughout the band. The side of the band is adorned with a little metal belt buckle to give…

$119.00
Available Colors:
  • BLACK

  Made in Mexico   Stetson has utilized palm straw to its full potential in the Cumberland Palm Straw Aussie Hat. The fine braided palm leaf straw makes for a durable body that provides excellent sun protection. Palm leaf straw has strength, flexibility, and natural water repellency;…

(5)
$89.99
Available Colors:
  • TOASTTAN

  Please Note: The tag inside says this hat is made in Mexico. That indicates where the hat was blocked (or shaped). The hat is a genuine Panama and was handwoven in Ecuador.   Handwoven in Ecuador, Blocked & Finished in Mexico   The Naturalist Wide Brim Panama Straw…

(1)
$124.99
Available Colors:
  • NATURAL

  Made in the USA   A stiff blocked pork pie hat from Bailey, the Walsh Polished Wide Brim Wool Felt Pork Pie Hat is a sharp addition to their already stellar line of headwear. This is a contemporary take on a classic pork pie with a wider brim and a flatter, telescope crown that…

$187.00
Available Colors:
  • TAUPE
  • BLACK

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

(3)
$164.05

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