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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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Small Cowboy

29 - 56 of 158 Products
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…  Bailey 1922 introduces their hybrid design of a traditional western with modern day style with the Niall Wool Felt Western Hat. The classic cowboy's cattleman crown is paired with a modern flat brim, mixing conventional with contemporary. The simple and narrow Japanese grosgrain ribbon hat…

$127.50
Available Colors:
  • BLACK
  • COGNAC
  • FAWN

…snap up side will exceed your highest expectations. We can guarantee that the Henschel Oiled Leather Aussie Fedora Hat will bring the rugged cowboy out in all of us!   Approx. 4 1/2" - 5" Crown 3" Brim   Made of: 100% Full Grain Leather   Made in the USA Self-Leather…

$135.00
Available Colors:
  • BROWN

…ordering 1 size up.    Made in Mexico   Introducing the Kent Toyo Straw Western Hat by Eddy Bros. This is one great looking cowboy hat. There are three side vents on both sides of the crown to make sure you are completely comfortable while sporting this on the ranch.    …

(2)
$55.00
Available Colors:
  • IVORY

…Note: This piece fits a little loose. Made in the USA Introducing the Dynamite Wool Felt Western Hat by Bailey. This cowboy hat is equiped with a DRI-LEX® sweatband to make sure that if you are getting a little hot, your hat isn't going to show proof of that happening. …

(2)
$135.00
Available Colors:
  • BLACK

…Felt Western Hat by Eddy Bros. This hat features a teardrop crown and curved brim with stitching around the edge—a playful homage to the beloved cowboy style of Woody from Toy Story. Crafted from 100% wool felt and including an adjustable chin strap, it ensures both quality and fun for young…

$55.00
Available Colors:
  • BLACK

…Hats! This hat provides UPF 50+ sun protection and an inner moisture-wicking sweatband to keep you cool and comfortable in the sun. A classic cowboy hat shape, both lightweight and breathable, is waiting for you!   Approx. 4 3/4" Cattleman Crown 4 1/2" Wired Shapeable Brim   …

$109.65
Available Colors:
  • OFFWHITE

…The full vinyl rain cover is durable and reliable, able to stand up to any sort of scattered showers or unexpected storms. This rain cover folds up small into a simple envelope that can fit nicely in your pocket, bag, or glovebox. With this hat cover, you're ready for anything! Fits brim widths 3"…

(5)
$12.95

…Handwoven in Guatemala; Finished in the USA You can tip your hat to the RB's Guatemalan Fine Palm Leaf Straw Hat from Sunbody hats. This cowboy hat takes it easy with a suede lace hat band, complete with ties. Additionally, this hat is handwoven in Guatemala, handcrafted from palm straw,…

(7)
$79.96
Available Colors:
  • NATURAL

…teardrop-shaped crown and adorned with a decorative leather band, the Stetson Sawmill Palm Leaf Straw Western Hat is made for both hard-working cowboys and city-dwellers looking to keep cool.    Approx. 3 3/4" Teardrop Crown 3 3/4" Wired Shapeable Brim   Made of: 100% Palm Leaf…

(17)
$67.95
Available Colors:
  • TOASTTAN

  Made in the USA Trivia question: Name a hat worn by Spanish dancers and cowboys from Argentina. Hint: Also worn by “The Curse of Capistrano”.   The Bolero, of course! Also called a Gaucho hat, this was originally a working hat worn on the plains of Patagonia. Plain or…

(30)
$67.96
Available Colors:
  • BLACK

…Shape Retentive   Made in the USA Exclusive Raindura Finish - Maintains its shape even after getting wet! Braided Hat Band with Star Side Pin Small Wooden Bailey Side Pin DRI-LEX® Absorbent Sweatband Unlined Packable    Sizes: S, M, L, and XL; fits true to size.  

(3)
$140.00
Available Colors:
  • TAN

…snapped down for a timeless Old Hollywood look or keep it snapped up for a more modern twist. Tom Landry, the late great coach of the Dallas Cowboys was well known for wearing this style of hat.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 100% Fur Felt   …

(38)
$244.99

  Please Note: This style runs large. See below for fit or call us at 1-888-847-4287 for help with sizing.  S/M = 7 - 7 1/4 L/XL = 7 3/8 - 7 5/8   UPF 50+ Sun Protection   The Quinn Buri Braid Straw Outback Western Hat by Scala is made of sustainably harvested Buri Palm…

(1)
$73.99
Available Colors:
  • TOASTTAN

  Please Note: XXL sizes run small. See below or call us at 1-888-847-4287 for help with sizing. XXL = 7 5/8   Handcrafted in Mexico   UPF 50+ Sun Protection Tula hats are proud to bring you beautiful, contemporary and original designs that are not only sustainable and…

(3)
$62.95
Available Colors:
  • TAN

  Made in the USA   Part of their outdoor-inspired Wind River line, the Bailey Morgan Crushable Wool LiteFelt Aussie Western Hat features their exclusive LiteFelt® making it both water repellent and packable. Crafted in a classic Australian/Outback western shape, the Morgan features a…

(4)
$135.00
Available Colors:
  • OLIVEMIX

  Made in the USA Introducing the Columbia Crushable Wool LiteFelt Western Hat by Bailey. This is a great piece for those that beat up their hats a little more than others. This hat's exclusive LiteFelt® finish allows the hat to bounce right back to shape after taking a hard beating…

(2)
$135.00
Available Colors:
  • PUTTY

  Made in the USA   Stetson continuously evolves traditional western headwear, and the Woodrow Wool Felt Western Hat is no exception. The firm wool felt body has a commanding teardrop crown, accentuated with the stylish curved brim. The three-layer bolo cord hat band has two distinct…

$175.00
Available Colors:
  • PECAN

  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: Sizes run small, see sizing breakdown 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   Made in the USA   A modern twist on a Western classic, the McCrae Gus Wool Felt Western Hat from the Stetson Seeker Collection…

$154.00

  Made in Mexico   The newest in the Stallion by Stetson Collection, the Sandy Bay Palm Straw Outback Western Hat has the worn-in look ready for the ranch. Durable palm leaf straw has been treated with flames to create the scorched accents all around the hat.   Approx. 3…

(1)
$49.60

  FINAL SALE   Made in the USA   The Mitchum Crushable Wool Felt Western Hat by Stetson is made in the USA and is completely packable/crushable to allow for easy, on the go travel. Features a water repellent body, a 3 tone braided cord leather hat band, a Stetson metal cuff…

$54.50
Available Colors:
  • MINK

  FINAL SALE   Please Note: Brixton sizes run large, see below or call us at 1-888-847-4287 for help with sizing.  XS = 6 3/4 S = 7 M = 7 1/4 L = 7 1/2 XL = 7 3/4   Brixton Hats' Messer has been given a little western twist this season with the Messer Wool Felt Western…

$44.50
Available Colors:
  • COFFEE
  • OATMEAL

  Giddy up, cowgirl! Scala introduces their newest Chincord Toyo Straw Western Hat crafted of lightweight toyo straw in a classic western design. The Chincord Western keeps things simple with a tonal cord hat band twisted around the crown then pulled through the brim to become an adjustable…

(2)
$55.00
Available Colors:
  • BLACK
  • NATURAL
  • TOBACCO

  Made in Mexico   Crafted of hearty palm leaf straw for a durable body, the Kimball Palm Leaf Straw Western Hat by Stetson is good looking and can stand up to rough and tumble conditions. The Kimball is trimmed with a stylish two-tone hat band studded with metal accents, grosgrain…

(1)
$59.99

  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

  Made in the USA   Stetson's Open Road Shantung Straw Western Hat is made of 100% Shantung Straw and for a lightweight and cool fit. This western hat has a classic cattleman crown, but the 2 3/4'' firm snap brim gives it the smaller feel of a fedora. Made for warm days and to last…

(2)
$139.00
Available Colors:
  • SILVERBELLY

  Made in the USA   Part of Bailey's Wind River® collection of rugged hats, the Caliber Crushable Wool LiteFelt Western Hat features their exclusive LiteFelt® finish for added softness, water repellency and packability. The Caliber is crafted with a classic teardrop crown,…

$110.50
Available Colors:
  • BASALT

  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…

$145.00
Available Colors:
  • TAUPE

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