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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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Wool Winter

29 - 56 of 58 Products
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…a classic herringbone pattern bespeckled with multi-colored flecks, the Cambridge Herringbone Wool Ivy Cap by Jaxon Hats is a singularly stylish fall/winter cap. Crafted of a medium-weight wool blend, the Cambridge is styled in the classic ivy cap tradition with a single-snap bill/visor and…

(17)
$29.95
Available Colors:
  • GREEN
  • NAVYBLUE

…a classic herringbone pattern bespeckled with multi-colored flecks, the Cambridge Herringbone Wool Newsboy Cap by Jaxon Hats is a singularly stylish fall/winter cap. Crafted of a medium-weight wool blend, the Cambridge is styled in the classic newsboy cap tradition with eight panels, center top…

(16)
$29.95
Available Colors:
  • GREEN
  • NAVYBLUE

…1-888-847-4287 for help with sizing.   Limited Edition   The Hampstead Japanese Wool Ivy Cap is part of Baskerville Hat Company's newest Fall/Winter line. Made of 100% Japanese Wool, the Hampstead is sleek and classic while providing warmth and comfort during the cooler seasons.…

(2)
$34.95
Available Colors:
  • CHARCOAL

…in the USA   Dobbs' Fall/Winter line is as stunning as ever and this is beautifully apparent with the Estate Wool Felt Fedora Hat. Made in the USA of 100% wool, this hat has been crafted into a stiff design with a teardrop crown, flat brim, cowhide leather sweatband and a satin lining.…

$93.49
Available Colors:
  • OXBLOOD

…and Wool Felt Fedora Hat is a handsome new fedora style crafted of a fine fur and wool blend. Trimmed with a traditional grosgrain ribbon hat band, deluxe side feather and Dobbs side pin, the Prescott features a classic teardrop crown and 2 1/2 inch snap brim. Dress up your look this fall and winter

(2)
$131.74

…look with the Herringbone Donegal Tweed Wool Newsboy Cap by City Sport Caps. Featuring a distinctive herringbone pattern, this flat cap is sure to envoke images of early 19th century fashion. Made of wool, this cap will get you through the Fall and Winter seasons in style.   Approx. 10"…

(1)
$109.00
Available Colors:
  • COGNAC
  • OFFWHITE

…sure to be on trend with this classic design. Made of wool, this cap will get you through the Fall and Winter seasons in style.   Approx. 9 3/4" Diameter 2 3/4" Sewn Bill   Made of: 100% Genuine Donegal Tweed Virgin Wool (Handwoven in Donegal, Ireland)   Made in Belgium…

(4)
$109.00

…sure to be on trend with this classic design. Made of wool, this cap will get you through the Fall and Winter seasons in style.   Approx. 9 3/4" Diameter 2 3/4" Sewn Bill   Made of: 100% Genuine Donegal Tweed Virgin Wool (Handwoven in Donegal, Ireland)   Made in Belgium…

(1)
$65.40
Available Colors:
  • BLACKWHITE

wool with a velour finish to keep you warm during the winter months. A stylish double-wrapped leather band and wood-chip logo complete the Stedman Elite Velour Wool Felt Fedora, brought to you by Bailey.    Approx. 4 3/8" Center Pinch Crown 3" Downturned Brim   Made of: 100% Wool

$174.25

  Made in the USA   The Colter Elite Merino Wool Felt Fedora Hat features Bailey's expert design and craftmanship. With a semi stiff finish, the Colter is a smart option for fall or winter. Made of Merino wool, the crown is adorned with a multilayered grosgrain ribbon hat band. The…

$174.25

…Introducing Bailey 1922’s Appley Elite Velour Wool Felt Fedora Hat, a true epitome of sophistication and American craftsmanship. Made with 100% wool felt, this hat showcases both luxury and warmth, making it a perfect addition to your fall or winter wardrobe. Featuring a center pinch crown, a color…

$165.75

…flat cap does not disappoint! Made of a wool blend, the Square Bill Herringbone Ivy Cap is great for fall or winter - pair it with your favorite coat for a great look!   Approx. 10" Diameter 2 1/4" Double Snap Bill   Made of: 50% Wool 50% Polyester   Quilted Polyester…

(34)
$29.95
Available Colors:
  • CHARCOAL
  • BROWN

…in the USA   Featuring a classic lampshade dress hat design, the Silk Bow Wool Felt Lampshade Hat by Toucan is a lovely new dress hat for fall and winter. Crafted in the USA of soft and packable wool felt, this hat boasts a square crown (flat top, straight sides) and an elegant down-turned…

(1)
$140.00
Available Colors:
  • BLACK
  • CHARCOAL
  • NAVYBLUE

…Jaxon side pin — the Holborn Herringbone Plaid Wool Blend Ivy Cap is a versatile cap to add to your fall and winter style arsenal.    Approx. 9 1/4" Length, Flat 10 1/4" Width, Flat 1 5/8" Single Snap Bill/Visor    Made of: 50% Wool 50% Polyester    Single Snap Bill…

(13)
$29.95
Available Colors:
  • CHARCOAL

…Jaxon side pin — the Croydon Herringbone Plaid Wool Blend Ivy Cap is a versatile cap to add to your fall and winter style arsenal.    Approx. 9 1/4" Length, Flat 10 1/4" Width, Flat 1 3/4" Single Snap Bill/Visor    Made of: 50% Wool 50% Polyester    Single Snap Bill…

(23)
$29.95
Available Colors:
  • TAN

…Jaxon side pin — the Euston Herringbone Plaid Wool Blend Ivy Cap is a versatile cap to add to your fall and winter style arsenal.    Approx. 9 1/4" Length, Flat 10 1/4" Width, Flat 1 3/4" Single Snap Bill/Visor    Made of: 50% Wool 50% Polyester    Single Snap Bill…

(3)
$29.95
Available Colors:
  • MOCHA

…new Hiker Wool Felt Safari Fedora Hat by Stefeno is in a league of its own. Soft, crushable and water repellent, this wool felt boasts function in addition to good looks. Adorned with a stylish and sophisticated leather and suede hat band, the Hiker Safari will compliment your fall and winter attire…

(4)
$99.95

  UPF 50+ Sun Protection   The Xenia Wool Felt Earflap Safari Fedora Hat will keep you warm and cozy in chilly weather. The earflap covers your ears and the floppy brim provides protection from the winter sun. Tuck the earflap in when you don't need it and ensure a perfect fit with…

$72.00
Available Colors:
  • BLACK

…sharp-looking plaid herringbone pattern in brown with orange and teal highlights, the Hoxton Herringbone Plaid Ivy Cap by Jaxon is the perfect fall and winter cap. Designed with a slightly extended square bill/visor with double snaps, the Hoxton has a wider profile and look. Accented with a small…

(3)
$29.95
Available Colors:
  • BROWN

  Made in the USA   Featuring an elite finish, the 100% wool felt Ammon Wool Felt Teardrop Fedora Hat by Bailey is astonishingly silky to the touch. A classic teardrop crown (aka C-Crown) and all around downturned brim characterize this elegant fedora hat. Finished with a Japanese…

(1)
$164.05

…during the cooler weather of winter.   Approx. 9 3/4" Diameter 2" Pre-Curved Sewn Bill   Made of: 100% Virgin Italian Wool (Fabric Made by Bottoli Lanificio Di Vittoria Veneto of Italy, Est. 1861)   Designed in Sweden Made in Estonia Virgin Wool Fabric Made by Bottoli…

$142.99
Available Colors:
  • TOBACCO

…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 teardrop crown, the Colver is trimmed with a narrow Japanese grosgrain hat band, grosgrain…

$174.25
Available Colors:
  • BLACK
  • SILVER
  • DENIM

…= 7 1/4 L = 7 1/2 XL = 7 3/4 XXL = 8 The checked Danbury Wool Check Square Bill Ivy Cap by Baskerville Hat Company is perfect for fall and winter! And not only because of this classic pattern. Made of 100% Italian wool for the colder months, pop this ivy on the second you fell a chill in…

$34.95

…= 7 1/2 XL = 7 3/4 XXL = 8 The multi-tone checked Austen Wool Check Square Bill Ivy Cap by Baskerville Hat Company is perfect for fall and winter! And not only because of this classic pattern. Made of 100% Italian wool for the colder months, pop this ivy on the second you fell a chill in…

$34.95

  Made in Belgium with Genuine Irish Virgin Wool Donegal Tweed   Meet your new favorite winter accessory: City Sport Caps’ Herringbone Squares Donegal Tweed Wool Ivy Cap. Made in Belgium of 100% genuine virgin wool Donegal Tweed (handwoven in Donegal, Ireland), this iconic ivy cap…

$121.95
Available Colors:
  • TAN

  Made in Belgium with Genuine Irish Virgin Wool Donegal Tweed   Meet your new favorite winter accessory: City Sport Caps’ Herringbone Squares Donegal Tweed Wool Ivy Cap. Made in Belgium of 100% genuine virgin wool Donegal Tweed (handwoven in Donegal, Ireland), this iconic ivy cap…

$121.95
Available Colors:
  • BLUEGREEN

…colder (and wetter) fall and winter months, the Joe Eder Wool LiteFelt Western Hat by Bailey has the functionality you need in a stylish and classic western design.    Approx. 4" Hondo (Teardrop) Crown 3 1/2" Underwelt Brim   Made of: 100% Wool LiteFelt® - Crushable   …

(5)
$114.75
Available Colors:
  • SERPENT
  • BLACK

…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 teardrop crown, the Colver is trimmed with a narrow Japanese grosgrain hat band, grosgrain…

$205.00
Available Colors:
  • HONEY

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