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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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Winter Wool Hats

29 - 56 of 56 Products
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…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 ribbon bound brim and antique flooring nail side…

$174.25
Available Colors:
  • BLACK
  • SILVER
  • DENIM

…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   Brixton Hats introduces the Audrey Wool Beret - Black! Made 100% from wool in a classic, Parisian-inspired design, the Audrey features a top tassel, a self fabric headband, a cotton sweatband.…

$24.50
Available Colors:
  • BLACK

  Finally Kangol's popular Tropic Monty Beret is available in a warm wool version perfect for fall and winter! Field Marshal Montgomery, for whom the hat is named, wore a Kangol Beret as he commanded Allied troops in World War II. This Kangol military beret has made a fashionable transition…

(8)
$55.25
Available Colors:
  • BLACK
  • DARKBLUE
  • RED
  • TAN

wool in mountain waters to create a hat that protects against the sun and harsh winters. Basque became the more popular term when Napoleon III, noticed it upon the laborers working on his Palais de Biarritz. The quality of the workmanship is evident in this simple but elegant beret. The merino wool

(42)
$89.95
Available Colors:
  • BLACK
  • NAVYBLUE
  • RED

  Keep your head warm with the quintessentially classic Harlem Wool Ivy Cap by Jaxon Hats. Stay warm while looking stylish all fall and winter long.    Approx. 9" Diameter 2" Single Snap Bill   Made of: 40% Wool 60% Polyester   Removable Jaxon Side Pin Padded Bill…

$29.95
Available Colors:
  • BLACK
  • CHOCOLATEBROWN
  • BURGUNDY
  • OLIVEGREEN
  • CHARCOAL

…and confidence with the Gain Wool Felt Fedora Hat from Brixton! Featuring a soft wool felt fedora designed with a pinch front center dent crown, trimmed with a sleek grosgrain ribbon hat band and a stingy snap brim, this fedora will get you through fall and winter in total style!   Approx.…

$63.75

…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

  Limited Edition   The new Knightsbridge Italian Wool Ivy Cap features 100% Italian wool and a black/tan variegated herringbone pattern. Part of the Baskerville Hat Company's new Fall/Winter line, the Knightsbridge Ivy is a cozy and classic option for the season. Finished with a…

(2)
$34.95

…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

…7 1/4 L = 7 1/2 XL = 7 3/4 XXL = 8 We love a good checked pattern! The Basset Wool Check Ivy Cap 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 the air. Features…

$34.95

…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 ribbon bound brim and antique flooring nail side…

$205.00
Available Colors:
  • HONEY

…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

…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

…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

…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:
  • BROWN
  • CHARCOAL

…Virgin Wool   Village Hat Shop Exclusive   Get that old school newsboy 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,

(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…

(1)
$109.00
Available Colors:
  • BLACKWHITE

…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

…= 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

…= 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

  Wool Woven in the Outer Hebrides; Cap Made in Italy   Featuring genuine Harris Tweed wool and made in Italy, the Herringbone Harris Tweed Wool Ascot Cap by Stefeno is a study in quality, craftsmanship and tradition in hat making. Spun, woven and dyed by hand in the Outer Hebrides of…

(4)
$117.95

…us at 1-888-847-4287 for help with sizing.  S = 7 M = 7 1/4 L = 7 1/2 XL = 7 3/4   Brixton Hats' famous Hooligan Houndstooth Plaid Wool Blend Ivy Cap is back in a new color for winter! With a stylish and minimalistic brown color palette. Enjoy the look of the classic Hooligan cap! Details…

(1)
$50.15
Available Colors:
  • BROWNTAN

  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

…spring until late fall. And the 100% wool C-Crown Crushable Fedora for crisper days.   Discover Hiker Cotton Outback Hat by Torrey Hats  Classic Cotton Ivy Cap by Jaxon Hats  C-Crown Crushable Wool Felt Fedora by Jaxon Hats  Style# 499905  …

$71.96

  Summer, Winter, Autumn or Spring, whether skies are gray or blue, we've got you with the Women's Every Season Covered! The Chloe Wool Felt Cloche Hat will keep you warm yet stylish during the colder months, while when it pours you can pull out the Nylon Rain Bucket Hat. To round it all out,…

$44.96

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