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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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Xxl Winter Hats

1 - 28 of 36 Products
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…Stedman Elite Velour Wool Felt Fedora Hat from Bailey is practical, sharp and classic. With a traditional fedora silhouette thanks to the center dent crown and wide brim, the Stedman is made of 100% wool with a velour finish to keep you warm during the winter months. A stylish double-wrapped leather…

$174.25

  For those of you who need some extra insolation this winter, we have the Faux Fur Trapper Hat by Kangol. This hat is the next best thing to walking around with your own personal heater! Features all-over faux fur, a thick quilted lining and earflaps that can be worn down or tied up.  …

$80.75
Available Colors:
  • BLACK

…Shepherds of the same name, Bearn.  They first hand knit the beret and then felted the 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…

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

…  Made in Belgium Genuine Donegal Tweed Classic Ivy Design Herringbone Pattern City Sport Logo Side Pin - Left 3 Ventilation Eyelets - Under Bill Nylon Twill Sweatband Satin Lining Made Exclusively for the Village Hat Shop   Size(s): S, M, L, XL and XXL - Fits true to size.  

$121.95
Available Colors:
  • BLUEGREEN

…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 Lining Grosgrain Ribbon Sweatband Removable Jaxon Side Pin   Sizes: S, M, L, XL and XXL; fits…

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

…of hats.   Approx. 4 1/4" Teardrop Crown 3 3/4" Snap Brim   Made of: 100% Wool Felt   Made in Ecuador Water Repellent Packable/Crushable Grosgrain Ribbon Hat Band Grosgrain Ribbon Binding On Brim Cotton Twill Sweatband Unlined   Size(s): S, M, L, XL  and XXL -…

$56.10
Available Colors:
  • TOBACCO

…Call us at 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…

(2)
$34.95
Available Colors:
  • CHARCOAL

…  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 single-snap bill and plush,…

(2)
$34.95

…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 Scotland following age-old traditional methods, Harris Tweed wool is world-famous for…

(4)
$117.95

  Please Note: Hat runs small. We recommend ordering one size larger. S = 53cm M = 55cm L = 57cm XL = 59cm XXL = 61cm   DOSVEDANYA. PRAVDA. VODKA.& That is the extent of our Russian - home of the Cossack Hat. Due to the crazy demand, we've brought the Jaxon Cossack back in…

(43)
$44.95
Available Colors:
  • BLACK

…sweatband, quilted satin lining and a 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%…

(23)
$29.95
Available Colors:
  • TAN

…for the winter is the Tucker Wool Felt Western Hat from the Resistol Wool Collection. This gorgeous piece is guaranteed to make anyone look good.   Approx. 4 5/8" Cattleman Crown 4" Curved Brim   Made of: 100% Wool Felt   Made in the USA 3X Wool Felt Self Hat Band with…

(2)
$162.00
Available Colors:
  • BONE

…Collection, the Stetson Whippet Fur Felt Fedora Hat is created with the finest Royal Deluxe Quality fur felt. Crafted with a smooth and delicate finish, this handsome fedora works well with many winter outfits, jackets and coats. The tonal grosgrain hat band wraps around the crown ending in a side…

(8)
$249.99
Available Colors:
  • TAWNY
  • BLACK
  • CARIBOU

…perfect for windy winter days. Equipped with a chin cord, this hat will stay right where it's suppose to be - on your head.   Approx. 4" Teardrop Crown 3 1/2" Underwelt Curved Brim   Made of: 100% Wool Felt - Soft, Packable Finish   Faux Leather Hat Band Faux Leather…

(10)
$59.95
Available Colors:
  • BLACK

…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 beautifully.  …

(4)
$99.95

…Brim   Made of: 100% Wool Felt   Made in the USA Firm/Stiff Body Grosgrain Ribbon Hat Band Removable Side Feather Dobbs Side Pin Raw Edge Brim Genuine Cowhide Leather Sweatband Dobbs Crown Tip Satin Lined   Size(s): 6 7/8 (S) - 7 3/4 (XXL) - Fits true to size.  

$109.99
Available Colors:
  • OXBLOOD

…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 detail. Its…

$174.25
Available Colors:
  • BLACK
  • SILVER
  • DENIM

…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 edge of the brim is raw while a…

$174.25

…tucked back into the hat's crown when not in use. Bailey's exclusive LiteFelt® finish gives the hat its soft and packable/crushable nature while also making it water repellent. Ideal for colder (and wetter) fall and winter months, the Joe Eder Wool LiteFelt Western Hat by Bailey has the…

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

…you from the winter rain drops that come your way.   Approx. 2" Single Snap Bill   Made of: 100% Waxed Cotton   Water Repellent Waxed Finish Removable Jaxon Side Pin Grosgrain Ribbon Sweatband Satin Lining   Sizes: S, M, L, XL and XXL; fits true to size. …

(52)
$29.95
Available Colors:
  • BLACK
  • BROWN

…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

  The Euston Herringbone Plaid Wool Blend Ivy Cap by Jaxon Hats is a classically styled ivy cap combining two timeless patterns — herringbone and plaid. Featuring a mocha and black herringbone pattern overlaid with a thin rose and red plaid pattern, the Euston has unprecedented texture and a…

(3)
$29.95
Available Colors:
  • MOCHA

…fall and winter wardrobe.    Approx. 2" Single Snap Bill/Visor   Made of: 100% Cotton   Removable Jaxon Side Pin Grosgrain Ribbon Sweatband Satin Lining   Sizes: S, M, L, XL and XXL; fits true to size.   For Bulk/Wholesale purchase of this hat, CLICK…

(28)
$29.95
Available Colors:
  • BLACK
  • BROWN

…sweatband, quilted satin lining and a 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%…

(13)
$29.95
Available Colors:
  • CHARCOAL

…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 Sweatband Packable Lined   Sizes: S, M, L, XL and XXL; fits true to…

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

…= 6 3/4 S = 7 M = 7 1/4 L = 7 1/2   The Cotton Corduroy Fiddler Cap - Brown by Brixton Hats is made of 100% cotton with a corduroy finish that is oh-so soft and perfect for fall or winter! A double layered cotton cord trim adorns the structured band at the bottom of the crown. The neutral…

$50.15
Available Colors:
  • BROWN

Hat is perfect for any warm weather outing while the Classic Cotton Ivy Cap can be worn from 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  …

$71.96

…the Fall and Winter months.   Approx. 2 3/8" Sewn Bill 11" Diameter   Made of: 100% Genuine Nappa Leather   Made in Belgium Classic Newsboy Design - 8 Panel City Sport Caps Side Pin Nylon Twill Sweatband Satin Lining Made Exclusively for the Village Hat Shop   …

(6)
$119.00
Available Colors:
  • CHOCOLATEBROWN
  • BLACK

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