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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 Hats

1 - 28 of 103 Products
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  The Tauris Herringbone Wool Blend Trapper Hat by Stetson is a stylish way to keep warm this winter and has been crafted with both men and women in mind. Adorned with faux fur lining on the earflaps and a herringbone patterned body, the Tauris is finished with a buckled strap, allowing you to…

$55.00
Available Colors:
  • NAVYBLUE

  The Jaxon Herringbone Trapper is an excellent way to keep stylishly warm this winter. The earflaps which can be worn up, or down on those particularly cold days you know are coming are lined in a soft faux fur.   Approx. 7 1/2" Earflap Length   Made of: Shell - 5% Wool,…

(10)
$12.48

…double wall construction, a cuff that may be worn folded up or down and a New Era side pin. Stay warm and visible this fall and winter with the Reflective Knit Beanie Hat!   Approx. 7 1/2" Length, Flat (Cuffed) 2 1/2" Cuff   Made of: 90% Acrylic 10% Polyester   Two-Tone…

(1)
$14.95
Available Colors:
  • WHITE

…large. See below or call 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' Hooligan Baggy Ivy Cap gets a winter makeover with the Hooligan Baggy Earflap Ivy Cap. With retractable earflaps lined with fleece, this is the ultimate in cold weather…

$59.00
Available Colors:
  • BLACK

  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.  …

$95.00
Available Colors:
  • BLACK

…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

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  …

$79.95

…USA Dobbs decided it was time for the homburg to relax and take a well earned vacation from it's typical winter body with the El Dorado Florentine Milan Straw Homburg Hat. The El Dorado homburg has the earmark center dent crown and curled brim but is made of 100% florentine milan straw…

$109.00
Available Colors:
  • BLACK
  • WHITE

…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 grosgrain hat band, small Bailey side pin, fine woven sweatband…

(1)
$175.00

…this popular look worn by both men and women. A classic must-have for any beanie hat fan. Excellent for winter warmth!   Approx. 12" Length, Flat   Made of: 100% Acrylic   Sewn Jaxon Hats Logo Tab Unlined for Maxiumum Breathability   Size: One Size Fits Most -…

(5)
$11.95

  Featuring 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…

(15)
$29.95
Available Colors:
  • GREEN
  • NAVYBLUE

…M = 7 1/4 L = 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…

$34.95

…S = 7 M = 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…

$34.95

…a furry twist, we have Alison Faux Fur Pom Beanie Hat by Brixton Hats. The Alison is super soft and cozy thanks to its thick, knitted design. To bump the coziness up a notch, a faux fur pom sits atop this Brixton Hats beanie. Pop it on this winter to add a little extra warmth to your outfit.  …

$32.00

…secure. Comfort is also taken care of with a full satin lining. But wait! This hat is also reversible. The bright colored satin lining can become the star of the show when you flip this hat inside out, giving you two hats for the price of one. Kangol delivers quite the steal!   Approx. 9…

$65.00
Available Colors:
  • BLACK

  The Kangol Wool Mowbray, a vintage pork pie hat in winter weight wool, is a seasonal period piece for the nostalgic fashion auteur. The Mowbray's unique blocking technique allows for a flat, indented telescope crown and classic stingy rolled up brim.   Approx. 2" Stingy Brim 3 5/8"…

(8)
$75.00
Available Colors:
  • BLACK
  • SLATE

  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

…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)
$85.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • RED

  Featuring 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…

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

…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

  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

…Gypsy Wool Felt Fedora Hat is part of Bigalli's winter collection. Since 1926 Bigalli has been designing beautiful and innovative products and this remains true with the Gypsy. Made of 100% wool felt and water repellent, this fedora features a patterned grosgrain ribbon hat band and sweatband. A…

$95.00
Available Colors:
  • MOSS

…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%…

(22)
$29.95
Available Colors:
  • TAN

…the Scala Boho Wool Felt Swinger Hat needs little embellishment. Its raw edge brim gives the hat a clean finish while its slightly floppy nature gives it its relaxed boho charm. Available in great colors perfect for autumn and winter, the Boho Wool Swinger Hat is a chic way to complete almost any…

(1)
$56.00
Available Colors:
  • CHARCOAL
  • BURGUNDY
  • CHOCOLATEBROWN
  • BLACK

  Scala Six-Way Big Brim Wool Felt Cloche Hat will become an old friend come the colder months of the year. A wool design and a large brim provides’ you protection from the element. The Six-Way can also be a great evening wear companion.    Approx. 4" Crown 3 3/4" Brim   …

(1)
$52.00
Available Colors:

…option, then look now further than the Toucan Collection's Vegan Wool Felt Gaucho Hat. Finished to appear it's made of wool felt, this hat is actually completely vegan. In the oh-so popular gaucho design, this hat is fashion without the price tag! A must for your fall/winter wardrobe.   …

$47.60
Available Colors:
  • TAN
  • SAND

…Billed Beanie Hat is an retro inspired beanie (also known as a Jeep Cap or Radar Cap) by Kangol that features a pre-curved bill making it a hat that not only shields your eyes from the glare of the sun but also keeps you warm. May seem like an oxymoron but the sun can still shine in winter. The body…

$50.00
Available Colors:
  • BLACK

…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" Front to Back, Flat 10 1/2" Side to Side, Flat 2 1/4" Sewn Bill   Made of: 100% Genuine…

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

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