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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 134 Products
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…6-panel crown complete with an opening at the back inspired by baseball caps. Durable and warm, the Pilot 6-Panel Beanie Hat is a great new style for chilly fall and winter weather.    Approx. 3 7/8" Crown 2 3/8" Cuff/Earflap   Made of: Exterior - 100% Nylon Cuff - 100% Acrylic Lining - 100%…

$55.25
Available Colors:
  • BLACK
  • NAVYBLUE

…extent of our Russian - home of the Cossack Hat. Due to the crazy demand, we've brought the Jaxon Cossack back in stock! The extremely soft faux fur hat comes complete with a fully quilted satin lining along with cotton/fleece earlaps for those cold winter days.   Approx. 2 7/8" Earflap…

(38)
$36.00
Available Colors:
  • BLACK

  The cold never bothers you with the Winter Challenger Plaid Trapper Hat from Columbia Sportswear! This comfortable hat features plaid pattern that's heartwarming, while the faux fur and fleece lining are physically warming. The adjustable strap allows for a great variety with ear flaps. …

$40.00
Available Colors:
  • RED

…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)
$50.00
Available Colors:
  • BLACK
  • WHITE

…Military Earflap Cap by Bailey is a handsome hybrid style combining the overall look of a military cadet cap with the functionality of a trapper hat. Crafted of genuine lambskin leather in a weathered matte finish, the Falconer boasts a tuckaway earflap to keep your ears and back of your neck warm…

$138.00
Available Colors:
  • CHESTNUT

…comfy and cozy with the Baron Cotton Trapper Hat from Brixton Hats! This winter, allow the cotton lining and comfortable ear flaps to keep you nice and warm. Plus, the faux leather chin strap ensures that no matter how windy the winter gets, this hat is staying right on your head!   …

$33.80
Available Colors:
  • CREAM

…Ideal for those who prefer a bit more cap up top, the Ollie Wool Blend Newsboy Cap answers the call and will pair well with warm-toned fall and winter clothing.    Approx. 11" Length, Flat - Back to Front 10 1/2" Width, Flat - Side to Side 2" Snap Bill/Brim (Measured from size M cap) …

(1)
$35.10

…says winter wonderland quite like cheery pom-poms atop your warm hat or cap. Ideal for occasions or outfits requiring something more than a casual beanie, the Pom Knit Wool Bucket Hat by Something Special is here! Featuring a fun faux fur pom atop a seamless, knit wool bucket style, this hat has a…

$12.00

…the Anglobasque Beret is also fully lined in smooth satin. Available in great, everyday colors, the Anglobasque Wool Felt Beret is a hat lover's fall and winter wardrobe staple.    Approx. 10" Diameter 1" Structured Sweatband Measured from size M   Made of: 100% Pure New…

(9)
$50.15
Available Colors:
  • BLACK
  • CAMEL
  • NAVYBLUE

  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…

(8)
$26.06
Available Colors:
  • GREEN
  • NAVYBLUE

…Crafted of soft acrylic, the Aspen Beanie Hat features a cozy, double-wall construction and a folded cuff you can wear as is or folded down for an extra slouchy look. Keep warm this fall and winter with the new Aspen Cuff Knit Beanie Hat by Brixton Hats!   Approx. 7" Cuffed Length, Flat 3" Cuff  …

(1)
$21.60

…61cm   Your fall and winter wardrobe is not complete until you incorporate the stylish Essential Wool Blend Military Cadet Cap, part of New Era's EK Collection. Featuring a warm yet lightweight wool blend, this cadet cap is trimmed with a self-fabric hat band, two ventilation grommets per…

$30.00
Available Colors:
  • CAMEL

…= 7 3/4 Featuring their classic Hooligan ivy cap shape in a corduroy texture, the Hooligan Solid Corduroy Cotton Ivy Cap is perfect for fall and winter! The single snap bill classic ivy is finished with a cotton sweatband, contrasting quilted satin lining with sewn custom Brixton label and a sleek…

$38.70

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Winters Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably…

(2)
$145.00

…Knit Beanie Hat is part of New Era's stylish EK Collection. Crafted of mercerized wool and nylon, this beanie has a lustrous finish and is soft to the touch. Ideal for men and women, this beanie hugs the contours of your head for a snug and warm feel – perfect for cooler fall and winter days.   …

$45.00
Available Colors:
  • BLACK
  • CAMEL
  • GREEN

  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. 2" Snap Bill  9" Diameter   Made of: 40% Wool 60% Polyester   Removable Jaxon Side Pin Padded Bill Sweatband…

$22.46
Available Colors:
  • BLACK

…Introducing the Wool LiteFelt Player Fedora Hat by Kangol. This wool stingy brimmed fedora is a great piece for both fall and winter. Mix up your look by wearing the brim snapped up as shown or snapped down at the front for a classic fedora hat look. The hat's exclusive LiteFelt® finish gives the…

$93.50

…and water repellent making it an excellent outdoor hat. Its stylish, low Hondo (aka tear drop) crown is trimmed with a unique leather and braid overlay hat band complete with side tails. Wear this hat during cooler fall and winter months for a stylish look that keeps its shape and stands…

$88.00
Available Colors:
  • PUTTY

…Trilby Fedora Hat by Carlos Santana is a stylish new option from the avant garde hatter. Crafted of soft and packable wool felt, the Java Trilby Fedora features a tear drop crown, paisley velvet hat band and smooth faux leather bound stingy brim. Top off your fall and winter look with the…

(1)
$37.70
Available Colors:
  • CHARCOAL

…wool blend, the new Wool Arnold Trilby Fedora Hat by Kangol is a perfect fall and winter alternative to their Rib Knit Cotton Arnold Trilby for spring and summer. Soft and packable, this style is classic Kangol with a sleek and clean design without a hat band or traditional trimmings. A small Kangol…

(1)
$55.25
Available Colors:
  • BLACK
  • DARKFLANNEL

…the Village Hat Shop. The Jaxon Corduroy Ivy Cap is an excellent 5-point flat cap made of 100% cotton and finished with a smooth satin lining. Complete with a removable Jaxon side pin and a comfortable grosgrain ribbon sweatband, the Jaxon Corduroy Ivy Cap is a great addition to your fall and winter

(25)
$22.46
Available Colors:
  • BLACK
  • BROWN

  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…

(14)
$26.06
Available Colors:
  • GREEN
  • NAVYBLUE

  Flat Cap Club Style   Crafted of incredibly lightweight wool fabric, the Lightweight Wool Newsboy Cap is part of Baskerville Hat Company's newest Fall/Winter line. The handsome Italian charcoal wool fabric features light gray heathering for added texture that beautifully compliments…

$31.46
Available Colors:
  • CHARCOAL

…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 down-sloping brim characterize this elegant fedora hat. Finished with a Japanese grosgrain hat band, small Bailey side pin, fine woven sweatband…

$135.00

…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 hatband and an ultra stingy snap brim, this fedora will get you through fall and winter in total style!   Approx.…

(27)
$46.80

…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/Brim    Made of: 50% Wool 50%…

(8)
$22.46
Available Colors:
  • TAN

  Keep dry this winter season with the Rollable Rain Bucket from Jaxon Hats. The water repellent bucket is ideal for wet weather conditions. Perfect for travel, when not in use, just roll the bucket and fasten the snap strap. Lightweight and comfortable.   Approx. 2 1/2" Brim …

(11)
$13.46
Available Colors:
  • BLACK
  • TAN

  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)
$59.50
Available Colors:
  • BLACK
  • SLATE

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