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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 131 Products
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  Featuring gorgeous embroidery on its side, the Floral Applique Wool Felt Floppy Hat by Hatch Hats is a stylish new design for fall and winter. Soft and packable, this style is comfortable, pliable and able to retain its shape. Multi-colored and detailed floral embroidery adorns the side for a…

$55.00

  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)
$14.95

…Riverside features packable/crushable design, a self-fabric 'hat band' and bill, a Scala side pin, knitted sweatband and is unlined. A comfortable, warm fiddler's cap for your Fall/Winter 2020 wardrobe!   Approx. 2 1/2" Crown 3/4" Hat Band 2 1/2" Flexible, Pre-Curved Bill   Made…

$36.00
Available Colors:
  • BLACK
  • CAMEL

…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%…

$65.00
Available Colors:
  • BLACK
  • NAVYBLUE

…new Ashland Velour Fiddler Cap is the winter glam version of Brixton's Ashland Cotton Fiddler. Crafted of smooth to the touch velour, the Ashland Velour Blend Fiddler is perfect for winter weather. Its sleek design features a classic double-cord faux leather hat band, Brixton side buttons and soft…

$31.50
Available Colors:
  • DARKBLUE

…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)
$40.00
Available Colors:
  • BLACK

…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/Visor (Measured from size M cap) …

(1)
$39.00

…is a stylish hat that transitions from summer to fall and winter seamlessly.    Approx. 3 3/4" Pinch Crown 1 3/4" Snap Brim   Made of: 40% Acrylic 40% Toyo Straw (Paper) 20% Polypropylene (i.e. Winter Toyolene Braid)   Color-Blocked Design No Hat Band Micro Bailey…

$52.50
Available Colors:
  • FORESTGREEN

  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

…that doesn't mean you have to be. Winter might be the time of thick sweaters and bulky coats, however you can stay fashionable in the frigid freeze thanks to Bailey of Hollywood. The Vega is a trapper style cap with faux fur earflaps. The Vega Leather Trapper Hat is fabulously comfortable and…

(1)
$138.00
Available Colors:
  • BLACK

…keeping you cooler in the summer and warmer in the winter, feeling gentle and smooth next to the skin.   The protection panels allow you to have multiple looks! They're both optional and removeable, easily snapping in and out of the hat.    Approx. 31 3/4" Length   Made…

$7.95
Available Colors:
  • CAMOUFLAGE

  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…

(10)
$28.95
Available Colors:
  • GREEN
  • NAVYBLUE

…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

  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)
$28.95
Available Colors:
  • GREEN
  • NAVYBLUE

…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)
$65.00
Available Colors:
  • BLACK
  • DARKFLANNEL

…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…

$158.00

…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

…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

…the Alcott Wool Felt Cloche Hat by Betmar is incredibly chic and stylish. Made of soft and packable wool felt, this style can stand up to packing and crushing and will pop back to shape easily. Adorned with a sleek metal Betmar side pin and classic grosgrain ribbon hat band, this style is available…

$59.00

…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…

(10)
$58.00
Available Colors:
  • BLACK
  • CAMEL
  • 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)
$24.00

…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

  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…

(3)
$158.00

…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…

$24.95
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…

$115.00

…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)
$24.95
Available Colors:
  • BLACK
  • BROWN

  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…

(1)
$34.95
Available Colors:
  • CHARCOAL

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