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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 Newsboy Hats

1 - 28 of 51 Products
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…Brixton label and a sleek Brixton "B" pin. 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…

(1)
$35.10

…Cap features both of those patterns. This unique flat cap features a colorblock of patterns in each patch. Add a nice pop of color to your Fall and Winter wardrobe.   Approx. 2 1/4" Sewn Bill 9 3/4" Diameter   Made of: 100% Genuine Donegal Tweed Virgin Wool (Handwoven in Donegal,…

(5)
$77.40

…8-panel newsboy design features a micro-check pattern with tones of black, blue and charcoal for a pattern that will nicely compliment dark colors. Finished with a Hills Hats of New Zealand side pin and a smooth satin lining, this cap will make a handsome addition to your fall and winter wear.  …

$106.20

…in a classic newsboy cap design. Eight sewn panels converge on a center top button while the cap's sewn bill extends outward about an inch. Finished with a small City Sport Caps side pin and satin lining, this cap is a fine example of European craftsmanship ideal for fall and winter.    …

$78.00

  Top off your look this autumn and winter with the velvety softness and luxurious sheen of the new Wyman Velvet Newsboy Cap by Bailey. Part of their innovative Breed® Collection of hats and caps, Wyman boasts a more structured 8-panel design complete with a stylish extended bill. Its soft…

$64.00

  Combining the looks of their popular Galaxy & Spitfire designs, the new Kangol Hawker Wool Newsboy Cap offers the best of both worlds. Its full, Spitfire-inspired crown is seamless and features implied eight-quarter segments, rather than the classically sewn 8-panels traditionally seen in…

$60.00

  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

…Cotton Newsboy Cap boasts an 8-panel design with a soft and flexible sewn bill. Unlike most newsboy styles, Salko does not feature a center top button. For a finishing touch, a small wooden Bailey side pin is placed at the cap's left side. Perfect for fall and winter, the Salko Cotton Newsboy Cap…

(1)
$60.00

…extended sewn bill, Stetson pin (back), and a cotton sweatband. Perfect for keeping the old dome covered and toasty warm this fall and winter, the Goat Leather Newsboy Cap is sure to become your go-to cap of the season!    Approx. 10 1/4" Length, Flat 2 1/8" Extended Sewn Bill   …

(2)
$90.00

  Nothing says cool weather is finally here quite like corduroy. Get the look with the new Hawker Corduroy Newsboy Cap by Kangol! Combining the full, 8-panel crown of their classic Spitfire with the sewn bill/brim of their classic Galaxy style, the new Hawker features the best of both worlds!…

$64.00

  Jaxon Hats' Mini Herringbone Wool Newsboy Cap features 100% wool fabric in an elegant mini herringbone pattern. Crafted in a classic newsboy cap style with eight panels and a center top button, the Mini Herringbone Newsboy is finished with a small Jaxon "J" side pin, double snap bill/brim and…

(1)
$22.95

…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 button, double-snap bill/brim…

(9)
$28.95

…for its softness and durability. Nappa leather is water vapor permeable and therefore provides an excellent heat exchange, perfect for the Fall and Winter months.   Approx. 2 3/8" Sewn Bill 11" Diameter   Made of: 100% Genuine Nappa Leather   Made in Belgium City Sport…

(5)
$110.00

…Large Herringbone Newsboy Cap by City Sport Caps offers an old school look. Featuring a large distinctive black and charcoal herringbone pattern, this flat cap is 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. …

(4)
$86.40

…Made in Belgium Featuring a wide profile and classic windowpane plaid print, the Windowpane Plaid Loden Wool Newsboy Cap by City Sport Caps is a great fall and winter cap. Made in the shape of the seven-sided (equilateral-curve heptagon) fifty pence coin from Britain.  Made in Belgium,…

(1)
$85.50

…  Crafted of genuine Donegal Tweed virgin wool handwoven in Donegal, Ireland, the Marl Tweed Donegal Tweed Wool Newsboy Cap by City Sport Caps is a handsome option for fall and winter. Featuring a chunky marl tweed pattern, this cap has a classic 8-panel design complete with a sewn extended bill,…

$85.50

…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

…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

  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)
$24.95

…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%…

(11)
$24.95

…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%…

(11)
$24.95

…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)
$24.95

…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

…and comfortable quilted lining, this 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. 2 1/4" Double Snap Bill 10" Diameter   Made of: 50% Wool 50%…

(34)
$28.95

…black and charcoal stripes give the Simon Striped Wool Ivy Cap by Baskerville Hat Company its singularly handsome good looks. Crafted of medium-weight, 100% wool, Simon is designed for all seasons — warm enough for winter but not too stifling for summer wear. Cut and sewn into a classic ivy cap…

$31.46

…available in limited quantities from Baskerville Hat Company. Taking inspiration from the famously damp and cool English countryside, the Rochester features a medium weight Italian wool design for the ideal warm coverage during cooler fall and winter months. Classically trimmed with a rounded single…

(1)
$31.46

…Tweed Wool Ivy Cap is a great new flat cap styled in the English tradition by Baskerville Hat Company. Its wooly plaid tweed pattern features beige, brown, black and rust hues for a timeless fall and winter look. Finished with a rounded single snap bill, the Wrayburn is classically trimmed with a…

(2)
$31.46

…new cap for fall and winter. Expertly crafted in Italy, the Cole Ivy Cap boasts a classic sewn 2-panel design trimmed with a Bailey metallic side pin and a satin lining. Its lightweight feel keeps you warm without weighing you down - perfect for crisp autumn and winter days.    Approx.…

$95.00

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