Man in cappello fashion Newsboy hat with Eiffel Tower in background

Winter Hats

Stay warm without sacrificing style with the Cappello Fashion Winter Hat Collection. Discover premium wool newsboy hats, classic flat caps, pork pie hats, and timeless European-inspired styles crafted for comfort during the colder months.

Handmade with quality materials and inspired by traditional Italian craftsmanship, these winter hats offer warmth, durability, and refined style. Whether walking through the city or enjoying a crisp winter day, Cappello winter hats provide the perfect finishing touch.

From textured wool patterns to classic seasonal colors, this collection combines heritage craftsmanship with everyday versatility.

56 products

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Italian Midnight Navy Pork Pie Hat on white background
Italian Midnight Pork Pie Hat
$85.00
$85.00
Brown Volterra Newsboy Patchwork Hat on white background. Cappello hat
Volterra Newsboy Patchwork Hat
$85.00
$85.00
$0.00
Grey Alpine Hat front view on white background
Alpine Hat
$85.00
$85.00
Front view of Fantasia Peaky Hat in multicolor wool with cotton lining, Italian newsboy cap style
Fantasia Peaky Hat
$95.00
$95.00
Front view of multicolor Jeans Patchwork Cap made of wool, cotton, denim, and woven fabrics with cotton lining
Jeans Patchwork Cap
$75.00
$75.00
Cognac Italian nubuck leather driver cap – front view, men’s luxury flat cap
Firenze Leather Driver Cap
$125.00
$125.00
Front view: “Lavender norcia Shetland Wool Leather-Trim Newsboy hat handmade in Italy – front view showing leather visor.”
Norcia Newsboy Hat
$85.00
$85.00
front view of beige Pied de Poule wool cap in earth-tone pattern
Pied De Poule Pattern Cap
$75.00
$75.00
Brown Lucca Driver Cap front View
Lucca Driver Cap
$75.00
$75.00
Front view of the Bergamo Cap – Italian wool patchwork cap in navy and tweed
Bergamo Cap
$75.00
$75.00
Navy Patterned Wool Cap on white background
Patterned Wool Cap
$65.00
$65.00
Multicolor Napoli Leather Newsboy Hat front view
Napoli Leather Newsboy Hat
$200.00
$200.00
Brown Firenze Leather Newsboy Hat front view
Firenze Leather Newsboy Hat
$125.00
$125.00
Rust Siena Patchwork Cap on white background
Siena Patchwork Cap
$65.00
$65.00
Brown Liguria Peaky Style Hat front view
Liguria Peaky Style Hat
$95.00
$95.00
$95.00
Bordo Chianti Patchwork Newsboy Hat with unique multicolor fabric panels
Chianti Patchwork Newsboy Hat
$85.00
$85.00
Black Modena Leather Newsboy Hat with red stitching front view
Modena Leather Newsboy Hat
$150.00
$150.00
Save 12%
Brown Arezzo Italian Newsboy Hat on white background
Arezzo Italian Newsboy Hat
$75.00
$75.00
$85.00
Save 18%
Blue Como Peaky Hat front view
Como Peaky Hat
$70.00
$70.00
$85.00
Multicolor Perugia Newsboy Hat front view
Perugia Newsboy Hat
$85.00
$85.00
blue Torino Peaky Hat on white background
Torino Peaky Hat
$95.00
$95.00
$95.00
Black Patterned Indiana Jones Hat on white background
Patterned Indiana Jones Hat
$85.00
$85.00
Save 12%
blue Spicchi Fantasia Newsboy hat front view
Spicchi Fantasia Newsboy
$75.00
$75.00
$85.00
Gray Lozo Flat Cap front view
Lozo Flat Cap
$70.00
$70.00
Save 13%
Bordo Alberona Flat Cap front view
Alberona Flat Cap
$65.00
$65.00
$75.00
brown Italian wool Indiana Jones fedora, front angled photography
Indiana Jones Fedora Crushable
$120.00
$120.00
multicolor
Heritage Patchwork Shetland Flat Cap
$75.00
$75.00
Black Rome 1930's Style hat on a white background
Rome 1930's Style
$100.00
$100.00
Save 24%
Black/Brown 1930’s Style Two Tone Hat II on white background
1930’s Style Two Tone Hat II
$95.00
$95.00
$125.00
Save 15%
Green Alpine Water-Resistant Hat on white background
Alpine Water-Resistant Hat
$55.00
$55.00
$65.00
Grey shetland Wool Driver Cap front view
Shetland Wool Driver Cap
$70.00
$70.00
Save 24%
Black/Brown 1930’s Style Two Tone Hat on white background
1930’s Style Two Tone Hat
$95.00
$95.00
$125.00