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.

58 products

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    Italian Midnight Navy Pork Pie Hat on white background
    Italian Midnight Pork Pie Hat
    $85.00
    $85.00
    Bordo Irish Newsboy Patchwork Hat on white background
    Irish Newsboy Patchwork Hat
    $85.00
    $85.00
    multicolor Wool Patchwork Pork Pie hat front and side view on white background
    Wool Patchwork Pork Pie
    $85.00
    $85.00
    Save 12%
    Grey Alpine Hat front view
    Alpine Hat
    $75.00
    $75.00
    $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
    $175.00
    $175.00
    Red 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
    Save 11%
    Brown Liguria Peaky Style Hat front view
    Liguria Peaky Style Hat
    $85.00
    $85.00
    $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
    Brown Arezzo Italian Newsboy Hat on white background
    Arezzo Italian Newsboy Hat
    $85.00
    $85.00
    Blue Como Peaky Hat front view
    Como Peaky Hat
    $85.00
    $85.00
    Multicolor Perugia Newsboy Hat front view
    Perugia Newsboy Hat
    $85.00
    $85.00
    Save 11%
    blue Torino Peaky Hat on white background
    Torino Peaky Hat
    $85.00
    $85.00
    $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
    Bordo Alberona Flat Cap front view
    Alberona Flat Cap
    $75.00
    $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