Man in cappello fashion Newsboy hat with Eiffel Tower in background

Winter Hats

Italian Winter Hats

Stay warm with our collection of Italian winter hats, handcrafted in Italy using premium wool, tweed, and seasonal fabrics. Discover timeless newsboy hats, flat caps, pork pie hats, and classic winter styles designed for warmth, comfort, and everyday elegance. Perfect for cold-weather travel, city wear, and special occasions, these Made in Italy hats combine authentic Italian craftsmanship with lasting quality and refined style.

55 products

Filter by

    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
    $90.00
    $90.00
    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
    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
    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