A promotional banner for Cappello Fashion Company, featuring a dark interior showroom with a reception desk, a wood-paneled wall displaying multiple colorful fedoras, and the brand name 'CAPPELLO' with Italian text on a black background.

Winter Hats

Italian Winter Hats

Stay warm with our collection of authentic Italian winter hats, handcrafted in Italy from premium wool, Shetland wool, tweed, leather, and warm seasonal fabrics. Explore Italian flat caps, newsboy hats, Peaky-style caps, pork pie hats, fedoras, and classic winter styles for both men and women.
Designed for warmth, comfort, and timeless style, each hat combines authentic Italian craftsmanship with premium materials and lasting quality. Perfect for cold-weather travel, everyday wear, and sophisticated winter style.

55 products

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    A navy plaid Bruno Wool Trilby Hat with a solid dark navy band, shown on a clean white background.
    Bruno Wool Trilby Hat
    $90.00
    $90.00
    Bolzano Heritage Wool Baseball Cap featuring a brown and navy blue plaid pattern on the crown, with a textured brown visor and a small metal brand tag on the side, set against a plain white background.
    Bolzano Heritage Wool Baseball Cap
    $65.00
    $65.00
    Brown Volterra Newsboy Patchwork Hat on white background. Cappello hat
    Volterra Newsboy Patchwork Hat
    $85.00
    $85.00
    $0.00
    Front view of Fantasia Peaky Hat in multicolor wool with cotton lining, Italian newsboy cap style
    Fantasia Peaky Hat
    $95.00
    $95.00
    A cacao brown classic alpine hat with a matching brown band, on a clean white background
    Alpine Hat
    $90.00
    $90.00
    Front view of multicolor Jeans Patchwork Cap made of wool, cotton, denim, and woven fabrics with cotton lining
    Jeans Patchwork Cap
    $80.00
    $80.00
    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
    $80.00
    $80.00
    Brown Lucca Driver Cap front View
    Lucca Driver Cap
    $80.00
    $80.00
    Front view of the Bergamo Cap – Italian wool patchwork cap in navy and tweed
    Bergamo Cap
    $80.00
    $80.00
    Navy Patterned Wool Cap on white background
    Italian Multi-Pattern Wool Flat Cap
    $75.00
    $75.00
    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
    Save 15%
    Rust Siena Patchwork Cap on white background
    Siena Patchwork Cap
    $55.00
    $55.00
    $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
    Rust Arezzo Italian Newsboy Hat on white background
    Arezzo Italian Corduroy 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
    Bordo Alberona Flat Cap front view
    Alberona Flat Cap
    $75.00
    $75.00
    $0.00
    brown Italian wool Indiana Jones fedora, front angled photography
    Indiana Jones Fedora Crushable
    $120.00
    $120.00
    Black Rome 1930's Style hat on a white background
    Rome 1930's Style
    $100.00
    $100.00
    Black/Brown 1930’s Style Two Tone Hat II on white background
    1930’s Style Two Tone Hat II
    $125.00
    $125.00
    $0.00
    Grey shetland Wool Driver Cap front view
    Shetland Wool Driver Cap
    $70.00
    $70.00
    Black/Brown 1930’s Style Two Tone Hat on white background
    1930’s Style Two Tone Hat
    $125.00
    $125.00
    $0.00
    Save 27%
    Brown Scottish Pattern Wool Cap on white background
    Scottish Pattern Wool Cap
    $55.00
    $55.00
    $75.00