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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    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
    Brown Scottish Pattern Wool Cap on white background
    Scottish Pattern Wool Cap
    $75.00
    $75.00
    Save 15%
    1930's style brown wool hat with metal logo on white background
    Classic 1930's Wool Hat
    $85.00
    $85.00
    $100.00
    Black Solid Color Coppola Wool Cap front view
    Solid Color Coppola Wool Cap
    $65.00
    $65.00
    $0.00
    Dark grey color Newsboy Shetland Fantasy Hat front view
    Newsboy Shetland Fantasy Hat
    $85.00
    $85.00
    $0.00
    Blue
    Italian Wool Headband
    $35.00
    $35.00
    Blue Shetland Wool Fantasy Cap front view
    Shetland Wool Fantasy Cap
    $75.00
    $75.00
    Save 13%
    Ecru
    Irish Newsboy Fantasy Hat
    $65.00
    $65.00
    $75.00
    All
    Italian Beret
    $45.00
    $45.00
    Save 31%
    Brown Shetland Heritage Flat Cap front view
    Shetland Heritage Flat Cap
    $45.00
    $45.00
    $65.00
    Green Fedora Water-Resistant Hat n white background
    Fedora Water-Resistant Hat
    $95.00
    $95.00
    Black Alpine Hat With Amaranth Bow on white background
    Alpine Hat With Amaranth Bow
    $85.00
    $85.00
    Grey Shetland Wool Cap front view
    Shetland Wool Cap
    $75.00
    $75.00
    Save 11%
    Black Classic 1930's Hat with a ribbon on a white background
    Classic 1930's Hat
    $85.00
    $85.00
    $95.00
    Save 12%
    Black Indiana Women's Hat on white background
    Indiana Women's Hat
    $75.00
    $75.00
    $85.00
    Blue Coppola Wool Cap front view
    Coppola Wool Cap
    $75.00
    $75.00
    Save 46%
    Green
    Duckbill Patchwork Hat
    $35.00
    $35.00
    $65.00
    Save 33%
    Blue Irish Newsboy Patchwork Hat front view
    Irish Newsboy Patchwork Wool Hat
    $50.00
    $50.00
    $75.00
    Save 20%
    Multicolor Irish Newsboy Shetland Wool Hat front view
    Irish Newsboy Shetland Hat
    $60.00
    $60.00
    $75.00
    Brown Irish Newsboy Wool Hat on white background
    Irish Newsboy Wool Hat
    $95.00
    $95.00
    $0.00
    brown color Irish Newsboy Shetland Wool Hat front view
    Irish Newsboy Shetland Wool Hat
    $85.00
    $85.00
    $0.00
    Light Brown Harris Tweed Patterned Wool Cap front view
    Harris Tweed Patterned Wool Cap
    $65.00
    $65.00
    Save 20%
    Brown Hammered Nappa Leather Driver Cap front view
    Hammered Nappa Leather Driver Cap
    $100.00
    $100.00
    $125.00
    Grey Herringbone Pattern Newsboy Hat front view
    Herringbone Pattern Newsboy Hat
    $95.00
    $95.00
    Brown Solid Color Shetland Wool Cap front view
    Solid Color Shetland Wool Cap
    $75.00
    $75.00
    $0.00
    Black Royale Pork Pie Hat on white background
    Black Royale Pork Pie Hat
    $85.00
    $85.00