Vintage Fall & Winter Hats

Make it a stylish winter with our vintage fall & winter hats. Crisp fall colors in ambers, oranges, and rusts. Warm winter hats in wool, mohair, fur, or knit. Beanies, berets, and tams are part of our vintage collection.

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Shop our entire collection of Vintage Fall & Winter Hats

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1960s Navy Wool Breton Hat | Sculptural Tiered Dome Crown
$68.00
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Vintage Houndstooth Newsboy Cap | Burgundy & Black
$45.00
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Vintage 1960s Gray Tweed Flat Cap | Robley Atlanta Union Made
$45.00
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Vintage Black Herringbone Trilby Hat | 1970s Style Points
$55.00
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1970s Fabini Camel Wool Bowler Hat | Pheasant Feather Hatband
$65.00
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Vintage Gray Fur Felt Fedora | Sharp Classic Style
$95.00
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1980s Kangol Brown Suede Trilby Hat | Classic Menswear Look
$75.00
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Archie Eason 1950s Draped Cloche Hat | Statement Bow Detail
$125.00
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1960s Navy Blue Sculptural Felt Hat | Velvet Ruffle Trim
$125.00
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1950s Cream Close Hat by Clover Lane | Rhinestone & Feather Detail
$40.00
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1990s Stetson Black Cowboy Hat | 4X Beaver, Turquoise Band
$100.00
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Gabriela Ligenza x Marzi Brothers Purple Hat | Italian Craftmanship
$175.00
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1950s Archie Eason Tan Wool Felt Hat | Braided Chenille Trim
$175.00
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Price range: $25.00 through $200.00
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1970s Green Velvet Turban by Rose May | Unleash Your Inner Diva
$95.00
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Antique Merry Widow Hat, Ostrich Plumes | Edwardian Elegance
$325.00
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1950s Claude Saint Cyr Pillbox Hat | Gray Tapestry Masterpiece
$495.00
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Leslie James Black Straw Hat | 1950s Beatnik Style
$55.00
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1940s Black Feather Cocktail Hat | Beading Bling
$25.00
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1940s Brown Velvet Tall Hat by Fashion Guild | Command Attention
$55.00
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1960s Coralie Hat, Amber Rhinestone Buckle | Faux Fur Style
$45.00
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1950s Black Straw Sailor Hat | Snazzy Lacquer Quill Feather
$42.00
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1950s Black Velvet Close Hat | Striking Quill Feather
$38.00
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Cable Knit Cap with Brim by Hansen | Ski In Style
$22.00
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1960s Blue Fair Isle Cap with Brim | Your New Favorite Cap
$28.00
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1960s Black Bucket Hat by Finley | Cool Layered Look
$48.00
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1950s Women’s Derby Hat, Green Floral | Sparkle and Bloom
$45.00
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French Tapestry Beret by Claude Saint Cyr | Exquisitely Made
$495.00
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1950s Brown Pillbox Hat | Gorgeous Large Pink Bow
$48.00
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1970s Neiman Marcus Cloche Hat | Faux Fur Fun
$38.00
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60s Mod Bucket Hat | Dig That Faux Snakeskin Bow
$45.00
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1960s Winter White Hat | Ultimate Cold Weather Statement
$35.00
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Black Velvet Cocktail Hat, Red Rhinestones | Drinks Anyone?
$48.00
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Vintage Black Satin Turban | Rock the Beehive Look
$48.00
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1970s Orange Wide-Brim Hat, Chin Tie | Fall-Winter Sophistication
$55.00
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Timeless Warmth: Shop Fall and Winter Vintage Hats

Stay warm and stylish with our fall and winter vintage hats for women. Explore a selection of cozy wool cloches, chic felt fedoras, and luxurious fur-trimmed hats, all designed to add a touch of vintage elegance to your cold-weather wardrobe. Embrace the season with hats that combine timeless style and comfort, perfect for any autumn or winter outfit.

New arrivals every week. Check back often. Looking for something special? Madge has inventory not yet on our site, so let us know what you are looking for, and we can find it!

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1960s Navy Wool Breton Hat | Sculptural Tiered Dome Crown

Vintage Houndstooth Newsboy Cap | Burgundy & Black

Vintage 1960s Gray Tweed Flat Cap | Robley Atlanta Union Made

Vintage Black Herringbone Trilby Hat | 1970s Style Points

1970s Fabini Camel Wool Bowler Hat | Pheasant Feather Hatband

Vintage Gray Fur Felt Fedora | Sharp Classic Style

1980s Kangol Brown Suede Trilby Hat | Classic Menswear Look

Archie Eason 1950s Draped Cloche Hat | Statement Bow Detail

1960s Navy Blue Sculptural Felt Hat | Velvet Ruffle Trim

1950s Cream Close Hat by Clover Lane | Rhinestone & Feather Detail

1990s Stetson Black Cowboy Hat | 4X Beaver, Turquoise Band

Gabriela Ligenza x Marzi Brothers Purple Hat | Italian Craftmanship

1950s Archie Eason Tan Wool Felt Hat | Braided Chenille Trim

Exclusive Madge Gift Card

1970s Green Velvet Turban by Rose May | Unleash Your Inner Diva

Antique Merry Widow Hat, Ostrich Plumes | Edwardian Elegance

1950s Claude Saint Cyr Pillbox Hat | Gray Tapestry Masterpiece

Leslie James Black Straw Hat | 1950s Beatnik Style

1940s Black Feather Cocktail Hat | Beading Bling

1940s Brown Velvet Tall Hat by Fashion Guild | Command Attention

1960s Coralie Hat, Amber Rhinestone Buckle | Faux Fur Style

1950s Black Straw Sailor Hat | Snazzy Lacquer Quill Feather

1950s Black Velvet Close Hat | Striking Quill Feather

Cable Knit Cap with Brim by Hansen | Ski In Style

1960s Blue Fair Isle Cap with Brim | Your New Favorite Cap

1960s Black Bucket Hat by Finley | Cool Layered Look

1950s Women’s Derby Hat, Green Floral | Sparkle and Bloom

French Tapestry Beret by Claude Saint Cyr | Exquisitely Made

1950s Brown Pillbox Hat | Gorgeous Large Pink Bow

1970s Neiman Marcus Cloche Hat | Faux Fur Fun

60s Mod Bucket Hat | Dig That Faux Snakeskin Bow

1960s Winter White Hat | Ultimate Cold Weather Statement

Black Velvet Cocktail Hat, Red Rhinestones | Drinks Anyone?

Vintage Black Satin Turban | Rock the Beehive Look

1970s Orange Wide-Brim Hat, Chin Tie | Fall-Winter Sophistication

Timeless Warmth: Shop Fall and Winter Vintage Hats

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