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.

Chef's Kiss

This is such a beautifully crafted hat! It’s just perfect with my tan, black and cream plaid winter coat. I’m thrilled with it and it is now my new favorite purchase from this site. Also, thank you so very much for the care you take in packing and shipping. Greatly appreciate it! I’ll be back for more vintage goodness.

Joan

Shop our entire collection of Vintage Fall & Winter Hats

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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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Chef's Kiss

1980s Betmar Red Pillbox Hat | Military Chic

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

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

Gabriela Ligenza x Marzi Brothers Purple Hat | Italian Craftmanship

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

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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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