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Vintage Headpieces and Hats

Historically an indicator of social status, the hat in all its shapes has long been the ultimate style distinguisher and its fashion legacy carries on to date.


 In the early 1800s, women opted for eccentric bonnets with feathers, flowers and ribbons which in the 1920s had evolved into neater head-hugging hats with more movement-friendly embellishments. The styles of hats that have emerged since are very diverse in style and purpose – below we have untangled the most significant types of hats over the decades to help you in your search for the perfect vintage headpiece. 


 The beret hat is a soft round cap, traditionally made from woollen felt, with a bulging flat crown and a tight-fitting brimless headband. The style is highly associated with France, the military and early 1900’s school uniforms. 

Cloche hat 

As the name suggests, the cloche hat is a bell-shaped ladies hat with a more or less accentuated cap. Popular in the 1920s, the style was embraced by the public through iconic artist performers like Josephine Baker. 


Probably the most coveted hat style, the fedora hat got its name from Victorien Sardou’s cross-dresser play Fedora and became a symbol of the women’s rights movement. In the 1920s the style became popular also amongst men and has since enjoyed a consistent revive through icons like Indiana Jones, Frank Sinatra and Johnny Depp. 

Pillbox hat 

A pillbox hat is a small women’s hat with a flat crown, straight, upright sides, and no brim. It is named after the small cylindrical cases that pills used to be sold in and influenced by military headgear. The pillbox is much associated with the 1960s and was the hat of choice of First Lady Jackie O.

OfV says: With a special penchant for dressy vintage hats, our edit of pre-owned designer and vintage headpieces span decades of iconic hats crafted by some of the most prominent hatters, milliners and fashion houses in history. So whether you’re on the lookout for a Panama-style straw hat for the beach; an eye-catching ostrich hat for the Royal Ascot; or a Hermès silk turban to tackle a bad hair day, our edit of sensational one-off vintage hats will top off both casual and formal looks, whatever the occasion.

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Vintage 1920s Crystal & Brass Evening Headband

192-s headband in brass set with clear crystals and a tie behind

Blumarine Sequin Gold Cap

Blumarine Bluegirl sequin covered cap in a gold / platinum metallic colour

Hermes Brown Wool & Cashmere Chapeaux Motsch Bucket Hat

Hermes Chapeaux Motsch bucket hat in brown wool and cashmere.

Hermes Blue Printed Cotton Fisherman's Hat

Hermes fisherman's hat in blue printed cotton.

Vintage 1920s Lace & Beaded Bronze Wide Brim Hat

A 1920s wide brimmed hat with bronze coloured lace beaded with a central oval motif.

Mr John Jr 1960s Black Velvet and Straw Mod Hat

1960s mod hat with a black velvet crown and bow and straw brim

Vintage 1960s Lime Green Trilby Style Hat

1960s asymmetrical trilby style hat with a wide ribbon hat band

Vintage 1920s Wide Brim Floral Straw Hat

Pale brown wide brimmed straw hat with a ribbon hat band and pink flower ribbon details

Vintage 1960s Polka Dot Band White Straw Trilby Hat

White straw trilby hat made from a chunky straw with a black and white polka dot hat band

Vintage 1950s Egret Feather Adorned Black Half Hat

Sophisticated custom made real egret feathers adorned black cocktail hat from the 1950's

Vintage 1950s Marabou Plume Striped Velvet Brown Vintage Hat

1950's Deco style hat with crossed striped velvet with a marabou plume fixed with a black glass button

Vintage 1960s Tasselled Mod Style Red Hat

1960's mod style hat by Ann Marie with a peaked front and tassel top

Vintage 1960s Mod Peaked White Rabbit Hat

classic vintage peaked 'Mod' hat from the 1960's

I. Magnin 1940s/1950s Hand Beaded Brown Veiled Vintage Hat

I. Magnin & co. brown hat decorated with concentric half circles of bronze beads and with a decorated veil

Vintage 1940s Feathered Cockade Felt Green Hat

Vintage 1940's beret style felt hat with a grosgrain ribbon cockade embellished with pheasant feathers

Vintage 1950s Mink Fur Bonnet-Style Cream Hat

Outstanding cream mink fur and fabric bonnet-style hat from the 1950s

Jean Paul Gaultier 1990s rabbit-felt red vintage fedora hat

Chic wine-red rabbit-felt fedora hat by Jean Paul Gaultier from the 1990s

Vintage 1950s Waved Swirl Striped Straw Cream & Purple Vintage Hat

Vintage 1950s wide brim straw saucer hat with a waved swirling brim.

Hermes Wool Grosgrain Band Brown Vintage Feodora Hat

Vintage Hermes brown feodora hat in 100% wool with a darker grosgrain band.

Vintage 1950s Blue Crystal and Pearl Set Floral Gold Tone Hair Accessory

A pretty crystal, pearl and floral gilt hair clip from the 1950s that would either sit around a top knot, small bun or large ponytail.

Vintage net & diamnate detail Fuschia Fascinator vintage Ha

Bright pink netted vintage hat with diamante bow detail

Vintage 1950s ostrich feather pale pink hat

Fanciful custom-made ostrich feather hat from the 1950s

Sharon 1960s hare fur black vintage hat

Dressy hare fur hat by Sharon Originals from the 1960s

Halo 1990s Gold Tone & White Faux Pearl Vintage Tiara

Luxurious vintage tiara with shimmering white faux pearls and faceted glass beads

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Min: ¥9,920 Max: ¥107,374
¥9920 ¥107374