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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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Heather Allan Wood & Cotton Fan Vintage Sun Hat

Heather Allen Architectural Folding Wood & Cotton Fan Sun Hat, 1990s

Blumarine Sequin Gold Cap

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

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 1960s Mod Peaked White Rabbit Hat

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

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 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

Vintage 1970s pearl skull cap

A charming 1970's pearl cage skull cap, perfect for a vintage bride

Christian Dior 1970s red vintage Bowler hat

1973 Christian Dior vintage Rabbit hair bowler hat

Vintage 1960s Velvet & jet Toque style black Hat

Fabulous signed Jan Leslie late 50's early 60's Black velvet high hat with jet beading to front

Vintage 1950s Ivory Satin beaded Pillbox hat

A gorgeous late 50's / early 60's ridged ivory satin pillbox hat with dark amber faceted bead decoration.

Vintage 1980s Polka dot & veiled brown bowler style hat

This is a jaunty equestrian style bowler with chocolate net the whole way around

Vintage 1940's veiled tilt yellow hat

1940's Jean Arlett Yellow sculpted felt tilt hat with original dotted veiling

Vintage 1930s woven & corded straw black day hat

An unusual woven straw hat dating from the 1930's with a dipped widows peak

Vintage 1930's German velvet cocktail black hat

A soft black silk velvet cocktail hat with original net & original sterling silver pin

Vintage 1960s velvet & veiled red hat

1960s red velvet vintage hat with veil

Frederick Fox 1950s pill box red vintage hat

Frederick Fox 1950s red pill box hat

Vintage 1950's floral & bow pink cloche Hat

Ivory base deep bucket cloche with silk cut out flowers & net tulle

Vintage 1950s straw & rose flower netted cream hat

1950s cream straw and net covered hat with rose flower detail

Vintage 1960s wool felt red beret style hat

Vintage Red Felt Hat with Corduroy Decoration by St Michael

Jacoll 1960s wool felt red vintage hat

Red Felt Hat with Blue Over stitching by Jacoll

Vintage 1980's Leopard Print Fedora hat

Striking leopard print oversized 80's Fedora hat by Peter Bettley

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