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Vintage Women's 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. 

Beret

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. 

Fedora 

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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Louis Vuitton Canvas Monogram Boite Chapeau Brown

Style Keyword : Womens Hats Label 1 : Womens Accessories > Womens Hats Gender : Female Mens/Womens : Womens specification : Brown, , Size : H 26cm x W 28cm x D 16cm Handle 25cm(adjustment holes: 2)
$2,012.71

Chanel Black Leather Le Marais Bowler Bag

Style Keyword : Womens Hats Label 1 : Womens Accessories > Womens Hats Material : Leather Gender : Female Mens/Womens : Womens specification : Black, Leather, Excellent
$2,752.43

Bottega Veneta Large Black Leather Woven Intrecciato Bowler Bag Handle Tote Pre-Owned Used

Style Keyword : Womens Hats Label 1 : Womens Accessories > Womens Hats Material : Leather Gender : Female Mens/Womens : Womens specification : Black, Leather,
$662.30

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

Chic wine-red rabbit-felt fedora hat by Jean Paul Gaultier from the 1990s
$438.67

Sharon 1960s hare fur black vintage hat

Dressy hare fur hat by Sharon Originals from the 1960s
$180.63

Vintage 1970s pearl skull cap

A charming 1970's pearl cage skull cap, perfect for a vintage bride
$292.45

Christian Dior 1970s red vintage Bowler hat

1973 Christian Dior vintage Rabbit hair bowler hat
$301.05

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
$172.03

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.
$163.43

Vintage 1940's veiled tilt yellow hat

1940's Jean Arlett Yellow sculpted felt tilt hat with original dotted veiling
$223.63

Vintage 1930s woven & corded straw black day hat

An unusual woven straw hat dating from the 1930's with a dipped widows peak
$129.02

Vintage 1930's German velvet cocktail black hat

A soft black silk velvet cocktail hat with original net & original sterling silver pin
$206.43

Vintage 1960s velvet & veiled red hat

1960s red velvet vintage hat with veil
$137.62

Frederick Fox 1950s pill box red vintage hat

Frederick Fox 1950s red pill box hat
$232.24

Victorian antique embroidered vintage smoking hat

Victorian velvet smoking hat
$258.04

Vintage 1950s straw & rose flower netted cream hat

1950s cream straw and net covered hat with rose flower detail
$283.84

Lock & Co 1950s mens Bowler black vintage Hat

1950s Black Lock & Co. Bowler Hat
$283.84

Jacoll 1960s wool felt red vintage hat

Red Felt Hat with Blue Over stitching by Jacoll
$215.03

Harvey Nichols 1970s black ribbon & Straw vintage Hat

Chic Vintage Straw Hat with Ribbon Detail by Harvey Nichols
$223.63

Vintage 1920s Chiffon purple Cloche Hat

Fine lilac chiffon 1920s cloche hat with fabric flowers on the side
$189.23

Vintage 1930s Wool Felt green Cloche hat

1930s olive green 100% wool felt cloche with bronze sequin swirl decoration all over
$240.84

Roberta Bernaya 1940s Italian Velvet Skull Cap Black Vintage Hat

Original Roberta Bernaya 1940's Italian black velvet skull cap with rhinestone curls at side
$275.24

Vintage 1920s Feather Nude Hat

1920s blush / nude feather cap with triple structural feather flower on back
$292.45

Vintage 1940s Topper with Roses Pink Hat

1940s Rosalia Masin taupe felt topper with pink rose detail
$240.84

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