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Hats For Sale
Designer: Patricia Underwood
Designer: Bes-Ben
Bes Ben Clockworks Hat
Located in New York, NY
Rare Fantasy Collectible Bes Ben "Clockworks" Hat from the 1940's. The Mad Hatter of Chicago created some of the craziest novelty designs of the period. Patent leather cut work leaves are decorated with jet beads and tons of pocket watch and cuckoo clock mini brooches...
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1940s American Hats

Bes Ben Velvet Mask Hat with Cut Steel Butterflies
Located in New York, NY
Rare Fantasy Collectible Bes Ben Surreal Mask Hat from the 1940's. The Mad Hatter of Chicago created some of the craziest novelty designs of the period. Black velvet mask shaped hat with Victorian style blacked cut steel butterfly...
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1950s American Hats

Bes Ben Chicago Rare Surrealistic Clock Dial Avant Garde Designer Hat c 1950s
Located in University City, MO
Bes Ben Chicago Rare surrealistic clock dial themed designer hat c 1950s The whimsical avant-garde designer hat is embellished with a series of pearlized resin enamel clock dials with subtle diamante' crystal accents The collection of resin faux clock dials are adhered onto green lacquered elongated faux leaves This style of clock themed hat was featured in the Bes Ben Mad Hatter book Bes Ben's extraordinary millinery creations are very rare & highly collectible Makes a wonderful addition to vintage hat...
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1950s American Hats

1990s Patricia Underwood Black Wool Felt Fedora w Mink Trimmed Brim & Mink Stole
Located in Gresham, OR
1990s Patricia Underwood Black Wool Felt Fedora w Mink Trimmed Brim & Mink Wrap: Fabulously large brimmed fedora with a 1960s coordinating mink sculpted stole wrap. Hat is a larger ...
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1990s English Hats

Patricia Underwood Vintage 1990s Black Wool Hat W Bronzed Gold Metallic Brim
Located in Portland, OR
This is a fabulous vintage 1990's Patricia Underwood New York black felted wool hat. Patricia Underwood hats were some of the finest hats in terms of quality and style and we always ...
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1990s North American Hats

Patricia Underwood Vintage Brown Wool Hat with Snakeskin Band
Located in Portland, OR
This is a beautiful vintage Patricia Underwood dark brown wool hat with a narrow snakeskin band. Patricia Underwood hats are some of the most beautiful and they are so well made. IN...
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1990s European Hats

Patricia Underwood Red Leather Western Hat, 1980s
Located in Boca Raton, FL
1980s Patricia Underwood red leather hat, with detachable suede hat band embellished with beads. Excellent condition. Measurements: Brim: 3.5 inches Crown ...
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1980s American Hats

1940 Bes-Ben Kelly Green Tilt Hat w Wide Back Band & Loopy Flourish
Located in Gresham, OR
A wonderful and rare early Bes-Ben tilt hat in a rich Kelly green: Front consists of exuberant loopy felt fringe. The back is a wide wrapping jersey band s...
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1940s American Hats

Patricia Underwood Large Straw Fedora
Located in Port Hope, ON
This is one of British Milliner Patricia Underwood's Iconic hats. Straw with an undulating brim and a gros grain blue and black band. Perfect hat for both protection and style.
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21st Century and Contemporary British Hats

Patricia Underwood New York Blue and White Vintage Coated Straw Summer Hat
Located in Portland, OR
This is a wonderful vintage hat from Patricia Underwood! We love her vintage hts and love finding them in the estates we acquire. They are always beautifully made and so modern and w...
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1990s Italian Hats

Patricia Underwood Vintage Brown and White Striped Summer Hat
Located in Portland, OR
We love vintage Patricia Underwood hats and this one is really fun and easy to wear. The crown of the hat is brown and the brim is white with brown stripes. The hat is made of a coat...
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1980s Italian Hats

Vintage Purple Woven Patricia Underwood Wide Brim Sun Hat
Located in Portland, OR
We love vintage Patricia Underwood hats! This one is a woven lavender sun hat with a wide brim, bearing the Patricia Underwood New York black label. This hat has a nice wide brim and...
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Late 20th Century American Hats

1950s Bes-Ben Ivory Feather & Pearl Medallion Cocktail Hat
Located in Gresham, OR
A fabulous and rare 1950s Bes-Ben cream exotic feather and faux pearl medallion hat. Couture-style soft construction with organza lining. With their signature whimsical style, Bes-B...
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1950s American Hats

Patricia Underwood Cream Ivory Felted Wool Vintage Hat with Ribbon and Bow
Located in Portland, OR
This pretty vintage hat was designed by Patricia Underwood. The hat is a creamy ivory felted wool and it measures 21" circumference with a 2 and 3/4" brim and it is 4" high. There ...
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1980s American Hats

Patricia Underwood Red Leather Western Hat, 1980s
Located in Boca Raton, FL
1980s Patricia Underwood red leather hat, with detachable suede hat band embellished with beads. Excellent condition. Measurements: Brim: 3.5 inches Crown ...
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1980s American Hats

Patricia Underwood Black Mongolian Lamb Hat
Located in Los Angeles, CA
This Patricia Underwood hat is composed of an ultra supple Mongolian lamb. Measures (Approximately) Circumference: 22.5" Width: 9" Depth: 7"
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20th Century Unknown Hats

Related Items
Rare Vintage Chanel Runway PVC Wide Brimmed Hat
Located in Fort Lauderdale, FL
The ultimate in accessories making luxury craftsmanship. The Iconic House of Chanel always provides us with timeless and classic pieces. This beautiful hat takes timeless creation to a new level of sophistication and charm. Made from the finest materials that you would expect from the Chanel House. This rare runway hat...
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Early 2000s German Hats

Rare Vintage Chanel Runway PVC Wide Brimmed Hat
Rare Vintage Chanel Runway PVC Wide Brimmed Hat
Free Shipping
H 5 in D 17 in L 18 in
Louis Vuitton Size 60 Black Leather Monogram Shadow Cap Baseball Hat 123lv19
Located in Dix hills, NY
Date Code/Serial Number: AL0261 M76581 Made In: Italy Measurements: Length: 8" Width: 4.5" Height: 6.3" Circumference: 21.5"-23.5" Size: 60 OVERALL NEW CONDITION ( 10/10 or N ) A...
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21st Century and Contemporary Hats

1960s Christian Dior Black Felt Derby Hat
Located in Scottsdale, AZ
The Perfect Winter Hat Has Arrived! Circa 1960s, this Dior derby style hat features a porkpie brim. The crown of the hat and the outer trim of the brim are...
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1960s Italian Hats

Vivienne Westwood black velvet and faux fur crown, fw 1987
Located in London, GB
Vivienne Westwood black velvet crown with brown faux fur band. Harris Tweed, Fall-Winter 1987
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1990s British Hats

Mr. John Black Picture Hat
Located in Alford, MA
Mr. John, one of America's great milliners, was known for his classic, unembellished shapes, working under his own label from the late 1940s until 1970. Here, a picture hat...
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1950s American Hats

Vintage Valentino Garavani Boutique Vintage Hat Rare Style Cap in Black Velvet
Located in Portland, OR
This exceptional vintage Valentino Garavani Boutique hat is in pristine condition and has beautiful rows of topstitching and a pretty bow in...
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1970s Italian Hats

Beautiful 1970s Navy Felt Vintage Hat
Located in COLLINGWOOD, AU
Beautiful 1970s Navy Felt Vintage Beautiful 1970s Vintage Hat. Blue felt with feature white vinyl ribbon and bow. Interior finished with petersham ribbon. In great vintage conditi...
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1970s Australian Hats

Chanel White Hair Clip Bow Accessory Vintage 90s
Located in 'S-HERTOGENBOSCH, NL
This very Rare Vintage Collectors Item, a Handmade Chanel Hairclip Bow, was probably gifted to VIPS at a Chanel Runway in the early 90s. VIP g...
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1990s French Hats

Mr Blackwell Rare Mid Century Vintage Painted Black Straw Wide Brim Hat
Located in Portland, OR
This mid century vintage black painted straw hat was designed by Mr. Blackwell. Mr. Blackwell made hats for his socialite female friends and celebrities and this is the only hat desi...
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1960s American Hats

Ralph Lauren hat chapka M
Located in Rubiera, RE
Ralph Lauren Collection Black CHAPKA Wool, angora and cashmere Trim: 100% coyote Size MM Made in Canada Fur provenance Canada Excellent condition
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Early 2000s Canadian Hats

Vintage Lamb Hat
Located in Alford, MA
c.1960s lamb hat, constructed of two vertical skins and a cap of long-haired brown fur from Tuscany, Italy. Natural suede underside. Warm and stylish. approxi...
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Mid-20th Century Italian Hats

Tom Ford for Yves Saint Laurent Black Leather Flight Cap
Located in Scottsdale, AZ
Straight from the Tom Ford archives! Circa 2003 from YSL's S/S collection, this flight cap is crafted from a shiny smooth black patient leather and is lined...
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Early 2000s Italian Hats

Previously Available Items
Patricia Underwood Vintage Black and White Summer Hat
Located in Portland, OR
This is a great vintage Patricia Underwood Summer hat with a black crown and white ridged brim. This fun hat would fit into any modern wardrobe and is easy...
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1990s American Hats

Patricia Underwood Raspberry Wool & Fur Hat
Located in New York, NY
Product Details: Raspberry wool and fur hat by Patricia Underwood. 6" height, 7.5" length, 7.5" width.
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21st Century and Contemporary British Hats

Patricia Underwood Vintage Wide Brim Natural Woven Straw Hat
Located in Portland, OR
This is a wonderful Patricia Underwood wide brim natural woven straw hat. We love Patricia Underwood hats and this one is the perfect accessory for summer! We acquired this from an ...
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Late 20th Century American Hats

BES-BEN c.1940s Copper Brown Braided Straw & Black Silk Velvet Evening Capulet
Located in Thiensville, WI
DESCRIPTION: BES-BEN c.1940s Copper Brown Braided Straw & Black Silk Velvet Evening Capulet Circa: c.1940’s Label(s): Bes-Ben Made in Chicago Designer: Benjamin B. Green-Field Style: Capulet hat Color(s): Copper brown and black Lined: No Marked Fabric Content: Unmarked Fabric Content (feel of): Straw and silk Additional Details / Inclusions: Copper brown braided straw and black silk velvet crown...
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1940s American Hats

Patricia Underwood Golden Brown Straw Hat, 1990s
Located in Boca Raton, FL
This is a classic and woven straw floppy hat made by renowned New York hat designer Patricia Underwood. Done in a gold brown woven straw with a rolled floppy brim. With its flawless construction, this hat is one of those brilliant designs that looks amazing no matter how you wear or to which side and you tilt it. The sculptural brim is quite flexible you can try rolling it and securing with a hat pin. Underwood started her hat business in 1976 soon after Richard Avedon photographed...
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1980s American Hats

1966 Bes-Ben Black Felt Hat W/ Floral Embroidered Butterflies Bead Trim & Net
Located in Gresham, OR
A wonderful 1966 Bes-Ben black felt cap with black bead trim at edge, colorful floral embroidered butterflies perched on top and an open net veil. A little drama perhaps?
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1960s American Hats

1958 Bes-Ben Over-The-Top Pink Singed Ostrich Feather Headdress W/ Crystals
Located in Gresham, OR
A spectacular 1958 Bes-Ben masterpiece! Over-the-top, even for the whimsical brother and sister duo, this pink singed ostrich feather headdress is a towering statement! Trimmed in pi...
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1950s American Hats

Patricia Underwood Corded Leather Hat with Wide Brim Vintage 1980s Size 6 3/4 S
Located in Port Saint Lucie, FL
Here's a cool corded leather hat from Patricia Underwood, most likely made in the 1980s. It features a wide 3.5in floppy brim allowing one to style in several ways. In very good pr...
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1980s American Hats

Patricia Underwood Blue Straw Wide Brim Hat With Rose, 1980s
Located in Atlanta, GA
Garden party anyone? Patricia Underwood has mastered the millinery skill of creating fashionable toppers that compliment silhouettes without too much adornment. This wide brim blue...
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1980s American Hats

Patricia Underwood Leopard Print Vintage Leather Hat with Topstitching
Located in Portland, OR
This is a fabulous vintage hat from Patricia Underwood in a leopard print leather that is beautifully topstitched. The hat can be worn shaped like a cowboy hat or with the brim turn...
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1980s American Hats

Patricia Underwood Red Wool Wide Brim Vintage Hat with Bergdorf Goodman Tag
Located in Portland, OR
This is a vintage Patricia Underwood wide brim scarlet red wool hat that was never worn and still has its original Bergdorf Goodman tag attached. The hat measures 21" in circumferen...
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1980s Unknown Hats

Patricia Underwood Vintage Hat in Brown Leather with Feather Trim
Located in Portland, OR
This is an outstanding Patricia Underwood vintage leather hat with rows and rows gorgeous top stitching and wonderful feather trim. The hat measures ...
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1980s Italian Hats

Vintage and Designer Hats

The right vintage or designer hat can transform a look. This humble accessory is your reliable pièce de résistance, boosting confidence and lending an air of sophistication to any ensemble.

Functional and a widely renowned, versatile finishing touch when heading out for a night on the town, hats have long been a part of the history of fashion. Wealthy Egyptians, for example, wore hats to keep them cool in the blazing sun.

In the early 1800s, the wide-brimmed bonnets that women wore became increasingly elaborate. The brims broadened and many were embellished with colorful floral decorations. Legendary fashion designer Gabrielle “Coco” Chanel’s career began in millinery, a term that stems from Milan, Italy, as it was the city best known for producing quality hats during the 16th century. That was before she would set the fashion world alight with comfortable and practical jackets and skirts, encouraging women to leave extravagant clothes behind. Halston, who defined the spare, body-conscious style of the so-called Studio 54 era, was the hat designer for Bergdorf Goodman when he first moved to New York City. He had his first encounter with fame in 1961 when Jackie Kennedy wore a pillbox hat he designed.

From fascinators at a prestigious derby to a baseball cap for a walk in the park, there’s a hat for every occasion. When shopping for the right hat, you’ll want to pick one you feel confident in. Think about size too — you don’t want a wide-brimmed headpiece that will hog the spotlight on every occasion (or maybe you do). If you’ve got a petite face, an oversize hat might be too overbearing.

On 1stDibs find an expansive assortment of vintage and designer hats today. You can search for hats by style, designer or color.

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