Skip to main content

Vintage Cowboy Hats

2
to
26
168
31
203
105
68
37
26
24
22
16
15
9
10
5
5
4
3
Sort By
Silver "Cowboy Hat" with Accessories Brooch
Located in New York, NY
Wonderfully detailed, this "Cowboy Hat" brooch is accented with a cowboy
Category

1960s Mexican Artisan Vintage Cowboy Hats

Blenko Glass Top Cowboy Hat
By Blenko Glass
Located in Chicago, IL
Purple glass blown in the shape of a top hat. stamped
Category

1960s Italian Mid-Century Modern Vintage Cowboy Hats

Materials

Blown Glass

Vintage Blenko Glass Top Cowboy Hat
Blenko Glass Top Cowboy Hat
H 4 in W 5 in D 6.75 in
Diana Vreeland Wearing a Cowboy Hat
By Andy Warhol
Located in Santa Monica, CA
As Editor-in-Chief, Diana Vreeland brought Vogue to the forefront of international fashion magazines. Richard Avedon said of Vreeland at her memorial, “Diana lived for imagination ru...
Category

1980s Pop Art Vintage Cowboy Hats

Materials

Silver Gelatin

Man in a Cowboy Hat Smoking
By Andy Warhol
Located in Santa Monica, CA
This is a unique work. Stamped on the reverse by The Andy Warhol Authentication Board, Inc. The Andy Warhol Foundation for the Visual Arts number also on verso. Authenticated by The...
Category

1970s Pop Art Vintage Cowboy Hats

Materials

Photographic Paper

Douglas, Wyoming - Boy in Cowboy Hat & Collie.
By Elliott Erwitt
Located in Santa Monica, CA
Signed, titled and dated in pencil on sheet verso Gelatin silver print 20 x 16" sheet; 17.5 x 12" image
Category

1950s Vintage Cowboy Hats

Materials

Silver Gelatin

Gary Cooper with Gun and Cowboy Hat, Esquire Magazine
By Bert Stern
Located in Carmel, CA
Printed by artist in 1987 Excellent Condition
Category

1960s Vintage Cowboy Hats

Materials

Silver Gelatin

5 Southwestern Sterling Silver Cufflinks Sun Cowboy Hat Elf Roadrunner
Located in Dayton, OH
with inlaid turquoise / enamel; cowboy / Stetson hats; and elves / sprites. DIMENSIONS Largest - 1.125
Category

Mid-20th Century Vintage Cowboy Hats

Materials

Sterling Silver

FEMME AU CHAPEAU Lithograph, Abstract Oval Portrait, Woman Cowboy Hat Black Eyes
By (after) Pablo Picasso
Located in Union City, NJ
woman wearing a stylish cowboy-style hat. The face portrayed in FEMME AU CHAPEAU, painted in
Category

1980s Abstract Vintage Cowboy Hats

Materials

Lithograph

"Windshield View" Still Life Cowboy Hat Helmut Markers Car Truck Mirror Cows
Located in Austin, TX
a truck. Inside, an array of items sit on the dashboard. A cowboy had and a construction helmet as
Category

20th Century Post-War Vintage Cowboy Hats

Materials

Watercolor, Archival Paper

"Let's Rodeo" Colorful Abstract Modern Cowboy Pastel Portrait Drawing
Located in Houston, TX
features a man dressed in vibrant clothes holding a cowboy hat with the words "Let's Rodeo" written
Category

1980s Modern Vintage Cowboy Hats

Materials

Pastel

Naturalistic Cowboy Portrait of Jim Derrick Roidosa Downs Carlsbad, New Mexico
Located in Houston, TX
figure clad in a cowboy hat, nice work shirt, and a gold bracelet leaning against a post with the logo of
Category

20th Century Naturalistic Vintage Cowboy Hats

Materials

Oil, Canvas

Clair Seglem Original Portrait Painting of a Cowboy
Located in Oklahoma City, OK
cowboy boots, a brown vest, a western cowboy hat, and a red vest. With fabulous texture and moody colors
Category

20th Century American Country Vintage Cowboy Hats

Materials

Paint, Paper

'Cowboy Taxi' 1979 Limited Edition Archival Pigment Print
By Alain Le Garsmeur
Located in London, GB
. 1970s 1970 70s Las Vegas Cowboy Hat Fashion Vintage Taxi Car Retro Driver Driving
Category

1970s Modern Vintage Cowboy Hats

Materials

Color, Archival Pigment

'Hats And Braces' 1985 Limited Edition Archival Pigment Print
By Alain Le Garsmeur
Located in London, GB
more details. 1980s 1980 80s clones cowboy hat field summer clones men males boys shirts quirky fun
Category

1980s Modern Vintage Cowboy Hats

Materials

Color, Archival Pigment

1960 TWA, Arizona Original Vintage Poster
Located in Winchester, GB
image of a woman in a cowboy hat in front of the Arizona desert horizon. Hughes and TWA collaborated
Category

1960s American Mid-Century Modern Vintage Cowboy Hats

Materials

Paper

1960 TWA, Arizona Original Vintage Poster
1960 TWA, Arizona Original Vintage Poster
Free Shipping
H 39 in W 24.5 in D 0.1 in
Original Vintage Advertising Poster Keep It Under Your Stetson Bring Him Home
Located in London, GB
) manufactured the iconic cowboy hats invented as a practical wide brimmed, waterproof and high quality durable
Category

1940s American Vintage Cowboy Hats

Materials

Paper

Hollywood Photography from 1970 by Lawrence Schiller 'Clint Eastwood'
By Lawrence Schiller
Located in White Plains, NY
black and white photograph features a side profile of Clint Eastwood wearing a cowboy hat and chewing on
Category

1970s Photorealist Vintage Cowboy Hats

Materials

Archival Pigment

Louis Feraud 1980s Western Motif Print Jeans
By Louis Feraud
Located in Scottsdale, AZ
tumbleweeds to cowboy hats and boots, each element is meticulously rendered, creating a unique and eye
Category

1980s Italian Vintage Cowboy Hats

Elizabeth Taylor with Vintage Camera
By Frank Worth
Located in Austin, TX
wearing a cowboy hat and sunglasses and smoking a cigarette on the set of the movie 'Giant' which was
Category

1950s Contemporary Vintage Cowboy Hats

Materials

Digital, Archival Ink, Archival Paper, Archival Pigment

Elizabeth Taylor with Vintage Camera
By Frank Worth
Located in Austin, TX
wearing a cowboy hat and sunglasses and smoking a cigarette on the set of the movie 'Giant' which was
Category

1950s Contemporary Vintage Cowboy Hats

Materials

Archival Pigment, Archival Paper, Archival Ink, Digital

Louis Feraud 1980s Western Motif Print Blazer
By Louis Feraud
Located in Scottsdale, AZ
landscapes and various western motifs, including cacti, cowboy hats, and tumbleweeds, adding a playful and
Category

1980s Italian Vintage Cowboy Hats

1991 RunwayLook1 KatharineHamnett IridescentGreen FeltedCollar Fitted Skirt Suit
By Katharine Hamnett
Located in Chicago, IL
adorned in a cowboy hat, which suggests her power over a strong man. In a different color without metallic
Category

1990s British Vintage Cowboy Hats

Original "Across the Wide Missouri" or 'Au Dela du Missouri' vintage poster
Located in Spokane, WA
green cowboy hat. There is an Indian fight scene and Indians on horseback as part of the background
Category

1950s American Modern Vintage Cowboy Hats

Materials

Offset

Portrait of a Rancher "Pete"
By Patience Hilda Street
Located in Soquel, CA
Oil portrait of a rancher with cowboy hat, by Patience Street (née Lloyd) (English, 1905-2010
Category

1970s American Realist Vintage Cowboy Hats

Materials

Linen, Oil

Domino Players, Lawn, TX by Chris Regas, 1975, Silver Gelatin Print, Photography
By Chris Regas
Located in Dallas, TX
Domino Players, Lawn, TX by Chris Regas depicts four men wearing cowboy hats sitting at a table
Category

20th Century Post-Modern Vintage Cowboy Hats

Materials

Silver Gelatin

Red, Gray, and White Abstract Figurative Contemporary Painting of a Lady
Located in Houston, TX
work depicts a figure of a lady wearing a red and white blouse with a cowboy hat on her head. She sits
Category

20th Century Contemporary Vintage Cowboy Hats

Materials

Mixed Media

Gold Rush Town Columbia, California Landscape by Lillie Heebner
By L. Heebner
Located in Soquel, CA
cowboy hats. By Lillie Eesther (Hillman) Heebner, a Monterey Bay area artist. Signed "L.E. Heebner
Category

1970s American Impressionist Vintage Cowboy Hats

Materials

Watercolor, Laid Paper

"Fort Worth" Vintage Delta Airlines Travel Poster by John Hardy, circa 1950s
By John Hardy (Artist)
Located in Colorado Springs, CO
collectible poster, the composition shows a man in a cowboy hat, set against a bright yellow background. The
Category

1950s American Mid-Century Modern Vintage Cowboy Hats

Materials

Paper

Under Sail original lithograph by Norman Rockwell
By After Norman Rockwell
Located in Paonia, CO
over the town with his cowboy hat in his right hand and the roosters pole in his left dreamily watching
Category

1970s American Realist Vintage Cowboy Hats

Materials

Lithograph

Cowgirl in the Studio - Figurative Study in Oil on Canvas
By Patricia Gren Hayes
Located in Soquel, CA
Cowgirl in the Studio - Figurative Study in Oil on Canvas A woman in a vest, cowboy hat, and boots
Category

1970s American Modern Vintage Cowboy Hats

Materials

Canvas, Oil

"Cowboy Boots" - Bay Area Figurative Movement
By Patricia Gren-Haynes
Located in Soquel, CA
Bay Area School figurative of a cowboy and hats by Berkeley artist Patricia Gren Hayes (American, b
Category

1980s American Modern Vintage Cowboy Hats

Materials

Canvas, Oil

1990s Nicole Miller Large Cowboy Motif Silk Scarf
By Nicole Miller
Located in Toronto, Ontario
multi colour Mexican cowboy print featuring cowboy boots, hats, guns, bandanas and all the stereotypical
Category

1990s North Korean Vintage Cowboy Hats

Boot Fairy (unique) Claes Oldenburg cowgirl cowboy boots nude erotic etching
By Claes Oldenburg
Located in New York, NY
outsized cowboy boots stands with hands on hips, an X scribbled on either side of her torso. Wild lines
Category

1970s Pop Art Vintage Cowboy Hats

Materials

Etching

The Test, Assembled Kinetic Modernist Sculpture Puzzle Construction
By William King (b.1925)
Located in Surfside, FL
Western couple (he in a cowboy hat, she in a long dress) holding hands; a tall man reaching down to tug
Category

1970s American Modern Vintage Cowboy Hats

Materials

Metal

Maurice Guiraud Rivière & Etling Paris Cowboy at the Rodeo Art Deco Statue
By Maurice Guiraud-Rivière
Located in Oakland, CA
. Classic American Cowboy rodeo image, with great details throughout in clothing, hat, horse and posture
Category

1930s French Art Deco Vintage Cowboy Hats

Materials

Marble, Bronze

Blue, Red, and Brown Abstract Impressionist Painting of a Cowboy on a Horse
Located in Houston, TX
depicts a cowboy wearing a blue shirt and a red hat as he sits on a brown riding horse. Signed by the
Category

Mid-20th Century Abstract Impressionist Vintage Cowboy Hats

Materials

Canvas, Oil

Reclining Figure (woman)
By William King (b.1925)
Located in Wilton Manors, FL
in a cowboy hat, she in a long dress) holding hands; a tall man reaching down to tug along a
Category

Mid-20th Century Abstract Vintage Cowboy Hats

Materials

Bronze

One More Time (Black Devil) Outsider Art Painting, Drawing
By Peter Dean
Located in Surfside, FL
cowboy hat on the NASA official brings to mind an earlier embodiment of American adventure. Another male
Category

1980s Expressionist Vintage Cowboy Hats

Materials

Paper, Oil Pastel, Acrylic

"PRICKLY PEAR PATH " TEXAS HILL COUNTRY CACTUS Frame Size: 21 x 25
By Porfirio Salinas
Located in San Antonio, TX
long, tall Texan in a cowboy hat was a large part of his imposing political image. During his storied
Category

1950s Impressionist Vintage Cowboy Hats

Materials

Oil

"Bluebonnet Time Hill Country Frame Size: 35 x 41 Bluebonnets, Poppies, Oak Tree
By Porfirio Salinas
Located in San Antonio, TX
long, tall Texan in a cowboy hat was a large part of his imposing political image. During his storied
Category

1950s Impressionist Vintage Cowboy Hats

Materials

Oil

"SPRING CREEK PHLOX" TEXAS HILLCOUNTRY
By Porfirio Salinas
Located in San Antonio, TX
long, tall Texan in a cowboy hat was a large part of his imposing political image. During his storied
Category

20th Century Impressionist Vintage Cowboy Hats

Materials

Oil

"Sleeping Lady Mountain" Image 12 x 16 Frame: 19 x 23
By Porfirio Salinas
Located in San Antonio, TX
long, tall Texan in a cowboy hat was a large part of his imposing political image. During his storied
Category

1960s Impressionist Vintage Cowboy Hats

Materials

Oil

BANDANA
By W Stanley Proctor
Located in Tallahassee, FL
Young Cowboy with Hat & Bandana. Part of Artist's Personal Collection.
Category

20th Century Realist Vintage Cowboy Hats

Materials

Bronze

BANDANA
BANDANA
H 21 in W 14 in D 16 in
Boot Fairy (unique) Claes Oldenburg (First state color 4) copper metallic
By Claes Oldenburg
Located in New York, NY
gold. A nude woman in outsized cowboy boots stands with hands on hips, an X scribbled on either side of
Category

1970s Pop Art Vintage Cowboy Hats

Materials

Etching

Longhorns by Lon Megargee
Located in Phoenix, AZ
: 15.63 x 12 inches Frame size xx x xx inches Creator of Stetson's hat logo "Last Drop from his Hat" Lon
Category

1930s American Impressionist Vintage Cowboy Hats

Materials

Screen

2 Lazy 2 P
Located in Phoenix, AZ
Cowboy's Dream. Creator of the iconic logo for the Stetson Hat Company, " Last Drop From his Stetson
Category

1930s Vintage Cowboy Hats

Materials

Screen

Portrait with Figures on Horseback
By Amy Burnett
Located in Santa Cruz, CA
bearded and weathered cowboy wearing a dun-colored, broad-brimmed hat, and showing a view of four riders
Category

1990s Vintage Cowboy Hats

Materials

Paper, Oil Pastel, Ink, Oil, Watercolor

Cabins in the Camargue
By Yves Brayer
Located in London, GB
freely. This image depicts one of the gardians in a small gathering of cabanes, hat hanging cowboy-style
Category

1950s Vintage Cowboy Hats

Materials

Canvas, Oil

Country Chic Style French Armchair with Patterned Fabric Handmade on Loom
Located in Prato, Tuscany
often associated with the cowboy lifestyle, boots with spurs, and wide-brimmed hats, but thanks to
Category

Late 20th Century French Country Vintage Cowboy Hats

Materials

Brass

Northwest TOTEM
By Native American Art
Located in Coeur d'Alene, ID
, thunderbird and on top of thunderbird the bear child with Tlingit hat. Made of white cedar, over painted
Category

1930s American Native American Vintage Cowboy Hats

Materials

Cedar

Northwest TOTEM
Northwest TOTEM
H 116 in W 16 in D 18 in
Salish Carved Cedar TOTEM
By Native American Art
Located in Coeur d'Alene, ID
Salish TOTEM depicting a human wearing a potlatch hat perched between the ears of an eagle at top
Category

Late 20th Century American Native American Vintage Cowboy Hats

Materials

Cedar

Salish Carved Cedar TOTEM
Salish Carved Cedar TOTEM
H 74.5 in W 20 in D 20 in
Siesta, Painting by Lon Megargee
Located in Phoenix, AZ
Megargee's brand in corner of frame. Creator of the iconic logo for the Stetson Hat Company, " Last Drop
Category

1940s Vintage Cowboy Hats

Materials

Oil

Love Honor Obey?
Located in Phoenix, AZ
33.75 inches signed lower right Painting is framed Creator of the iconic logo for the Stetson Hat
Category

1940s American Impressionist Vintage Cowboy Hats

Materials

Oil

'Les Gardians de la Camargue' Original Signed Lithograph
By Yves Brayer
Located in London, GB
wide-brimmed hats and horses, we cannot call them cowboys. That's an American term. These swarthy young
Category

1950s Vintage Cowboy Hats

Materials

Lithograph

Vaquero, by Frank Romero
By Frank Romero
Located in Palm Springs, CA
Signed and numbered from the edition of 60. Image of a cowboy with an oversized hat. Throughout
Category

1990s Contemporary Vintage Cowboy Hats

Materials

Paint, Screen, Stencil

"Chisholm Trail"
By Charles Hargens
Located in Lambertville, NJ
. As a young boy he loved to draw cowboys, Indians and ranch buildings. By age ten, he was “a
Category

1930s American Impressionist Vintage Cowboy Hats

Materials

Canvas, Oil

Very Large Rare "Uncle Sam" Tramp Art Buffet
By Hermitage des Artistes
Located in Coeur d'Alene, ID
Uncle Sam Tramp Art buffet. The back is a curtain of stars, with Uncle Sam's stove top hat. The
Category

1950s American American Craftsman Vintage Cowboy Hats

Materials

Wood

As I Opened Fire Poster - complete triptych
By (after) Roy Lichtenstein
Located in Collonge Bellerive, Geneve, CH
Lichtenstein's paintings dealt with themes of the American West—cowboys, Native Americans, and the like—in a
Category

1960s Pop Art Vintage Cowboy Hats

Materials

Offset

Original Vintage Advertising Poster Keep It Under Your Stetson Bring Him Home
Located in London, GB
) manufactured the iconic cowboy hats invented as a practical wide brimmed, waterproof and high quality durable
Category

1940s Vintage Cowboy Hats

Materials

Paper

Vintage Pair of Hand Carved Wood Silhouette Figures
Located in Los Angeles, CA
cowboy hats. Great for a bar or placed outside against a wall. Good vintage condition. Priced as a pair
Category

1970s American Vintage Cowboy Hats

Materials

Wood

  • 1
Get Updated with New Arrivals
Save "Vintage Cowboy Hats", and we’ll notify you when there are new listings in this category.

Vintage Cowboy Hats For Sale on 1stDibs

Find a variety of vintage cowboy hats available on 1stDibs. Today, if you’re looking for Modern editions of these works and are unable to find the perfect match for your home, our selection also includes Abstract. These items have been made for many years, with versions that date back to the 20th Century alongside those produced as recently as the 20th Century. Adding a colorful piece of art to a room that is mostly decorated in warm neutral tones can yield a welcome change — see the vintage cowboy hats on 1stDibs that include elements of gray, black, brown, white and more. Terry O'Neill, Andy Warhol, Larry Barbier, Marjorie Cathcart and Mike Disfarmer took a thoughtful approach to this subject that are worth considering. The range of these distinct pieces — often created in paper, archival paper and archival ink — can elevate any room of your home.

How Much are Vintage Cowboy Hats?

Prices for art of this kind can differ depending upon size, time period and other attributes — vintage cowboy hats in our inventory begin at $95 and can go as high as $16,000, while the average can fetch as much as $595.