Vintage Cowboy Drawing
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Late 20th Century Eugene Shortridge Cowboy Pen & Ink Western Drawing
Located in Seguin, TX
Pen and ink on artist board of a pair of cowboys on horseback by Eugene Shortridge (1926-2014) well
Category
Late 20th Century American Rustic Vintage Cowboy Drawing
Materials
Paper
"Let's Rodeo" Colorful Abstract Modern Cowboy Pastel Portrait Drawing
Located in Houston, TX
Colorful abstract modern pastel drawing of a cowboy by Texas artist Robert Sandman. The work
Category
1980s Modern Vintage Cowboy Drawing
Materials
Pastel
H 39.25 in W 27.19 in D 0.88 in
Cowboy Cavalcade
By Ron Blumberg
Located in West Hollywood, CA
Blumberg.
In 1939, Blumberg painted actor Chester Conklin as associate for the production of "Cowboy
Category
1930s Vintage Cowboy Drawing
Materials
Graphite
‘Cowboy, 1968’
By Richard McLean
Located in Rochester Hills, MI
Richard McLean
‘Cowboy, 1968’
Framed 30 x 27 inches
Pencil on paper 27½” x 22½ inches
Richard
Category
1960s Photorealist Vintage Cowboy Drawing
Materials
Archival Paper, Graphite
"COWBOY ON HORSE" WESTERN
Located in San Antonio, TX
: Marker
"Cowboy on Horse"
Joe Rader Roberts (1925-1982)
Born in Lockhart, he found work after graduation
Category
20th Century Impressionist Vintage Cowboy Drawing
Materials
Permanent Marker
"WAGON AND HORSES" WESTERN COWBOYS
Located in San Antonio, TX
Joe Rader Roberts
(1925 - 1982)
Lockhart/Houston Artist
Size: 11 x 16.5
Frame: 17 x 21
Medium: Ink
Dated 1968
"Wagon and Horses"
Joe Rader Roberts (1925-1982)
Born in Lockhart, he f...
Category
1960s Impressionist Vintage Cowboy Drawing
Materials
Ink
"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 Drawing
Materials
Watercolor, Archival Paper
"LOG CABIN" COWBOY WESTER HORSEBACK HOMESTEAD
Located in San Antonio, TX
Joe Rader Roberts
(1925 - 1982)
Lockhart/Houston Artist
Image Size: 12 x 19
Frame Size: 23 x 30
Medium: Watercolor
"Log Cabin"
Joe Rader Roberts (1925-1982)
Born in Lockhart, he foun...
Category
20th Century Impressionist Vintage Cowboy Drawing
Materials
Watercolor
Will Rogers Autograph and Original Walt Disney Animation Drawing, 1930
Located in Colorado Springs, CO
drawing of the famous entertainer. The postal cover is signed by Rogers in dark ink at the top left and
Category
1930s American Vintage Cowboy Drawing
Materials
Paper
"Head Em Home", Mid Century Cowboy on Horse Western Figurative Landscape
By Stanley M. Long
Located in Soquel, CA
Mid Century figurative landscape of a cowboy on his horse at sundown titled "Head Em Home" by
Category
1950s American Realist Vintage Cowboy Drawing
Materials
Watercolor, Paper
H 29 in W 37.25 in D 1 in
Cowboys Horses Cattle WPA American Scene Social Realism Mid 20th Century Modern
By Jo Cain
Located in New York, NY
Cowboys Horses Cattle WPA American Scene Social Realism Mid 20th Century Modern
Jo Cain (1904
Category
1930s American Realist Vintage Cowboy Drawing
Materials
Paper, Oil
Guardian, Cowboy and Horseman of the Camargue, South of France. Mid-Century.
By John Rattenbury Skeaping
Located in Sutton Poyntz, Dorset
“Guardians”, the Camargue “cowboys” who herd the black Camargue bulls in southern France. This drawing shows
Category
Mid-20th Century Modern Vintage Cowboy Drawing
Materials
Paper, Pastel
H 24.22 in W 29.34 in D 1.19 in
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 Drawing
Materials
Paper, Oil Pastel, Acrylic
"I Think I Will" Modern Oval Drawing of a Nude Woman with Wings and Boots
By Charles Pebworth
Located in Houston, TX
Modern oval figurative drawing of a nude, tattooed woman with wings and cowboy boots by Houston, TX
Category
1970s Modern Vintage Cowboy Drawing
Materials
Ink, Pen
H 16.5 in W 13.75 in D 0.75 in
"Cheyenne Wyoming Frontier Days"
Located in San Antonio, TX
Pepper Brown
(1926-1999)
Alpine Artist
Image Size: 9 x 13
Frame Size: 16 x 20
Medium: Ink Drawing
Category
1940s Impressionist Vintage Cowboy Drawing
Materials
Ink
Mid 20th Century Eugene Shortridge Cowboy & Wagon Pen & Ink Western Drawing
Located in Seguin, TX
Pen and ink on artist board of a cowboy on horseback and wagon by Eugene Shortridge (1926-2014
Category
Mid-20th Century North American Rustic Vintage Cowboy Drawing
Materials
Paper
Enter at One's Peril
By David Halbach
Located in Houston, TX
an active member of
CAA = Cowboy Artists of America
NAWA = National Academy of Western Artists
Category
1990s Other Art Style Vintage Cowboy Drawing
Materials
Watercolor
Hidden Danger
By David Halbach
Located in Houston, TX
an active member of
CAA = Cowboy Artists of America
NAWA = National Academy of Western Artists
Category
1990s Other Art Style Vintage Cowboy Drawing
Materials
Watercolor
A Graphite on Paper Mural Study of a Rail Yard by Rudolph Weisenborn, ca. 1940
By Rudolph Weisenborn
Located in Chicago, IL
. Various accounts have him working out west as a gold miner and cowboy.
Around 1912, he settled in Chicago
Category
1940s Cubist Vintage Cowboy Drawing
Materials
Paper, Graphite
A Cubist, Untitled Mural Study of a City Scene by Artist Rudolph Weisenborn
By Rudolph Weisenborn
Located in Chicago, IL
. Various accounts have him working out west as a gold miner and cowboy.
Around 1912, he settled in Chicago
Category
1940s Cubist Vintage Cowboy Drawing
Materials
Paper, Charcoal
Winter's Blanket
By David Halbach
Located in Missouri, MO
: 9 x 11 inches
Framed Size: 14.5 x 16.5 inches
A member of the Cowboy Artists of America since 1985
Category
1990s American Realist Vintage Cowboy Drawing
Materials
Watercolor
"The Red Silo" Winold Reiss, Rural Regionalist Landscape, Sunny Day on Farm
By Winold Reiss
Located in New York, NY
Indians and cowboys and offered moral lessons. Young Reiss was an avid reader of May's books.
It was
Category
Mid-20th Century American Realist Vintage Cowboy Drawing
Materials
Paper, Watercolor
'Outdoor Street Scene', by Sonya Terpening, Watercolor on Paper
By Sonya Terpening
Located in Oklahoma City, OK
collections and museums, such as The National Cowboy and Western Heritage Museum in Oklahoma City, Oklahoma
Category
Late 20th Century Photorealist Vintage Cowboy Drawing
Materials
Watercolor, Paper
H 38.75 in W 30.625 in D 1.25 in
Horses at the Edge of the Pond
By Yves Brayer
Located in London, GB
horses that still run free in the area, there are cowboys — called gardians — who ride the white horses
Category
1980s Vintage Cowboy Drawing
Materials
Paper, Ink, Watercolor, Pencil
Ruckus Rodeo (unique acrylic painting by famed Pop artist w/ Marlborough label)
By Red Grooms
Located in New York, NY
. The characters' outfits, for example, are more like the vibrant apparel of the urban cowboy than the
Category
1970s Pop Art Vintage Cowboy Drawing
Materials
Acrylic, Felt Pen
H 22.75 in W 19.75 in D 1.5 in
Season's Greetings 1960 (Brave on Horseback)
By Olaf Wieghorst
Located in Missouri, MO
Arizona and New Mexico as a cowboy. Then he went to New York and served as a mounted policeman until 1944
Category
1960s American Realist Vintage Cowboy Drawing
Materials
Watercolor, Paper, Gouache
"Sleigh Ride, Winter, " Fletcher Martin, Woodstock, Holiday Scene Illustration
By Fletcher Martin
Located in New York, NY
violent and dangerous, the better. Boxers remained a favorite subject, but cowboys and bullfighters also
Category
1950s American Realist Vintage Cowboy Drawing
Materials
Paper, Watercolor
Ray Swanson (1937-2004) "Native American" Original Pen & Ink c.1960s
By Ray Swanson
Located in San Francisco, CA
".
Signed lower right. Very good condition.
A member of the Cowboy Artists of America and the American
Category
Mid-20th Century Impressionist Vintage Cowboy Drawing
Materials
Pen, Ink
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 Drawing
Materials
Paper, Oil Pastel, Ink, Oil, Watercolor
Teepees
Located in Austin, TX
an amazing ability to capture the character of early Texas and the spirit of the Cowboys, Indians and
Category
Late 20th Century American Realist Vintage Cowboy Drawing
Materials
Pastel
Windmill on the Plains, 1940s Watercolor and Ink Mixed Media Modernist Painting
By Jenne Magafan
Located in Denver, CO
stir up excited responses from local citizens. Jenne’s favorite mural was Cowboy Dance at the Anson
Category
1940s American Modern Vintage Cowboy Drawing
Materials
Paper, Ink, Watercolor
H 24.5 in W 20.5 in D 1.25 in
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 Drawing
Materials
Watercolor, Laid Paper
Untitled (Cowboy) / P00075
By Jim French
Located in New York, NY
drawings of hyper-masculine types such as soldiers, cowboys, and bikers. Eventually he bought out his
Category
1960s Other Art Style Vintage Cowboy Drawing
Materials
Polaroid
The Dreaming Cowboy - Linocut by Mino Maccari - 1951
By Mino Maccari
Located in Roma, IT
The Dreaming Cowboy is an Original Linocut Print realized by Mino Maccari in 1951.
Not signed
Category
1950s Modern Vintage Cowboy Drawing
Materials
Linocut
H 10.24 in W 7.49 in D 0.04 in
1950's Modernist/ Cubist Painting - Horse and Cowboy Illustration
By Bernard Labbe
Located in Cirencester, Gloucestershire
Cowboy & Horse
by Bernard Labbe (French mid 20th century)
original pencil drawing on card, mounted
Category
Mid-20th Century Modern Vintage Cowboy Drawing
Materials
Pencil
"THE COWBOYS" TEXAS HILL COUNTRY James Robinson (1944-2015)
By James Robinson
Located in San Antonio, TX
Medium: Acrylic
"The Cowboys" Texas Hill Country
Biography
James Robinson (1944-2015)
Biography
Category
20th Century American Realist Vintage Cowboy Drawing
Materials
Acrylic
H 40 in W 50 in D 3 in
"WORKING AS ONE" COWBOY WESTERN BRONZE ORIGINAL STUDIO COPY
By G. Harvey
Located in San Antonio, TX
not only the artist's inspiration but his birthright. Harvey's early interest in sketching and drawing
Category
1980s Impressionist Vintage Cowboy Drawing
Materials
Bronze
"Mountain Landscape with Cowboy" Stream Forest Horses Grass Snow Capped Peaks
Located in Austin, TX
A cowboy and two grazing horses stand in a grassy field near a flowing river. In the background
Category
20th Century American Realist Vintage Cowboy Drawing
Materials
Watercolor, Archival Paper
Rodeo. Bareback Bronco. Mid 20th Century. 1966. Western Cowboy Ranch Equestrian.
By John Rattenbury Skeaping
Located in Sutton Poyntz, Dorset
drawings of horses during this time. Most of his equestrian works are from the 1960s and 1970s and his
Category
Mid-20th Century American Impressionist Vintage Cowboy Drawing
Materials
Paper, Gouache
H 28.55 in W 36.42 in D 0.79 in
"GATHERING STRAYS" G. HARVEY, GERALD JONES WESTERN COWBOYS HEREFORD CATTLE MORE
By G. Harvey
Located in San Antonio, TX
.
Harvey's early interest in sketching and drawing slowly evolved into a passion for painting in oils. After
Category
1970s Impressionist Vintage Cowboy Drawing
Materials
Oil
Malcolm Furlow Signed Serigraph Print American Rodeo Cowboy Bucking Bronco Horse
Located in Dayton, OH
"Signed and framed serigraph print by Malcolm Furlow, featuring a cowboy riding a bucking horse
Category
Late 20th Century American Classical Vintage Cowboy Drawing
Materials
Paper
H 33.75 in W 0.75 in D 33.75 in
A Gaucho and His Horse - Gouache On Paper Brazilian Cowboy on the Plains
Located in Soquel, CA
A Cowboy And His Horse - Gouache On Paper
Gouache on paper painting depicting a cowboy and his
Category
Mid-20th Century Impressionist Vintage Cowboy Drawing
Materials
Paper, Gouache
Moose Hunt Original Oil Painting by Sheryl Bodily
By Sheryl Bodily
Located in Coeur d'Alene, ID
. Painting portrays a Native American hunter drawing bow back to shoot at large bull moose in water. Painting
Category
Late 20th Century American Vintage Cowboy Drawing
Materials
Canvas, Paint
Bucks On The Madison Bench
Located in Missouri, MO
: 18" x 36"
Framed: 26.25" x 44.25"
Cowboy artist Larry Zabel was born in Deer Creek, Minnesota, and
Category
20th Century American Realist Vintage Cowboy Drawing
Materials
Acrylic, Canvas
Soaking Up
Located in San Francisco, CA
began drawing before he went to school.
"I was 4 years old and drawing airplanes, and an older brother
Category
Late 20th Century American Realist Vintage Cowboy Drawing
Materials
Lithograph
Leading the Remuda
Located in San Francisco, CA
. He began drawing before he went to school.
"I was 4 years old and drawing airplanes, and an older
Category
Late 20th Century American Realist Vintage Cowboy Drawing
Materials
Lithograph
Soaking Up
Located in San Francisco, CA
predates the Revolutionary War. They had nine children — six boys and three girls. He began drawing before
Category
Late 20th Century American Realist Vintage Cowboy Drawing
Materials
Lithograph
Pop Art Limited Edition Lithograph of Mermaid, Miami Beach Sculpture Signed
By Roy Lichtenstein
Located in Surfside, FL
.
Like almost all 20 of his sculptures produced up to 1980, this "began as a line drawing, in elevation
Category
20th Century Pop Art Vintage Cowboy Drawing
Materials
Lithograph, Screen
Preparing to Ride
Located in Missouri, MO
sculpt in 1970, Marks worked primarily in oils. Bill Moyers, a fellow member of the Cowboy Artists of
Category
1970s American Realist Vintage Cowboy Drawing
Materials
Bronze
Vintage Orig Metallic Painting by O. E. L. Graves Extremely Rare Collectible
By O.E.L. Graves
Located in Palm Springs, CA
drawing as a boy and drew pastel sketches on sandpaper even during his cowboy days. During World War I, he
Category
Mid-20th Century American Mid-Century Modern Vintage Cowboy Drawing
Materials
Metal
2 Lazy 2 P
Located in Phoenix, AZ
led by his zest for the wild and adventuresome life. There he established a reputation as a cowboy
Category
1930s Vintage Cowboy Drawing
Materials
Screen
Longhorns by Lon Megargee
Located in Phoenix, AZ
jobs. He returned to Philadelphia in 1898 – 1899 in order to attend drawing classes at the Pennsylvania
Category
1930s American Impressionist Vintage Cowboy Drawing
Materials
Screen
"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 Drawing
Materials
Paper
H 30.25 in W 24 in D 0.75 in
Untitled (Wrestlers) / P00068
By Jim French
Located in New York, NY
, located in New York City.
Jim French first began drawing and then photographing male erotica in the 1960s
Category
1960s Other Art Style Vintage Cowboy Drawing
Materials
Polaroid
Untitled (Model) / P00088
By Jim French
Located in New York, NY
, located in New York City.
Jim French first began drawing and then photographing male erotica in the 1960s
Category
1960s Other Art Style Vintage Cowboy Drawing
Materials
Polaroid
Untitled (Man in Chair) / P00109
By Jim French
Located in New York, NY
, located in New York City.
Jim French first began drawing and then photographing male erotica in the 1960s
Category
1960s Other Art Style Vintage Cowboy Drawing
Materials
Polaroid
Untitled (Bowing) / P00096
By Jim French
Located in New York, NY
, located in New York City.
Jim French first began drawing and then photographing male erotica in the 1960s
Category
1960s Other Art Style Vintage Cowboy Drawing
Materials
Polaroid
Untitled (Sailor) / P00086
By Jim French
Located in New York, NY
drawings of hyper-masculine types such as soldiers, cowboys, and bikers. Eventually he bought out his
Category
1960s Other Art Style Vintage Cowboy Drawing
Materials
Polaroid
"POWDER SNOW MORNING" WESTERN ADOBE EARLY MORNING NOCTURNAL PAINTER OF LIGHT
By G. Harvey
Located in San Antonio, TX
.
Harvey's early interest in sketching and drawing slowly evolved into a passion for painting in oils. After
Category
1990s Impressionist Vintage Cowboy Drawing
Materials
Oil
"TRACTOR TIRE" TEXAS HILL COUNTRY BARNS AND BLUEBONNETS
Located in San Antonio, TX
since the age of twelve. His interest in watercolor and pencil drawing grew during his years spent in
Category
20th Century American Impressionist Vintage Cowboy Drawing
Materials
Oil
H 19 in W 23 in D 3 in
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Vintage Cowboy Drawing For Sale on 1stDibs
You are likely to find exactly the vintage cowboy drawing you’re looking for on 1stDibs, as there is a broad range for sale. If you’re looking for a vintage cowboy drawing from a specific time period, our collection is diverse and broad-ranging, and you’ll find at least one that dates back to the 20th Century while another version may have been produced as recently as the 20th Century. If you’re looking to add a vintage cowboy drawing to create new energy in an otherwise neutral space in your home, you can find a work on 1stDibs that features elements of beige, black, gray, white and more. A vintage cowboy drawing from Olaf Wieghorst, Bill Anton, Ron Blumberg, Edward (John Edward) Borein and Jim Daly — each of whom created distinctive versions of this kind of work — is worth considering. These artworks were handmade with extraordinary care, with artists most often working in paper, ink and paint.
How Much is a Vintage Cowboy Drawing?
The price for an artwork of this kind can differ depending upon size, time period and other attributes — a vintage cowboy drawing in our inventory may begin at $135 and can go as high as $6,895, while the average can fetch as much as $2,250.