Skip to main content

Retro Cowboy Illustrations

to
7
135
13
149
85
64
30
30
28
12
6
61
8
7
4
3
Sort By
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 Retro Cowboy Illustrations

Materials

Pencil

Dallas Cowboys Football Illustration
By Jack Davis
Located in Fort Washington, PA
" Jack Davis (attributed) Dallas Cowboys Football Illustration Original Art (Hot Shots, c. 1990). How
Category

1990s Retro Cowboy Illustrations

Materials

Mixed Media, Watercolor, Illustration Board, Graphite

Cowboy Hanging, Killer's Trail Illustration
By Victor Kalin
Located in Miami, FL
The old west depicted in a graphic and dramatic manner. Paperback Novel Cover Painting Original Art (Avon, 1963). Work has a matted image area of 12.5" x 20.5". work is matted but ...
Category

1960s American Realist Retro Cowboy Illustrations

Materials

Gouache

"WAGON AND HORSES" WESTERN COWBOYS
Located in San Antonio, TX
Houston, working as a commercial artist painting illustrations on store fronts of various businesses. His
Category

1960s Impressionist Retro Cowboy Illustrations

Materials

Ink

Water Hunters ( Cowboys in the Old West )
By Stevan Dohanos
Located in Miami, FL
dig up some gold. Magazine Illustration of the Old West, American West, Cowboys Casein on board
Category

1950s American Realist Retro Cowboy Illustrations

Materials

Casein

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 Retro Cowboy Illustrations

Materials

Paper

"WORKING AS ONE" COWBOY WESTERN BRONZE ORIGINAL STUDIO COPY
By G. Harvey
Located in San Antonio, TX
born in San Antonio, Texas, in 1933. His grandfather was a cowboy during the trail-driving era when
Category

1980s Impressionist Retro Cowboy Illustrations

Materials

Bronze

"Sleigh Ride, Winter, " Fletcher Martin, Woodstock, Holiday Scene Illustration
By Fletcher Martin
Located in New York, NY
the cover illustration. The feature helped to bring him national recognition. He subsequently made
Category

1950s American Realist Retro Cowboy Illustrations

Materials

Paper, Watercolor

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 Retro Cowboy Illustrations

Materials

Paper

"GATHERING STRAYS" G. HARVEY, GERALD JONES WESTERN COWBOYS HEREFORD CATTLE MORE
By G. Harvey
Located in San Antonio, TX
cowboy during the trail-driving era when legends grew up along the dusty trails north from Texas. Family
Category

1970s Impressionist Retro Cowboy Illustrations

Materials

Oil

"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 Retro Cowboy Illustrations

Materials

Watercolor, Paper

Norman Rockwell -- Dreams of Long Ago
By Norman Rockwell
Located in BRUCE, ACT
Image size 68 x 51 cm Sheet size 85 x 60 cm Dreams of Long Ago/Cowboy with Gramophone created for the
Category

1970s Retro Cowboy Illustrations

Materials

Lithograph

Original Vintage Travel Poster Southern Airways Denver Colorado Skiing Rodeo Art
Located in London, GB
diagonal design depicting illustrations of a person skiing and a rodeo bucking bronco cowboy on a horse in
Category

1970s American Retro Cowboy Illustrations

Materials

Paper

Mexican Miners at Work-Drilling
By (after) Frederic Remington
Located in Mount Vernon, NY
) illustration published in Harper's Weekly, October 1889. Frederic Remington (1861-1909) is best known for his
Category

1970s Retro Cowboy Illustrations

Materials

Lithograph

Greg Singley Wild Irises Framed Impressionist Print on Board 41"
Located in Dayton, OH
commissions. During the years in Arizona, Singley also painted Native American Indian and cowboy subjects He
Category

Late 20th Century Expressionist Retro Cowboy Illustrations

Materials

Paper

Wind Ups Tin Toy Dreams T. Kitahara Collection, Teruhisa Kitahara, First Edition
Located in valatie, NY
. Paperback. first Edition softcover. Contains hundreds of full color and black and white illustrations of
Category

1980s American Retro Cowboy Illustrations

Materials

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 Retro Cowboy Illustrations

Materials

Paper

KACHINA DOLLS FS II.381
By Andy Warhol
Located in Aventura, FL
Screen print on Lenox museum board. From the Cowboys And Indians Portfolio. Hand signed and
Category

1980s Pop Art Retro Cowboy Illustrations

Materials

Screen, Board

TEDDY ROOSEVELT FS II.386
By Andy Warhol
Located in Aventura, FL
Screen print on Lenox museum board. From the Cowboys And Indians Portfolio. Hand signed and
Category

1980s Pop Art Retro Cowboy Illustrations

Materials

Screen, Board

GERONIMO FS II.384
By Andy Warhol
Located in Aventura, FL
Screen print on Lenox museum board. From the Cowboys And Indians Portfolio. Hand signed and
Category

1980s Pop Art Retro Cowboy Illustrations

Materials

Screen, Board

James Bama "the Drift on Skull Creek Pass", Limited Edition Numbered Lithograph
Located in Morristown, NJ
both the abilities of the cowboys and the fear of the cows. All arrived home safely but the experience
Category

1990s American American Classical Retro Cowboy Illustrations

Materials

Glass, Wood, Paper

"English and Irish Setter" Original Oil Painting by Henry Hintermeister
By Henry Hintermeister
Located in Coeur d'Alene, ID
pseudonym Hy Hintermeister. They became well known producing over 1,000 of illustrations; John Henry and
Category

Mid-20th Century American Retro Cowboy Illustrations

Materials

Canvas

"A Soggy Inconvenience" Original Oil Painting by Henry Hintermeister
By Henry Hintermeister
Located in Coeur d'Alene, ID
. They became well known producing over 1,000 of illustrations; John Henry and Henry were often compared
Category

Mid-20th Century American Retro Cowboy Illustrations

Materials

Paint

Alfred Owles "The Long Wait" Original Watercolor, circa 1970s
Located in San Francisco, CA
cowboys waiting for the stagecoach in an American West town. Watercolor dimensions 28" x 20". The frame
Category

Mid-20th Century American Retro Cowboy Illustrations

Materials

Other

"HOT SPRINGS" WASH DAY CENTRAL MEXICO CLARK HULINGS, SANTA FE ARTIST
By Clark Hulings
Located in San Antonio, TX
initial career as a portraitist in Louisiana, followed by freelance illustration in New York, notably
Category

1980s Impressionist Retro Cowboy Illustrations

Materials

Oil

Preparing for the Sundance, lithograph, signed and numbered, Native American
Located in Whitefish, MT
countless others. He’s an Emeritus member of the Cowboy Artists of America with over forty-one awards from
Category

Late 20th Century American Realist Retro Cowboy Illustrations

Materials

Archival Paper, Lithograph

Old High Country Woman
By Roy Andersen
Located in Missouri, MO
for Time Magazine including portraits of Albert Einstein and Prince Fahd. He also did illustrations
Category

Late 20th Century American Impressionist Retro Cowboy Illustrations

Materials

Oil, Canvas

Old High Country Woman
Old High Country Woman
H 21.5 in W 25 in D 1 in
"Pointer & Setter" Original Oil Painting by Henry Hintermeister
By Henry Hintermeister
Located in Coeur d'Alene, ID
Hintermeister. They became well known producing over 1,000 of illustrations; John Henry and Henry were often
Category

Mid-20th Century American Retro Cowboy Illustrations

Materials

Canvas

"Crashing the Party" Original Oil Painting by Henry Hintermeister
By Henry Hintermeister
Located in Coeur d'Alene, ID
Hintermeister. They became well known producing over 1,000 of illustrations; John Henry and Henry were often
Category

Mid-20th Century American Retro Cowboy Illustrations

Materials

Canvas

"Let's Negotiate" Original Oil Painting by Henry Hintermeister
By Henry Hintermeister
Located in Coeur d'Alene, ID
Hintermeister. They became well known producing over 1,000 of illustrations; John Henry and Henry were often
Category

Mid-20th Century American Retro Cowboy Illustrations

Materials

Canvas

Winner Takes All Original Oil Painting by Henry Hintermeister
By Henry Hintermeister
Located in Coeur d'Alene, ID
Hintermeister. They became well known producing over 1,000 of illustrations; John Henry and Henry were often
Category

Mid-20th Century American Retro Cowboy Illustrations

Materials

Canvas

"Winner Takes All" Original Oil Painting by Henry Hintermeister
By Henry Hintermeister
Located in Coeur d'Alene, ID
Hintermeister. They became well known producing over 1,000 of illustrations; John Henry and Henry were often
Category

Mid-20th Century American Retro Cowboy Illustrations

Materials

Canvas

Dakota Thunder I
By John Axton
Located in Palm Springs, CA
Museum of Art, Tucson, AZ, the National Cowboy Hall of Fame, Oklahoma City, OK , the Autry Museum of
Category

1970s Contemporary Retro Cowboy Illustrations

Materials

Lithograph

'After the Rain, Venice', National Academy, Metropolitan Museum, AWS, NWS, ASL
By Donald Teague
Located in Santa Cruz, CA
for The Saturday Evening Post, he signed his Collier's illustrations with the brush-name of Edwin
Category

1960s American Impressionist Retro Cowboy Illustrations

Materials

Oil, Wood Panel

"WORKING PAIR" G. HARVEY WESTERN SCENE FRAMED SIZE 33 X 43
By G. Harvey
Located in San Antonio, TX
Size: 20 x 30 Frame Size: 33 x 43 Medium: Oil Dated 1975 "Working Pair" Cowboys on Horseback G. Harvey
Category

1970s Impressionist Retro Cowboy Illustrations

Materials

Oil

The Watchers, Dakota Indians
Located in Saratoga Springs, NY
illustration, Eggenhofer became highly skilled at rendering action scenes of Indians, cowboys and outlaws. Much
Category

Mid-20th Century Realist Retro Cowboy Illustrations

Materials

Board, Oil

"OCTOBER SNOWS" G. HARVEY WESTERN GERALD JONES SNOW SCENE 22 X 19 FRAMED
By G. Harvey
Located in San Antonio, TX
born in San Antonio, Texas, in 1933. His grandfather was a cowboy during the trail-driving era when
Category

Late 20th Century Impressionist Retro Cowboy Illustrations

Materials

Oil

"A TEXAS BREED" G. HARVEY SCULPTURE. BRONZE TEXAS LONGHORN SCULPTURE
By G. Harvey
Located in San Antonio, TX
born in San Antonio, Texas, in 1933. His grandfather was a cowboy during the trail-driving era when
Category

Late 20th Century Impressionist Retro Cowboy Illustrations

Materials

Bronze

"IXTAPAN BURRO" G. HARVEY SCULPTURE. BRONZE DONKEY IN G. HARVEY BOOK
By G. Harvey
Located in San Antonio, TX
born in San Antonio, Texas, in 1933. His grandfather was a cowboy during the trail-driving era when
Category

1980s Impressionist Retro Cowboy Illustrations

Materials

Bronze

"WISHING FOR SPRING" G. HARVEY WESTERN SNOW SCENE. FRAMED 22 X 19
By G. Harvey
Located in San Antonio, TX
born in San Antonio, Texas, in 1933. His grandfather was a cowboy during the trail-driving era when
Category

1990s Impressionist Retro Cowboy Illustrations

Materials

Oil

"PANHANDLE CHILL" G. HARVEY 34 X 46 FRAME TEXAS PANHANDLE SNOW SCENE WESTERN
By G. Harvey
Located in San Antonio, TX
born in San Antonio, Texas, in 1933. His grandfather was a cowboy during the trail-driving era when
Category

1970s Impressionist Retro Cowboy Illustrations

Materials

Oil

"THE LILY PADS" G. HARVEY LANDSCAPE 1980 TEXAS ARTIST SERENE GREENS & YELLOWS
By G. Harvey
Located in San Antonio, TX
born in San Antonio, Texas, in 1933. His grandfather was a cowboy during the trail-driving era when
Category

1980s Impressionist Retro Cowboy Illustrations

Materials

Oil

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 Retro Cowboy Illustrations

Materials

Offset

Original Vintage Travel Poster Southern Airways Denver Colorado Skiing Rodeo Art
Located in London, GB
diagonal design depicting illustrations of a person skiing and a rodeo bucking bronco cowboy on a horse in
Category

1970s Retro Cowboy Illustrations

Materials

Paper

Olaf Wieghorst Original Western Drawing Signed Horse Cowboy Illustration Artwork
By Olaf Wieghorst
Located in Bloomington, MN
are intricate renderings featuring Cowboys and their horses. Like the one here as they frolic through
Category

Mid-20th Century Realist Retro Cowboy Illustrations

Materials

Ink

Olaf Wieghorst Original Ink Drawing Signed Western Horse Cowboy Illustration Art
By Olaf Wieghorst
Located in Bloomington, MN
are intricate renderings of Cowboys and their horses. Like the one here as they chase down stray
Category

Mid-20th Century Realist Retro Cowboy Illustrations

Materials

Ink

Bill Anton Large Charcoal Drawing Signed Cowboy Western Illustration Framed Art
By Bill Anton
Located in Bloomington, MN
will be the lucky new owner. You do not want to miss this authentic work from the modern illustration
Category

1980s Realist Retro Cowboy Illustrations

Materials

Charcoal

Jim Daly Oil Painting On Board Original Signed Cowboy Portrait Male Illustration
By Jim Daly
Located in Bloomington, MN
intricate and exquisite detail. Furthermore this painting titled, "Cowboy Original", looks absolutely
Category

1970s Realist Retro Cowboy Illustrations

Materials

Oil, Board

Bill Anton Original Charcoal Drawing Large Signed Cowboy Western Horse Artwork
By Bill Anton
Located in Bloomington, MN
new owner. You do not want to miss this authentic work from the modern illustration master, Bill
Category

1980s Realist Retro Cowboy Illustrations

Materials

Charcoal

Olaf Wieghorst Watercolor Painting On Board Cowboy Western Horse Signed Artwork
By Olaf Wieghorst
Located in Bloomington, MN
, and exquisite detail, as he depicts a cowboy on horseback. Furthermore, of all the stunning
Category

Mid-20th Century Realist Retro Cowboy Illustrations

Materials

Watercolor

Olaf Wieghorst Original Drawing Signed Western Portrait Illustration Artwork SBO
By Olaf Wieghorst
Located in Bloomington, MN
work by the modern illustration master, Olaf Wieghorst. Olaf Wieghorst: Important traditional
Category

Mid-20th Century Realist Retro Cowboy Illustrations

Materials

Graphite

Ray Swanson Original Oil Painting On Board Signed Landscape Illustration Artwork
By Ray Swanson
Located in Bloomington, MN
Swanson (1937 - 2004): An American born artist who was part a member of the Cowboy Artists of American and
Category

1990s Realist Retro Cowboy Illustrations

Materials

Oil, Board

John Fawcett 'Pile Driver' Watercolor
By John Fawcett
Located in New York City, NY
paper. Signed Fawcett and dated (lower right). Measures: 24 x 19 inches. Western Cowboy & Bucking
Category

Late 20th Century American Retro Cowboy Illustrations

Materials

Watercolor

Clark Hulings (American 1922 - 2011); Landscape; watercolor on paper
By Clark Hulings
Located in Los Angeles, CA
early careers in portraiture and illustration, he devoted himself to easel painting. A modern genre
Category

Late 20th Century Retro Cowboy Illustrations

Materials

Paper, Watercolor

Andrew Peters Original Oil Painting on Canvas Signed Landscape Western Artwork
By Andrew Peters
Located in Bloomington, MN
the masterpieces he has created, often his most desired images are captivating illustrations of serene
Category

Late 20th Century Realist Retro Cowboy Illustrations

Materials

Oil, Canvas

Olaf Wieghorst Original Gouache Painting Western Winter Landscape Horse Signed
By Olaf Wieghorst
Located in Bloomington, MN
the master of illustration art, Olaf Wieghorst. Olaf Wieghorst: Important traditional Western
Category

Mid-20th Century Realist Retro Cowboy Illustrations

Materials

Gouache

Olaf Wieghorst Gouache Painting On Board Native American Western Horse Signed
By Olaf Wieghorst
Located in Bloomington, MN
the master of illustration art, Olaf Wieghorst. Olaf Wieghorst: Important traditional Western
Category

Mid-20th Century Realist Retro Cowboy Illustrations

Materials

Gouache

Olaf Wieghorst Original Gouache Painting Native American Portrait Chief Signed
By Olaf Wieghorst
Located in Bloomington, MN
illustration art, Olaf Wieghorst. Olaf Wieghorst: Important traditional Western painter specializing in
Category

Mid-20th Century Realist Retro Cowboy Illustrations

Materials

Gouache

Michael Coleman Oil Painting on Board Original Landscape Signed Vintage Artwork
By Michael Coleman
Located in Bloomington, MN
, by the Master of Illustration, Michael Coleman. Michael Coleman (1946 - ): An American born artist
Category

1970s Realist Retro Cowboy Illustrations

Materials

Oil, Board

Michael B. Coleman Original Oil Painting On Board Signed Winter Landscape Frame
By Michael Coleman
Located in Bloomington, MN
Master of Illustration, Michael Coleman. Michael Coleman (1946 - ): An American born artist who is well
Category

1970s Realist Retro Cowboy Illustrations

Materials

Oil, Board

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

Retro Cowboy Illustrations For Sale on 1stDibs

On 1stDibs, there are several options of retro cowboy illustrations available for sale. 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 Pop Art. There are many variations of these items available, from those made as long ago as the 20th Century to those made as recently as the 20th Century. You can search the retro cowboy illustrations that we have for sale on 1stDibs by color — popular works were created in bold and neutral palettes with elements of beige, gray, brown and blue. There have been many well-done artworks of this subject over the years, but those made by G. Harvey, Andy Warhol, Bernard Labbe, Jack Davis and Stevan Dohanos are often thought to be among the most beautiful. The range of these distinct pieces — often created in paint, oil paint and board — can elevate any room of your home.

How Much are Retro Cowboy Illustrations?

The average selling price for retro cowboy illustrations we offer is $3,138, while they’re typically $55 on the low end and $250,000 for the highest priced.