Skip to main content

Vintage Boys Hats

Lilly Daché Halston-Designed Beige Soft Fedora Spy Hat w Ribbon Band – S, 1960s
By Lilly Daché
Located in Tucson, AZ
perfectly proportioned for a woman’s face without sacrificing the sultriness of the boys’ version. Designed
Category

1960s American Vintage Boys Hats

Victorian School Boys in Top Hats, Signed Original Huge Oil Painting
Located in Cirencester, Gloucestershire
The School Boys by Maria Tort Xirau (Catalan, 1924-2018) signed lower corner oil painting on canvas
Category

Late 20th Century Impressionist Vintage Boys Hats

Materials

Canvas, Oil

WAITING FOR THE BOYS Signed Lithograph, Women Wide Brim Hats, Art Deco Staircase
By Robin Morris
Located in Union City, NJ
WAITING FOR THE BOYS by the woman artist Robin Morris, is an original limited edition lithograph
Category

1980s Art Deco Vintage Boys Hats

Materials

Lithograph

Two Amish Boys, Lancaster, Pennsylvania
By George Tice
Located in Santa Monica, CA
their integration with the landscape around them. The black and white image features two Amish Boys
Category

Mid-20th Century Vintage Boys Hats

Materials

Platinum

Messy Room, Neat Boys: Post Cover
By George Hughes
Located in Fort Washington, PA
Evening Post, October 22, 1955. The Post described, “Mother is making rapid progress at teaching the boys
Category

1950s Vintage Boys Hats

Materials

Oil, Canvas

Two Boys (one standing, the other seated and drawing)
By Mary Spain
Located in Fairlawn, OH
Two Boys (one standing, the other seated and drawing) Graphite and colored pencils on wove paper
Category

1970s Contemporary Vintage Boys Hats

Materials

Color Pencil

'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 Boys Hats

Materials

Color, Archival Pigment

Pescadores, de la serie Niños Mexicanos
By Gustavo Montoya
Located in Cuauhtemoc, Ciudad de México
was sold at his gallery "Lewin Gallery" in Beverly Hills. 2 little barefoot Mexican fisher boys on
Category

1990s Folk Art Vintage Boys Hats

Materials

Screen

Shepherds oil on canvas painting goat
Located in Barcelona, Barcelona
between the colors of the dresses, aprons, scarves and hats. The artist paints for the painting, the
Category

1980s Other Art Style Vintage Boys Hats

Materials

Oil, Canvas

Amish Children Playing in Snow, Lancaster, Pennsylvania
By George Tice
Located in Santa Monica, CA
landscape around them. The black and white image features several Amish boys playing in the snow. The
Category

Late 20th Century Vintage Boys Hats

Materials

Platinum

'Santa Maria Smoke ' 1981 Limited Edition Archival Pigment Print
By Alain Le Garsmeur
Located in London, GB
photo Bio for more details. 1980s 1980 80 USA smoking smoke lads men boys males community cigarette
Category

1980s Modern Vintage Boys Hats

Materials

Color, Archival Pigment

'Santa Maria Smoke' 1981 Limited Edition Archival Pigment Print
By Alain Le Garsmeur
Located in London, GB
photo Bio for more details. 1980s 1980 80 USA smoking smoke lads men boys males community cigarette
Category

1980s Modern Vintage Boys Hats

Materials

Archival Pigment

' Santa Maria Smoke ' 1981 Limited Edition Archival Pigment Print
By Alain Le Garsmeur
Located in London, GB
photo Bio for more details. 1980s 1980 80 USA smoking smoke lads men boys males community cigarette
Category

1980s Modern Vintage Boys Hats

Materials

Archival Pigment

'Santa Maria Smoke' 1981 Limited Edition Archival Pigment Print
By Alain Le Garsmeur
Located in London, GB
photo Bio for more details. 1980s 1980 80 USA smoking smoke lads men boys males community cigarette
Category

1980s Modern Vintage Boys Hats

Materials

Archival Pigment

' Santa Maria Smoke ' 1981 Limited Edition Archival Pigment Print
By Alain Le Garsmeur
Located in London, GB
photo Bio for more details. 1980s 1980 80 USA smoking smoke lads men boys males community cigarette
Category

1980s Modern Vintage Boys Hats

Materials

Archival Pigment

Kennedy, Family Sailing Nantucket Sound, Boat in Distance, 1959
By Mark Shaw
Located in New York, NY
boys and Caroline. One boy raises his hand and JFK smiles and reaches for him. Jackie Kennedy is
Category

1950s Modern Vintage Boys Hats

Materials

Giclée

Kennedy, Family Sailing Nantucket Sound, Boat in Distance, 1959
By Mark Shaw
Located in New York, NY
boys and Caroline. One boy raises his hand and JFK smiles and reaches for him. Jackie Kennedy is
Category

1950s Modern Vintage Boys Hats

Materials

Giclée

Givenchy clad Model is Sketched at Trouville, 1957
By Mark Shaw
Located in New York, NY
dress with blue decorations. She is also wearing a matching hat. She is sitting on a chair being
Category

1950s Modern Vintage Boys Hats

Materials

Giclée

Givenchy clad Model is Sketched at Trouville, 1957
By Mark Shaw
Located in New York, NY
dress with blue decorations. She is also wearing a matching hat. She is sitting on a chair being
Category

1950s Modern Vintage Boys Hats

Materials

Giclée

Givenchy clad Model is Sketched at Trouville, 1957
By Mark Shaw
Located in New York, NY
dress with blue decorations. She is also wearing a matching hat. She is sitting on a chair being
Category

1950s Modern Vintage Boys Hats

Materials

Giclée

Givenchy clad Model is Sketched at Trouville, 1957
By Mark Shaw
Located in New York, NY
dress with blue decorations. She is also wearing a matching hat. She is sitting on a chair being
Category

1950s Modern Vintage Boys Hats

Materials

Giclée

Givenchy clad Model is Sketched at Trouville, 1957
By Mark Shaw
Located in New York, NY
dress with blue decorations. She is also wearing a matching hat. She is sitting on a chair being
Category

1950s Modern Vintage Boys Hats

Materials

Giclée

female nude with fruit oil on canvas painting
Located in Barcelona, Barcelona
between the colors of the dresses, aprons, scarves and hats. The artist paints for the painting, the
Category

1990s Other Art Style Vintage Boys Hats

Materials

Oil, Canvas

Sylvia Hood Original Vintage Idyllic Family Chalkware Figurines, circa 1960-1965
By Sylvia Hood
Located in Topeka, KS
after-church picnic. The children stand tall with their hats clutched behind their backs as if to say
Category

Mid-20th Century American Mid-Century Modern Vintage Boys Hats

Materials

Other

"Blue Heart Wife Love" San Francisco Figurative School -Joe Lysowski "Prankster"
Located in Soquel, CA
turned out to be Mike Love of the ‘Beach Boys’. He said “Come with me, you can sleep overnight at my
Category

1960s Abstract Expressionist Vintage Boys Hats

Materials

Masonite, Oil

People Also Browsed

Late Victorian Opal and Diamond Tiara
Located in London, GB
A late Victorian opal and diamond tiara/necklace, consisting of seven knife-edge gold bars graduating from the centre, each set with two round cabochon-cut opals and an old-cut diamo...
Category

1890s European Victorian Vintage Boys Hats

Materials

Diamond, Opal, 18k Gold, Silver

Vintage Late Victorian Opal and Diamond Tiara
Late Victorian Opal and Diamond Tiara
Free Shipping
W 1.58 in L 5.71 in
SUNBATHERS Signed Lithograph, Women in Bikinis, Sunglasses, Beach, Sailboats
By Robin Morris
Located in Union City, NJ
SUNBATHERS by the woman artist Robin Morris, is an original limited edition lithograph printed using hand lithography techniques on archival Arches paper, 100% acid free. SUNBATHERS ...
Category

1980s Contemporary Vintage Boys Hats

Materials

Lithograph

Burano Italy Antique Italian Impressionist Venice Canal Framed Oil Painting
Located in Buffalo, NY
Nicely painted impressionist view of Burano, Italy by Hildegarde Hume Hamilton (1898 - 1970). Oil on canvas. Framed. Signed. Artist Bio: Hildegard Hume Hamilton (1898 – 1970) ...
Category

1940s Impressionist Vintage Boys Hats

Materials

Oil, Canvas

Tom Ford/Gwyneth Paltrow Iconic Oscar Gown & Cape New!
By Tom Ford
Located in Los Angeles, CA
Super stunning iconic Tom Ford evening gown with matching cape. Identical to the one worn by Gwyneth Paltrow to the Oscars. The gown fashioned of off white silk crepe and lined in...
Category

21st Century and Contemporary Vintage Boys Hats

Vintage Japanese Formal Black Silk Kimono
Located in Atlanta, GA
A vintage Japanese silk Kuro Tomesode Kimono, circa 1960s-1980s. Kuro Tomesode is a dress for married woman for the most formal occasions, equivalent of the evening gowns in the west...
Category

Mid-20th Century Japanese Japonisme Vintage Boys Hats

Materials

Silk

A Cornish Man - Newlyn School Antique Impressionist Portrait Oil Painting
Located in Sevenoaks, GB
A fine late 19th century Newlyn School oil on canvas portrait of a Cornish man. Fine quality portrait of the elderly working man seated in a chair wearing dark clothing and a red sca...
Category

Late 19th Century Vintage Boys Hats

Materials

Canvas, Oil

Black Velvet Bubble Veil Clamshell Saucer Hat with Provenance – O/S, 1930s
Located in Tucson, AZ
From the estate of French heiress (and sister of WWI aviation hero and French Open namesake Roland Garros) Gilberte Garros, this magnificent saucer hat combines the 1930s’ penchant f...
Category

1930s Tunisian Vintage Boys Hats

VERY LARGE 1960'S ITALIAN SIGNED OIL - IMPRESSIONIST VENICE TRANQUIL CANAL SCENE
Located in Cirencester, Gloucestershire
Artist/ School: Italian School, mid 20th century, indistinctly signed. Title: The Tranquil Canal, Venice. Beautiful green/ teal moody tones to the colour palette. Medium: oil pa...
Category

Mid-20th Century Impressionist Vintage Boys Hats

Materials

Oil, Canvas

1950s Pink and Rose Velvet Ribbon Cocktail Hat
Located in San Francisco, CA
1950s pink and rose velvet ribbon cocktail hat. All of the velvet ribbon is hand-sewn onto a lace mesh base that is attached to a wired head band making this hat very flexible and si...
Category

1950s Vintage Boys Hats

1920s Vintage Hat - Sequinned Art Deco Cap + Lace Lining
Located in KENT, GB
Product Details: 1920s Vintage - Sequinned Art Deco Cap / Hat - Front Hat Beading / Lace Inner Lining Label: Unknown Materials: Lace / Sequins / Beading Size: Freesize Max Width: ...
Category

1920s American Vintage Boys Hats

Giraffe & Ten Gallon Hat, Original Painting
Located in San Francisco, CA

Artist Comments
Artist John McCabe paints three anthropomorphic animals and a man in a sizable ten-gallon hat. His concept revolves around the classic band photo shoot with a p...

Category

21st Century and Contemporary Pop Art Vintage Boys Hats

Materials

Acrylic

Vintage Japanese Formal Black Silk Kimono with Pheonix Embroidery
Located in Atlanta, GA
A vintage Japanese silk Kuro Tomesode Kimono, circa 1950s-1980s. Kuro Tomesode is a dress for married woman for the most formal occasions, equivalent of the evening gowns in the west...
Category

Mid-20th Century Japanese Showa Vintage Boys Hats

Materials

Silk

Antique Italian Impressionist Venice Trompe L'Oeil Flower Cityscape Oil Painting
Located in Buffalo, NY
Very well done and interesting vintage Italian impressionist painting. Oil on canvas. Framed. Signed.
Category

1940s Modern Vintage Boys Hats

Materials

Canvas, Oil

Antique Large Italian Impressionist Framed Venice Canal Signed Oil Painting
Located in Buffalo, NY
Antique American impressionist venice cityscape. Oil on canvas. Framed. Signed.
Category

1920s Impressionist Vintage Boys Hats

Materials

Oil, Canvas

Men’s William Lyons Black Fine Felt Bowler Hat – size 7 1/8, 1920s
Located in Tucson, AZ
A mainstay for both noblemen and commoners, the bowler was the chosen headwear of outlaws, bankers, Prime Ministers and vaudevillians because its low crown kept it from being knocked...
Category

1920s American Vintage Boys Hats

CITY LIGHTS Signed Lithograph, City Couple Portrait, Checkered Floor, Champagne
By Robin Morris
Located in Union City, NJ
CITY LIGHTS by the woman artist Robin Morris, is an original limited edition lithograph printed in 15 colors using hand lithography techniques on archival Arches paper, 100% acid fre...
Category

1980s Art Deco Vintage Boys Hats

Materials

Lithograph

Recent Sales

Art Case Piano Chinoiserie Style Hand Painted Masterpiece by Stroud
By Stroud Pianos
Located in Port Jefferson, NY
are typical and add to the effect of the dance. The flowery clothing and hat of the youth are fanciful
Category

1930s American Chinoiserie Vintage Boys Hats

The Cat in the Hat by Dr. Suess, First Edition, 1st Printing in Original DJ 1957
Located in Colorado Springs, CO
SEUSS, Dr. The Cat in the Hat. New York: Random House, (1957). Octavo, original pictorial paper
Category

1950s Vintage Boys Hats

Reproduction of Chadding on Mount’s Bay Oil Canvas by Alexander Stanhope Forbes
Located in Guaynabo, PR
all dressed in colorful sport clothes and all of them except one are wearing hats to protect
Category

20th Century Unknown Other Vintage Boys Hats

Materials

Canvas

Goldscheider Vienna Group Three Children Walking by Germaine Bouret, 1935
By Goldscheider Manufactory of Vienna
Located in Vienna, AT
in lockstep. The boys wear long trousers and high, pointed hats with wide brims, the blond, curly
Category

1930s Austrian Art Deco Vintage Boys Hats

Materials

Ceramic

Jean Paul Gaultier Classique AW1997 Checked Overcoat
By Jean Paul Gaultier
Located in Beverly Hills, CA
. He had his models leering in top hats and mohair riding suits, mugging at the crowd and pointing
Category

1990s Vintage Boys Hats

Vintage Run DMC Photograph (1980s Hip Hop)
Located in NEW YORK, NY
rap's initial strides on the airwaves, it was Run-D.M.C. that introduced hats, gold chains, and untied
Category

1980s Pop Art Vintage Boys Hats

Materials

Silver Gelatin

Encaustic Wax Layered 1996 Floating Jacket by Tony Hernandez
By Tony Hernandez
Located in Atlanta, GA
evident melancholy throughout the body of work, such as the boy in the dunce hat, reaching for his shadow
Category

1990s Abstract Vintage Boys Hats

Materials

Encaustic

WAITING FOR THE BOYS Signed Lithograph, Women Wide Brim Hats, Art Deco Staircase
By Robin Morris
Located in Union City, NJ
WAITING FOR THE BOYS by the woman artist Robin Morris, is an original limited edition lithograph
Category

1980s Art Deco Vintage Boys Hats

Materials

Lithograph

Vintage 18K Gold Diamond Emerald Sapphire Textured Detail 3D Boy Walking Brooch
Located in Montclair, NJ
sapphires and the boys shirt and hat are adorned with fine diamonds in which show remarkable brilliance
Category

1980s Unknown Vintage Boys Hats

Materials

Diamond, Emerald, Sapphire, 18k Gold, Yellow Gold

' Santa Maria Smoke ' 1981 Limited Edition Archival Pigment Print
By Alain Le Garsmeur
Located in London, GB
photo Bio for more details. 1980s 1980 80 USA smoking smoke lads men boys males community cigarette
Category

1980s Modern Vintage Boys Hats

Materials

Archival Pigment

Kennedy, Family Sailing Nantucket Sound, Boat in Distance, 1959
By Mark Shaw
Located in New York, NY
. There are three boys and Caroline. One boy raises his hand and JFK smiles and reaches for him. Jackie
Category

1950s Modern Vintage Boys Hats

Materials

Giclée

Original Run DMC Photograph (1980s)
Located in NEW YORK, NY
rap's initial strides on the airwaves, it was Run-D.M.C. that introduced hats, gold chains, and untied
Category

1980s Pop Art Vintage Boys Hats

Materials

Silver Gelatin

Vintage Run DMC Photograph (1980s Hip Hop photography)
Located in NEW YORK, NY
, made rap's initial strides on the airwaves, it was Run-D.M.C. that introduced hats, gold chains, and
Category

1980s Pop Art Vintage Boys Hats

Materials

Silver Gelatin

Fauvist Oil Painting French Beach Scene, Shore, Beryl Goss Post Impressionist
Located in Surfside, FL
Beryl Goss (American, 20th century). Colorful figural abstract depicting two hatted women sitting
Category

Mid-20th Century Post-Impressionist Vintage Boys Hats

Materials

Oil

9 Lead & Pewter Military Figurines Toy Soldier Officer Stadden Greenwood Ball 3"
Located in Dayton, OH
era British red coat with a musket on his shoulder and a tricorn hat / post WWII soldier holding a map
Category

Mid-20th Century American Classical Vintage Boys Hats

Materials

Pewter

Vintage 1980s Pancho Villa, Texas Artist Large Format C-Print Color Photograph
By Bob Wade
Located in Surfside, FL
Mexican revolutionaries, a cowboy band, Texas boys and their guns, Yaquis, and his most well known, the 10
Category

1980s American Modern Vintage Boys Hats

Materials

Photographic Paper, C Print, Color

DR. SEUSS - The Cat in the Hat
By Dr. Seuss (Theodore Geisel)
Located in New York, NY
was quite different from the typical primer in which spotlessly clean boys and girls talk and act with
Category

1950s American Vintage Boys Hats

Boys in the Band, French Provencal Coloured Drawing of a 'Mariachi' Musical Band
Located in Cotignac, FR
are all wearing straw 'boater' hats and striped blazers. In the background is the terrace of a café
Category

Late 20th Century Expressionist Vintage Boys Hats

Materials

Paper, Chalk, Crayon, Oil Pastel, Pastel, Wax Crayon

Glass Boy's Head 1980 Mannequin, Store Display
Located in Achterveld, NL
Unique vintage 1980s Postmodern glass boys head, mannequin, store display hat, headphone holder
Category

Late 20th Century European Post-Modern Vintage Boys Hats

Materials

Glass

Glass Boy's Head 1980 Mannequin, Store Display
Located in Achterveld, NL
Unique vintage 1980s Postmodern glass boys head, mannequin, store display hat, headphone holder
Category

Late 20th Century European Post-Modern Vintage Boys Hats

Materials

Glass

Paula Prentiss in Hat Vintage Original Photograph
Located in Las Vegas, NV
This black and white portrait features Paula Prentiss smiling in a hat. Paula Prentiss is an
Category

1970s Vintage Boys Hats

Materials

Silver Gelatin

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

Vintage Boys Hats For Sale on 1stDibs

On 1stDibs, there are several options of vintage boys hats available for sale. A selection of these works in the modern, abstract and Impressionist styles can be found today in our inventory. These items have been produced for many years, with earlier versions available from the 20th Century and newer variations made as recently as the 20th Century. If you’re looking to add vintage boys hats that pop against an otherwise neutral space in your home, the works available on 1stDibs include that feature elements of gray, black, beige, brown and more. Mark Shaw, Alain Le Garsmeur, George Tice, Gustavo Montoya and Robin Morris took a thoughtful approach to this subject that are worth considering. Each of these unique pieces was handmade with extraordinary care, with artists most often working in digital print, giclée print and inkjet print.

How Much are Vintage Boys Hats?

Prices for art of this kind can differ depending upon size, time period and other attributes — vintage boys hats in our inventory begin at $225 and can go as high as $6,600, while the average can fetch as much as $1,050.