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Whimsical Hats

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1970's Sea Foam Green Whimsical Fashion Hat with Layered Ruffles
Located in San Francisco, CA
1970's Sea Foam Green Fashion Hat with Layered Ruffles and tie that creates a large bow. The
Category

1970s Hats

1950s Butter Yellow Breton Straw and Jersey Hat w Whimsical Cherry Garland
Located in Gresham, OR
1950s Butter Yellow Breton Straw and Jersey Hat w Whimsical Cherry Garland: Short-brimmed spring
Category

1950s American Hats

1980s Whimsical "Dot" Tilt-Style Straw Hat in Primary Red Blue and Yellow
Located in Gresham, OR
A wonderfully whimsical 1980s tilt-style straw hat by Stuart Jay consisting of a red pillbox hat
Category

1980s American Hats

Stephan Jones Cocktail Hat
By Stephen Jones
Located in Scottsdale, AZ
Be noticed with this whimsical and expertly crafted cocktail by Stephan Jones! He is at the
Category

21st Century and Contemporary English Hats

Stephan Jones Cocktail Hat
Stephan Jones Cocktail Hat
H 7 in W 7.5 in L 22.5 in
1950's Henry Morgan Beehive Hat
Located in Toronto, Ontario
Henry Morgan whimsical beehive style hat straw from the 1950's. The woven iridescent hat is
Category

1950s American Hats

1950s I. Magnin Copper Beaded Cocktail Hat
By I. Magnin
Located in San Francisco, CA
1950s I. Magnin cocktail hat adorned with copper hand-beading in a decorative abstract whimsical
Category

1950s Hats

1960s Mr. John Blue Feather Hat with Silver Net
By Mr. John
Located in San Francisco, CA
1960's Mr. John Blue feathered hat with silver mettalic netting and finished with a silver-colored
Category

1960s Hats

1950s Bes-Ben Ivory Feather & Pearl Medallion Cocktail Hat
By Bes-Ben
Located in Gresham, OR
A fabulous and rare 1950s Bes-Ben cream exotic feather and faux pearl medallion hat. Couture-style
Category

1950s American Hats

1940s Charmer - John Frederics Frisée Multicolor Fringed Straw Toy Hat
By John Frederics
Located in Gresham, OR
toy hat in a cone shape. A whimsical brimless shape by a legendary milliner. One size.
Category

1940s American Hats

1950s William Silverman Sequin Encrusted Black Peaked Hat With Veil
Located in Gresham, OR
A whimsical 1950s William Silverman peaked and molded cap with a small front bill is completely
Category

1950s American Hats

Bes Ben Chicago Rare Surrealistic Clock Dial Avant Garde Designer Hat c 1950s
By Bes-Ben
Located in University City, MO
Bes Ben Chicago Rare surrealistic clock dial themed designer hat c 1950s The whimsical avant-garde
Category

1950s American Hats

Margie Webb of California Novelty Straw Hat With Watermelon Motif, 1960's
Located in Atlanta, GA
1960's novelty straw hat by Margie Webb Designs, California Accessories. The fleshtone pink straw
Category

1960s Italian Hats

A Surrealist Hat by Isabelle Canovas in red felt and gilt bronze Circa 1980
By Isabel Canovas
Located in Toulon, FR
Circa 1980 France A stunning scarlet wool felt Hat Capeline with Surrealist inspiration by French
Category

1980s French Hats

Maison Michel Autumn/Winter Chartreuse Wool Felt Wide Brim Fedora w Brocade Band
By Maison Michel
Located in Gresham, OR
Spray: Turned up 19" brim with a textured brocade ribbon band and a whimsical felt leaf flourish at
Category

21st Century and Contemporary French Hats

Couture 1927-1933 ElsaSchiaparelliSigned Paris FurFeltSilk Grey AntiqueClocheHat
By Elsa Schiaparelli
Located in Chicago, IL
While sleek cloche hats were the rage in Art-Deco "flapper" fashion, this antique fur felt hat was
Category

1920s French Hats

1960s Christian Dior Bone Felt Fedora w/ Colorful Grosgrain Ribbon Patches
By Marc Bohan, Christian Dior
Located in Gresham, OR
A charming and whimsical 1960s Christian Dior wool felt fedora in bone with multicolor grosgrain
Category

1960s French Hats

Wood Carved Folk Art Deer 20th Century German Black Forest Hat Coat Rack, 1930s
Located in Nuernberg, DE
A beautiful whimsical 20th century German Black Forest carved head hat or coat rack with a small
Category

Vintage 1930s German Folk Art Hat Racks and Stands

Materials

Wood

TIFFANY & CO., 18K Yellow Gold, Ruby and Diamond Brooch
By Tiffany & Co.
Located in New York, NY
, whimsical hat design is masterfully crafted in a rich golden woven design, and delicately adorned with
Category

Antique 17th Century American Brooches

Materials

Diamond, Ruby, 18k Gold

Italian Mid-Century Picturepastel and Watercolor Drawing in Wooden Frame, 1954
Located in MIlano, IT
and watercolor drawing on paper, representing a person wrapped in a large blue dress with a whimsical
Category

Vintage 1950s Italian Mid-Century Modern Drawings

Materials

Wood, Paper

Bold Whimsical "Blooming Floral Garden Of Sun Hats" Silk Scarf
Located in New York, NY
This bold and whimsical "Blooming Floral Garden of Sun Hats" has eye-popping vivid colors of
Category

1980s Italian Scarves

Whimsical Pair of Fish-Shaped Hats, Theatrical or Parade use CA 1920-40
Located in York County, PA
This fun pair of folk art fish-hats, made ca 1920, are carefully constructed of wire, fabric, and
Category

Mid-20th Century American Toys

Materials

Paper

The Magicians Hat
By Cig Harvey
Located in Sante Fe, NM
whimsical style, GARDENING AT NIGHT is an emotional yet ultimately joyous expression of the human condition.
Category

21st Century and Contemporary Contemporary Color Photography

Materials

C Print

purple hat, social observation, portrait of woman with red hat,
By Stephen Basso
Located in Brooklyn, NY
thought provoking fantasies. His whimsical works are alive with boundless imagination, wry wit and
Category

2010s Outsider Art Portrait Paintings

Materials

Canvas, Oil

Bat in the Hat
By Linda Ridd Herzog
Located in Napa, CA
whimsical-yet-realistic scenes that are so beloved today. Along with the undeniable skill and technique
Category

2010s Surrealist Animal Paintings

Materials

Canvas, Oil

Bat in the Hat
H 36 in W 24 in D 1 in
Vintage Etched Glass Whimsical Man Decanter Bottle Barware
Located in North Miami, FL
This all dressed up whimsical vintage glass man is ready to pour your liquor or water from the
Category

Vintage 1970s American Modern Barware

Materials

Glass

Whimsical Woman with Colorfully Fanciful Outfit Blue Eyeglasses
By Mitchell Funk
Located in Miami, FL
outrageous look. Piercing blue circular eyeglasses and a handmade pointy hat reminiscent of 19th-century
Category

2010s Contemporary Portrait Photography

Materials

Archival Ink, Archival Paper, Archival Pigment

Whimsical Hand-Painted Ceramic Plate by Baratti Pesaro, 1970s
Located in Brescia , Brescia
, crafted in the 1970s. Bursting with vibrant colors and whimsical imagery, this plate is sure to bring joy
Category

Vintage 1970s Italian Mid-Century Modern Decorative Dishes and Vide-Poche

Materials

Ceramic

Silver Plated Top Hat Wine Coaster
Located in Los Angeles, CA
A wonderful whimsical and celebratory Silver PlatedTop Hat Wine or Champagne Coaster. Unique and
Category

20th Century Mid-Century Modern Barware

Materials

Silver Plate

1970s Magritte Style Bowler Hat Sculpture
Located in West Palm Beach, FL
1970s Magritte style bowler hat sculpture, Whimsical, lacquered plaster model of a iconic
Category

20th Century Modern Figurative Sculptures

Materials

Plaster

Set of Four Continental 18th Century Collection of Whimsical Paintings
Located in West Palm Beach, FL
A Continental 18th century whimsical collection of charming paintings depicting Ladies of the 18th
Category

Antique 18th Century Unknown Paintings

Materials

Canvas, Giltwood

Tin toleware birdhouse shaped as a Childs hat
Located in Ferndale, MI
Whimsical birdhouse formed in the shape of a Childs hat . Tin toleware soldered together .
Category

Mid-20th Century American Adirondack Figurative Sculptures

Materials

Tin

Maitland Smith Leather Covered Hat-Form Box
By Maitland Smith
Located in West Palm Beach, FL
This stylish, whimsical and chic storage box dates to the 1980s and was created by Maitland Smith
Category

Late 20th Century Philippine Romantic Decorative Boxes

Materials

Leather, Wood

Park, "Dream Ride", 40x40 Whimsical Tricycle Girl Oil Painting on Canvas
Located in Saratoga Springs, NY
striped dress straw hat with a blue ribbon. Park's signature pink underpainting can be seen through the
Category

2010s Impressionist Abstract Paintings

Materials

Canvas, Oil

Mexican Terracotta Articulated Doll Figure Wearing a Military Hat
Located in Stamford, CT
absolutely charming. The military hat gives it a whimsical appearance, and yet the face is quite serious
Category

Early 20th Century Mexican Folk Art Sculptures and Carvings

Materials

Terracotta

Pair of Chinese Elm Yoke Back Officials Hat Chairs
Located in Rio Vista, CA
Highly carved pair of Chinese elm yoke back officials hat chairs. Featuring a decorative back splat
Category

20th Century Chinese Chinese Export Furniture

Materials

Elm

Terracotta Articulated Doll Santos Figure Wearing a Bowler Hat
Located in Stamford, CT
absolutely charming. The bowler hat gives it a whimsical appearance, and yet the face is quite serious. The
Category

Early 20th Century Mexican Folk Art Figurative Sculptures

Materials

Ceramic, Clay, Terracotta

Michael Kanners Rabbit Out of the Hat Dress Set
By Michael Kanners
Located in Bal Harbour, FL
studs in the form of top hats compete this elegant dress set. Described by Departures Magazine as
Category

2010s German Cufflinks

Materials

Onyx, 18k Gold

Italian Six-Light Chandelier with Monkey Wearing a Bicorn Hat
Located in Dallas, TX
Whimsical six-light chandelier featuring a monkey wearing a 19th century bicorn hat and uniform
Category

20th Century Italian Chandeliers and Pendants

Materials

Wood

Crown Jewels, colorful, figurative, outsider, narrative, three women, hats
By Stephen Basso
Located in Brooklyn, NY
provoking fantasies. His whimsical works are alive with boundless imagination, wry wit and fearless color
Category

2010s Outsider Art Portrait Paintings

Materials

Canvas, Oil

Buccellati Sterling Vintage Figural Figure of Flute Players Wearing Floppy Hat
By Buccellati
Located in New York, NY
flute players are depicted in a playful and whimsical manner, with their floppy hats and intricate
Category

Mid-20th Century Italian Arts and Crafts Figurines and Sculptures

Materials

Silver, Sterling Silver

Poul Henningsen, Pair of PH Hat Wall Lamp, Louis Poulsen, 1961
By Louis Poulsen, Poul Henningsen
Located in Lisboa, Lisboa
The Poul Henningsen Hat Wall Lamp, created by the esteemed Danish designer Poul Henningsen and
Category

Vintage 1960s Danish Mid-Century Modern Wall Lights and Sconces

Materials

Metal

Man Wearing Top Hat Bronze Tabletop Statuette with Gold and Verdigris Patina
Located in Yonkers, NY
A bronze tabletop statuette depicting a Man with Top Hat. Behold a captivating bronze tabletop
Category

Late 20th Century Figurative Sculptures

Materials

Bronze

Silvered Bronze Toothpick Holder of Dressed Monkey with Umbrella and Top-Hat
Located in North Miami, FL
Silvered bronze toothpick holder of dressed monkey with umbrella and top-hat By: unknown Material
Category

Antique Late 19th Century British Victorian Barware

Materials

Metal, Copper, Silver, Bronze

"Cat in the Hat" - Original Pop Street Art by Gary John
By Gary John
Located in Los Angeles, CA
stability of a home. His street artworks have a whimsical yet exciting and bold quality, inspired by
Category

21st Century and Contemporary Pop Art Mixed Media

Materials

Paper, Mixed Media, Acrylic, Graphite

"Elegant Still Life of Two Blue and White Hats with Red Flower"
By Olga Antonova
Located in Wellesley, MA
"Elegant Still Life of Two Blue and White Hats with Red Flower" Olga Antonova’s subject is
Category

2010s Realist Still-life Paintings

Materials

Oil

Dancing Animal Critters on a Top Hat, Bear, Frog, Owl, Crane Bird, Bee, Snail
By Alice and Martin Provensen
Located in Miami, FL
Enter the whimsical world of famed children's book illustrators husband and wife team Alice and
Category

1980s American Modern Animal Drawings and Watercolors

Materials

Gouache

Antique Cast Brass Maltese Dolphin Fish or Asian Koi Wall Bracket Coat Hat Hook
By Maison Jansen
Located in North Hollywood, CA
Antique Classic cast bronze koi dolphin fish wall bracket or coat hook. Cast brass hat or coat
Category

Antique Late 19th Century French Neoclassical Wall Brackets

Materials

Brass, Bronze

Heidi Daus Signed Glamour Puss Cat with Broom & Hat Crystal Encrusted Pin Brooch
By Heidi Daus
Located in Houston, TX
Pucker up! The perfect cat may not exist, but the perfect jewelry does. This whimsical cat with
Category

21st Century and Contemporary Asian Modern Brooches

Hat in the Ring, Fashion themed pastel on archival paper with shoes, mirror
By Stephen Basso
Located in Brooklyn, NY
thought provoking fantasies. His whimsical works are alive with boundless imagination, wry wit and
Category

2010s American Modern Figurative Drawings and Watercolors

Materials

Pastel, Archival Paper

Art Deco Silver Plate Novelty Biscuit Box in the Form of a Victorian Top Hat Box
Located in Nantucket, MA
Whimsical Art Deco silver plate biscuit box in the form of a Victorian leather top hat box, of
Category

Early 20th Century English Art Deco Sheffield and Silverplate

Materials

Silver Plate

Lunch at the Ritz Party Time Earrings
By Lunch at the Ritz
Located in Los Angeles, CA
whimsical party hat, clock, and martini glass charms for a playful touch. Perfect for adding a touch of
Category

21st Century and Contemporary Dangle Earrings

French Vintage Iron Hall Tree
Located in Baton Rouge, LA
This vintage hall tree has whimsical features making for a stylish and functional coat rack. You’ll
Category

20th Century French Other Coat Racks and Stands

Materials

Iron

French Vintage Iron Hall Tree
French Vintage Iron Hall Tree
H 74.5 in W 24.5 in D 10.5 in
Gabriele Parente Bronze Bust
By Gabriel Parente
Located in New York, NY
Beautiful Italian Bronze bust of a lady in a hat. Signed by sculptor Gabriele Parente (see photo
Category

Antique Late 19th Century Italian Rococo Busts

Materials

Bronze

Gabriele Parente Bronze Bust
Gabriele Parente Bronze Bust
H 29 in W 22 in D 18 in
Table Lamp Théros 0.1 M Size by Aristotelis Barakos, Made Out of White Marble
By Studio Aristotelis Barakos
Located in Athens, GR
head an opaque glass sphere, and the lampshade is a handmade straw hat. The hat whimsically rests on
Category

2010s Greek Minimalist Table Lamps

Materials

Marble

Table Lamp Théros 0.3 by Aristotelis Barakos, Made Out of White Marble
By Studio Aristotelis Barakos
Located in Athens, GR
handmade straw hat. The hat whimsically rests on the glass sphere and can move freely to any direction in
Category

2010s Greek Minimalist Table Lamps

Materials

Marble

Surrealist Mixed Media Portrait, "'Prince' The Guide" by Christopher Polentz
Located in San Diego, CA
festivities, the Prince was presented with a whimsical birthday hat, decorated with vibrant colors and playful
Category

2010s Surrealist Mixed Media

Materials

Acrylic, Graphite

Snowman in a fairy forest
Located in Zofingen, AG
In this oil painting, I've captured a whimsical snowman, the embodiment of winter joy. The
Category

2010s Expressionist Landscape Paintings

Materials

Oil, Canvas

Snowman in a fairy forest
Snowman in a fairy forest
H 9.85 in W 11.82 in D 0.79 in
Table Lamp Théros 0.1 S by Aristotelis Barakos, Made Out of White Marble
By Studio Aristotelis Barakos
Located in Athens, GR
head an opaque glass sphere, and the lampshade is a handmade straw hat. The hat whimsically rests on
Category

2010s Greek Minimalist Table Lamps

Materials

Marble

Table Lamp Théros 0.1 L by Aristotelis Barakos, Made Out of White Marble
By Studio Aristotelis Barakos
Located in Athens, GR
head an opaque glass sphere, and the lampshade is a handmade straw hat. The hat whimsically rests on
Category

2010s Greek Minimalist Table Lamps

Materials

Marble

Porcelain Bust of a Bird Gondolier
Located in Palm Beach, FL
Whimsical Italian porcelain bust of a Crow or bird decked out in the Classic Venetian boatman's
Category

Mid-20th Century Modern Sculptures

Materials

Porcelain

Porcelain Bust of a Bird Gondolier
Porcelain Bust of a Bird Gondolier
H 20.5 in W 10.5 in D 8.5 in
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Whimsical Hats For Sale on 1stDibs

There is a broad range of whimsical hats for sale on 1stDibs. Many people prefer Brown whimsical hats, but fashion is all about individuality — you can find Beige, Black and more options on these pages. Finding the perfect accessories for you may mean sifting through those that were made during different time periods — popular versions of these were made as early as the 20th Century and a newer one, made as recently as the 20th Century, can also be found on the site. Whimsical hats designed by Adolfo, Jack McConnell and Kenneth Jay Lane — each of whom created beautiful versions of these treasured items — are worth considering. If you’re browsing our inventory for these accessories, you’ll find that many are available today for women, but there are still pieces to choose from for men and unisex.

How Much are Whimsical Hats?

The prices for whimsical hats start at $120 and top out at $885 with these items, on average, selling for $413.