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40 Derby-Worthy Hats

These Haute Couture Hats are Ideal for the 2014 Kentucky Derby

— April 24, 2014 — Top Lists
With the 2014 Kentucky Derby coming up in the first week of May, women and men alike are flocking to find the perfect hat to wear. After all, the Kentucky Derby is just as much a fashion event as it is a horse race.

Did you know that hats became a Kentucky Derby tradition because women were banned from holding up parasols during the races? Now, even in the year 2014, the Kentucky Derby is famous for the people sporting outlandish and eccentric headpieces. Months of planning the colors, materials and accessories goes into constructing these wearable works of art -- and the more attention-grabbing the piece, the better.

From floppy straw hats to sky-high facinators, check out these headpieces to find the most outrageous hat for the 2014 Kentucky Derby.
3.9
Score
Popularity
Activity
Freshness
39
Oversized Straw Hats
Oversized Straw Hats
These Lovely Designs by Dani Griffiths are Perfect for Strolling in the Sun
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38
Haute Hat Collections
Haute Hat Collections
The Brookes Boswell Spring/Summer 2014 Line is Full of Chic Caps
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37
Retro Mad Hatter Couture
Retro Mad Hatter Couture
The HATWOMAN Spring/Summer 2013 Campaign Revives Parisian Glamour
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36
Princess St. Patty's Day Apparel
Princess St. Patty's Day Apparel
Kate Middleton Wore Shamrock Green in Honor of March
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35
Royalty-Worthy Fascinators
Royalty-Worthy Fascinators
The Royal Family's Milliner is Set to Debut a Fascinator Collection
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34
Fur-Filled Fashion Photography
Fur-Filled Fashion Photography
This Fashion Series by Jose Herrera is Full of Fur Clothing
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33
Flamboyant Food Fascinators
Flamboyant Food Fascinators
Maor Zabar Created These Quirky British Headpieces
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32
Angular Origami Headwear
Angular Origami Headwear
Qi Hu's Origami Collection Alludes to Ancient Creatures Guarding a Gate
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31
Delicate Floral Accents
Delicate Floral Accents
These Handmade Japanese Flower Accessories are Meticulously Crafted
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30
Ethereal Asian-Inspired Ensembles
Ethereal Asian-Inspired Ensembles
The Ekaterina Kukhareva SS14 Collection is Pretty and Playful
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29
Iconic Mexican Actress Portrayals
Iconic Mexican Actress Portrayals
Cindy Crawford Stars in Marie Claire Mexico December 2013
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28
Candy Heart-Inspired Fascinators
Candy Heart-Inspired Fascinators
Amanda Joyner Creates Adorable Valentine's Day Headwear
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27
Witch-Inspired Fascinators
Witch-Inspired Fascinators
This Birdy Halloween Fascinator Channels the Wicked Witch of the West
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26
Funny Fascinator Confections
Funny Fascinator Confections
Royal Wedding Hat Cupcakes Serve up Sweet Memories
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25
Whimsically Sculptural Millineries
Whimsically Sculptural Millineries
The Himo Hatshop Produces Fun and Feminine Headwear
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24
Elaborately Embellished Self-Portraits
Elaborately Embellished Self-Portraits
Ryan Burke’s Self Portraits Have a Transformative Pow
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23
Monochromatic Mystic Editorials
Monochromatic Mystic Editorials
Roxana Enache Captures Ioana Timoce for LE MILE Issue 9
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22
Fierce French Lady Editorials
Fierce French Lady Editorials
The Harper's Bazaar Korea Modern Elegance Photoshoot is Parisian
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21
Flamboyant Floral Headpieces
Flamboyant Floral Headpieces
This Emerald Green Fascinator by Etsy User Arturo Rios is Opulent
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20
Regal Headwear
Regal Headwear
Queen of Hearts Fascinator Makes You Feel Like Royalty
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19
Fierce Frizzy Fros
Fierce Frizzy Fros
'Chic Summer' by Maurizio Fantini Shows Red & Green Match All Year Long
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18
Floppy Hat Pictorials
Floppy Hat Pictorials
‘The Holiday Lolita' Photo Shoot for Vogue Nippon
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17
Bold Bonnet Pictorials
Bold Bonnet Pictorials
'On the Head and Neck' Explores the Spirit of Berets and Bow-Ties
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16
Boldly Bare-Skinned Photoshoots
Boldly Bare-Skinned Photoshoots
The Vogue Brazil 'Em Boa Companhia' Editorial Stars Elsa Hosk
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15
Take-Out Box Fascinators
Take-Out Box Fascinators
The Chop Suey Palace Hat by Topsy Turvy Design is Delicious
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14
Butterfly Fascinators
Butterfly Fascinators
'Enchanted Forest Fairies' by Alexandra Zaharova & Ilya Plotnikov
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13
Edible Headwear
Edible Headwear
'Ein Haar in Der Suppe' by Luisa Schwarz Rojas Turns Hats & Fascinators into Meals
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12
Tattered Collage Editorials
Tattered Collage Editorials
The Paper Memories Beauty Story Highlights Bohemian Makeup Looks
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11
Fiery Femme Fatale Editorials
Fiery Femme Fatale Editorials
This 'Fatale' Vogue Paris Editorial is Red and Dramatic
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10
Target-Shaped Fascinators
Target-Shaped Fascinators
Matt Irwin Hits a Bulls-Eye for December Vogue Russia Jewelry Supplement
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9
Snow-Covered Crimson Photography
Snow-Covered Crimson Photography
This Elegant Winter Photography Fashion Series Features Silk Clot
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8
Haute Glamor Westerner Editorials
Haute Glamor Westerner Editorials
The Muse Magazine Saint Laurent Photoshoot is Country Yet Chic
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7
Dark Beetlejuice-Inspired Editorials
Dark Beetlejuice-Inspired Editorials
This Eerie Editorial Features Dark Hair and Fashion
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6
Cupcake Fascinators
Cupcake Fascinators
Tiffy Tart Party Hats Make You Look like Strawberry Shortcake
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5
60s-Inspired Pastel Couture
60s-Inspired Pastel Couture
Pink Tartan Spring 2013 Brings Back Crop Tops and High Waisted Skirts
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4
Delicate Feathered Headpieces
Delicate Feathered Headpieces
Carly Reynolds Designs Headdresses that are Unique and Intricate
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3
Sculptural Headwear
Sculptural Headwear
Outrageous Fascinators and Hats for Fashion Mavens with Moxie
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2
Eccentric Floral Headbands
Eccentric Floral Headbands
The Fumbilina Bespoke Floral Headbands are Fun and Whimsical
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1
Retro-Style Headpieces
Retro-Style Headpieces
Sizzling Hot Pin-Up Style Fascinators Make A Fashion Comeback
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