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Bright and Airy
SAFERIN Organza Kentucky Derby Hat
Sheer layers keep things light even with a major hat moment.
Butterfly Embellished
FabHatters Custom Butterfly Headpiece
Credit: Courtesy FabHatters /Etsy
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Big Bow
MillineryByAnna Jumbo Bow Sinamay Hat
A bold bow is always a Derby "do."
Emma Powder Blue Fabric Bow Fascinator Headband
For a more minimalist, but still impressive, bow style, try a fascinator with an oversized version of the femme classic.
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Neutral Hat
CoggMillinery White Navy Fascinator
Neutral colors will let dramatic embellishments stand out.
Rose Headpiece
KristineRosahats Giant Soft Pink Flower Fascinator Hat
Why wear a hat decked in roses when you could wear a headpiece that's one giant rose?
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Kentucky Derby Women's Curl Fascinator
If you're not a feathers and florals type, you can still make a statement with a unique shape. This one just happens to be part of Vineyard Vines's annual collection as an official Derby partner, meaning it's truly tailor-made for Derby Day.
Cheery Yellow
RoseIvyDesignCo Elegant Sunny Yellow Fascinator
High-impact color is an absolute no-brainer for the Derby.
Over-the-Top Option
RubyBoseBridal Pink and Orange Bow Fascinator
There are moments in life that demand the subtle and understated. The Kentucky Derby is not one of those moments.
Floral Hat
JosieTuckerMillinery Purple Flower Fascinator Hat
Bring a spring-y touch to derby day with a fascinator packed with florals.
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For a girly twist on borrowed-from-the-boys style, opt for a classic straw boater hat with feminine touches.
It's "go big or go home" when it comes to Kentucky Derby style, and this butterfly-embellished topper fits that motto to a T.
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Ladylike Headpiece
Starcrossedbeauty New Large Red Rose Flower Feather Teardrop Fascinator
The winner of the Derby gets a garland of roses, so why not wear a headpiece that serves as one of your own?
Glamorous Hat
MillineryByAnna Light Blue Kentucky Derby Hat
Between the powder blue hue and the elegant feathers, this hat is sure to turn heads.
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Pearl Headband
Lele Sadoughi Ivory Pearl Headband
Go in an entirely different direction with a Middleton-esque headband, modernized with fun embellishment.
Straw Style
MilinerySupplyShop Exquisite Fascinator Derby Hat for Women with Golden Flower
A straw hat—such as this elegant option with feather details—is a classic look for the Derby.
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Pretty in Pink
Hobbs Josephine Fascinator
If there was every a time to give Barbie pink a go, it would be at the Kentucky Derby.
Statement Red
Phase Eight Bow Midi Disc Fascinator
This poppy red fascinator is anything but subtle... and that's the point! You'll stand out in the crowd when you top your look with this cheery head topper.
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Fun Feathers
FancyGirlBoutiqueNYC Magenta Pink Kentucky Derby Hat Fascinator

Lauren Hubbard is a freelance writer and Town & Country contributor who covers beauty, shopping, entertainment, travel, home decor, wine, and cocktails.
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