From over-the-top fascinators to chic tulle hats, shop the best headwear for Derby day.
It goes without saying, but no Kentucky Derby outfit is complete without a show-stopping topper. We're talking fun fascinators with feathers and flowers galore; over-the-top hats in vivid shades with wide rims and chic tulle; statement headbands with embellishments... the list can go on and on. Whether you're heading to Churchill Downs to take part in the horse race-watching festivities (our editors' highly recommend!) or hosting a party of your own at home, here are some of the best Kentucky Derby headpieces to wear on the first Saturday of May.
Rose Headpiece
KristineRosahats Giant Soft Pink Flower Fascinator Hat
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Romantic Topper
Jennifer Behr Allira Voilette Headband
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Bright and Airy
SAFERIN Organza Kentucky Derby Hat
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
Butterfly Embellished
FabHatters Custom Butterfly Headpiece
Be the talk of the town with a custom fluttering headpiece inspired by Princess Beatrice's famous butterfly topper.
Big Bow
MillineryByAnna Jumbo Bow Sinamay Hat
Big Bow
MillineryByAnna Jumbo Bow Sinamay Hat
A bold bow is always a Derby "do."
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Neutral Hat
CoggMillinery White Navy Fascinator
Neutral Hat
CoggMillinery White Navy Fascinator
Neutral colors will let dramatic embellishments stand out.
Rose Headpiece
KristineRosahats Giant Soft Pink Flower Fascinator Hat
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?
Unique Fascinator
MaggieMowbrayHats Straw Headpiece for The Races
Unique Fascinator
MaggieMowbrayHats Straw Headpiece for The Races
If you're not a feathers and florals type, you can still make a statement with a unique shape.
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Cheery Yellow
RoseIvyDesignCo Elegant Sunny Yellow Fascinator
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
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
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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Romantic Topper
Jennifer Behr Allira Voilette Headband
Romantic Topper
Jennifer Behr Allira Voilette Headband
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.
Ladylike Headpiece
Starcrossedbeauty New Large Red Rose Flower Feather Teardrop Fascinator
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
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
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
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.
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.
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Statement Red
Phase Eight Bow Midi Disc Fascinator
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.
Fun Feathers
FancyGirlBoutiqueNYC Magenta Pink Kentucky Derby Hat Fascinator
Fun Feathers
FancyGirlBoutiqueNYC Magenta Pink Kentucky Derby Hat Fascinator
Take a page out of the British royal family's style book with a feathered fascinator.
Lauren Hubbard
Writer
Lauren Hubbard is a freelance writer and Town & Country contributor who covers beauty, shopping, entertainment, travel, home decor, wine, and co*cktails.
