Keeping an Eye Out for the Best Kentucky Derby Hats, Masks, and Fashion

The Kentucky Derby is a horse racing event that is held annually in the US. This event is usually celebrated on the first Saturday of May at the Churchill Down in Louisville, Kentucky. It is one of the biggest, and most prestigious, events in Kentucky where it is attended by celebrities, politicians, and other VIPs. It is known as “The Fastest Two Minutes in Sports” because of its duration, but has been attended to by enthusiasts for more than a century.

More than the sport itself, the Kentucky derby is a well-known fashion event. It is the time when people put on their sunday best. Dubbed as #MyDerbyFashion, people really do have fun and enjoy dressing up during this event. Attendees sport the most flamboyant of hats, flowy summer dresses, and incredible suits.

For those who know, the #DerbyFashion is never complete without a hat, similar to a British Royal fascinator but somehow more elaborate. There are no rules on how creative the hat should be, so attendees usually go all out. Wearing a hat to the derby can serve the person good luck, many of the enthusiasts believe. An equally impressive facemask is what will complete the best derby outfit. This is especially true now that the world is in a pandemic.

Celebrities are expected to wear awesome outfits for the Derby. But ordinary people also put in their share of #MyDerbyFashion:

Matching facemasks and hats

Derby Day!! #kyderby #MyDerbyFashion pic.twitter.com/hUdkNuYpFx

— Mandi Burleson (@mandimburleson) May 1, 2021

Southern floral patterns for #MyDerbyFashion

Derby Day!! #kyderby #MyDerbyFashion pic.twitter.com/hUdkNuYpFx

— Mandi Burleson (@mandimburleson) May 1, 2021

Cutest hat with the cutest dress

My first ever @KentuckyDerby @ChurchillDowns #MyDerbyFashion pic.twitter.com/tvB6Rs9DtQ

— Rachel McLaughlin (@RacingRachelM) May 1, 2021

Wide-brim hats are Derby fashion go-tos

Kentucky Oaks #MyDerbyFashion pic.twitter.com/VGXiv130jE

— Jennifer Boatwright (@Jennyfrmbloc208) April 30, 2021

No limit to suits either

Mimosas and a Mint Julep bow tie: it’s Derby day!#MyDerbyFashion pic.twitter.com/MF3BwAr8qr

— Dominic Gialdini (@DominicGialdini) May 1, 2021

Mary Poppins Style but even better

#MyDerbyFashion always Derby ready- Mark harris pic.twitter.com/5ZNU0mUihb

— kings of swag on A&E (@kingsofswagonAE) May 1, 2021

All the shades of quirky blue

Time for the Derby!#MyDerbyFashion pic.twitter.com/570DsJzObW

— John Cory (@jcoryva) May 1, 2021

No body else could top that hat

Happy Oaks Y’all!! ???????? #MyDerbyFashion #KyDerby #KyOaks @KentuckyDerby @Longines pic.twitter.com/dxLqHPv9MQ

— Nicole Finch (@Finchy_Baby) April 30, 2021

Even the furbabies have to join in!

@KentuckyDerby #MyDerbyFashion @Longines
Hamilton in his Top Hat and Maddie in Flowers n Tooled ???????????????? pic.twitter.com/Zg80O6jdCu

— Dewbop (@dewbop63) May 1, 2021

A single theme for the entire family, love it!

Derby Day! #MyDerbyFashion pic.twitter.com/bEbdKdaQ6u

— ????️Matt Weber????️ (@goclones99) May 1, 2021

So, do you have plans on what you should wear for the Kentucky Derby next year?