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What to Wear for the 2020 Kentucky Derby

What to Wear for the 2020 Kentucky Derby

The rescheduled Kentucky Derby is set to race on Saturday, September 5. No doubt, it will look significantly different this year. But that doesn’t mean that this beloved event can’t be properly celebrated! Whether you are one of the very lucky ones that will get to don your mask and attend the event in person, or if you just plan to attend a social gathering with family or friends to watch the race, Jenny Grubb is sharing some fabulous ideas for what to wear!

Each of the hats Jenny chose are from one of her favorite hat stores out of Louisville – The Hat Girls. An added bonus is that they will customize a mask for you to match your hat this year! And sidenote: if you are looking for some fun Derby themed masks (and honestly fun masks in general), check out E.F. Meeks!


Kentucky Derby Casual Jeans Look

If you are planning a super casual get together for the Derby, but still want to feel festive for the occasion, we love the idea of a graphic tee (“Talk Derby To Me”, how cute is that??), jeans, clogs, and YES a fascinator by The Hat Girls! For an added pop, how about these beautiful rose gold Mini Madelines by Mignonne Gavigan? 

Kentucky Derby Casual Jeans Look

Graphic Tee | Jeans | Fascinator | Earrings | Shoes

2020 Casual Kentucky Derby Look



Watch Party Romper Look

This pink ruched-sleeve romper is feminine and pretty. Pair it with some pretty gold strappy wedge sandals (even though it’s September, it will still be hot!), a beautiful hat, and classic pearl hoops for a dressier watch party.

What to Wear 2020 Kentucky Derby Party

Hat | Romper | Earrings | Wedge Sandals


What to Wear Kentucky Derby Watch Party with Friends


What to Wear to the Main Event

If you are attending the event, of course you will seize the opportunity to go ALL OUT! But hey, you know what, who says you can’t go all out at an in home party – especially this year!? Regardless, this floral dress is SO gorgeous. Pair it with some gold ankle strap sandals, a beaded cross body bag to carry your essentials, simple pearl earrings, and of course, a STUNNING hat!

2020 Derby Fashion What to Wear

Hat | Dress | Earrings | Bag | Sandals


What to Wear to the Main Event Kentucky Derby Fashion 2020

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