What a whirlwind this past weekend was! Mint juleps, feathers galore and of course, the rain. After photos on the red carpet, I never stayed in the same place for long. Having so many friends to find and visit amongst a crowd of 157,000+ is quite the task. You’d think that my feet would be ready to fall off, but I found the absolute holy grail of heels. More on that later!

Derby Day is the most anticipated event in all of Kentucky, if not the entire South. Outfits and headpieces are meticulously planned down to the last detail. Whether custom couture or handmade at home, the fashion is everything. While planning your look it is important to consider comfort. Coming and going from the track on Derby Day is no easy task so you can expect long hours, and potentially weather conditions that could become less than ideal. Planning is key. I knew that the weather would be warm this year so I chose a lightweight 100% cotton dress with gorgeous & dainty embroidered florals all over by Maggy London. It is called the Terra Midi dress and comes in plus, regular and petite sizes (one of the reasons that I ADORE the brand!). The cut is phenomenal and extremely flattering, not to mention comfortable! The neckline isn’t too low – even for bustier babes, and the color is soft and so Southern.

My headpiece was a custom made fascinator created for my dress by non other than the official hat designer of the Kentucky Derby Festival, that The Hat Girls! Their creations are impeccably constructed and gorgeous! Remember those holy grail shoes I was talking about earlier? They are probably the only 5″ heel that I’ve ever seen have a solid 5 star review online – and for good reason. They are the most shockingly comfortable high heel I’ve ever worn. The best part? They’re only $80. You’d better believe I bought 2 pairs!

I can’t wait to hear what you think of my entire look! Keep scrolling for more detail and to see more of our big Derby Day!

Dress | Maggy London Terra Midi Dress (Petite size here)

Shoes | Gianni Bini Pamona Sandals (SO shockingly comfy)

Earrings | Shelby Hoop Earrings

Fascinator | The Hat Girls

Bag | YSL Wallet on a Chain (Similar style here)


The beauty of these pieces is that they are summer essentials. Each piece is perfect for almost any event from date night to a wedding. Stock up! You’ll thank me later! 😉



Photos by Andrew Kung Photography

While this post was in partnership with Maggy London, the opinions expressed are my own.

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