Derby Days

spring summer travel outfit steamline pink suitcase

Asos dress (old, shortened), Quay sunglasses, similar denim jacket
Steamline luggage trunk c/o, YSL bag (same color in smaller size), Dune sandals 

We’re home from a weekend in Louisville, KY and look forward to settling back into our routines! Poor Nick will be slower in doing so as it appears he caught a bug on the road. I loaded the fridge up with his favorite chicken pho, which usually helps. We have family and friends visiting in the coming weeks, so I hope to finally finish my “Boston favorites” post which I always get requests for!
kentucky derby fashion men womens outfit_extra petite

Lulus dress borrowed from my friend KhatuDune sandals
As seen on my Snapchat & Instagram, I was visiting on a Kentucky Derby press trip with Stella Artois Cidre. I’m not a big beer drinker to Nick’s disappointment, but will always enjoy a good apple cider which there was plenty of. I packed mostly older pieces which some of you may also have in your closet from years past. Both dresses above came in regular sizing and required quite a bit of alterations, including raising the shoulder straps and shortening the bottoms. The extra effort is worth it, though, for pieces you really love! A few ladies mentioned they’re searching for floral dresses, so I’ve linked alternative options below that are currently available: 

See the first floral midi dress on me, here (trying on size 0p)!


This was my first time visiting Louisville, even though I had spent some time living in Cincinnati not far away. It was interesting that many locals had a friendly Southern drawl and restaurants served Southern fare aplenty, whereas I don’t recall that in Ohio! Our group got see a bit of the city via a traditional steamboat down the river and a carriage through downtown, plus ventured out to a local apple orchard.

cinderella pumpkin horse drawn carriage ride louisville

These were two of our favorite food stops, both of which were abuzz with locals:

louisville kentucky royals hot fried chicken

Royals Hot Chicken – loved the sides like broccoli salad, cucumber salad, and cheesy grits


louisville kentucky where to eat seafood lady crab

Seafood Lady everything combo + crab fries


This was also my first time at the Kentucky Derby, which was an entirely different experience from Saratoga by my parents’ home. I felt overdressed at the latter, and in contrast, not dressed up enough at Churchill Downs! There, it seemed standout fashion and hats for both ladies and gents were of similar importance to the actual racing. There were bright colors and pastels galore, but I have to say my favorites were the feminine white and metallic looks (pics taken from Snapchat):
kentucky derby womens fashion hats white dresses fascinators

This structural yet flattering white dress below was a stunner in-person!

kentucky derby style elegant dress hat
I managed to pack for both recent trips with just carry-on luggage, while Nick was the one toting a checked bag (he insists his clothes & shoes are just “bigger” ; ) I started a post on packing light with mix-and-match pieces, based on what worked well for me!steamline luggage pink trunk packing
My vintage-inspired trunk collection grows with this Steamline suitcase. There is so much attention to detail on it, including a matching striped divider (not pictured) that functions as a hanging organizer for toiletries or small items.
asos tulip floral dress quay sunglasses steamline trunk
I knew there’d be walking galore this weekend so left all high heels at home. Low and mid heels are some of my favorites for prolonged wear, and don’t have to be boring nor matronly! This pair with jewels are a compliment magnet from strangers of all ages. Mine are old but the same British brand, Dune, makes embellished sandals again this year like this very similar p
air
 or this nearly flat pair. Please note their smallest size is a 36 which I feel fits like a US 6, not a US 5 like some websites convert it to.asos tulip dress dune sandals steamline pink luggage

When you purchase through the links on this blog, I may earn a commission. Thank you for your support!

When you purchase through the links on this blog, I may earn a commission. Thank you for your support!

For Daily Posts

Loading comments...

Get the newsletter!

What updates would you like?