Derby Day!

Annnnd we're off to the races! Our bucket list day at The Kentucky Derby... I'll never forget it!

What A DAY. I am so grateful to Vineyard Vines for inviting me down to Louisville for the Kentucky Derby as it was a definite bucket list day. I have wanted to go to the Derby for-absolute-EVER but this was my first time attending. Not surprisingly, it was so much fun! I originally had only planned on doing one post about the whole weekend but Demi’s photos (horses in the rain = magic) were so gorgeous that I decided to take my time here and split it into two posts. It was definitely an experience I will never forget and something I’d encourage you to do if you have the chance. I didn’t even end up betting on any horses… I just loved being there – drinking a mint julep, dressing up, and some truly epic people watching.

PS – my dress is on sale! I specifically chose it as I wanted something I could wear again.. it would be so perfect for summer parties. I wanted my look to be preppy but not tooooo preppy so I added crazy green sunglasses and my favorite emerald green sandals.

What I Wore: Vineyard Vines Dress (c/o) // Jenny Pfanenstiel Fascinator (c/o) // Candy Shop Vintage Earrings // Candy Shop Vintage Bracelet // Dolce & Gabbana Banana Leaf Sunglasses (pictured later, they’re old but Amazon seems to have them? Unclear if they’re real… I bought mine on eBay last summer) // Loeffler Randall Coco Slides (the best and love the new lower height version!)

photography by Demi Ward.

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Leave a Comment


  1. Charmaine Ng | Architecture & Lifestyle Blog says 5.16.18

    What a fun day, I loved how everyone dressed up so enthusiastically! You all look so fancy! 🙂

    Charmaine Ng | Architecture & Lifestyle Blog

    • grace at the stripe says 5.16.18

      Aw thanks Charmaine! xx

  2. Marty says 5.16.18

    Looks like so much fun! Beautiful photos. Glad you got to check it off your bucket list!

    • grace at the stripe says 5.16.18

      Thanks so much, Marty!

  3. Allie says 5.16.18

    I love the sunglasses! They really are the perfect finishing touch. I love events that turn the whole day into an experience and get everyone all dressed up.
    You look beautiful, xAllie

    • grace at the stripe says 5.16.18

      Thank you so much Allie!!! It was the most fun!

  4. erica says 5.16.18

    you should blow up & frame on of the horse shots – the rain and colors and light are amazing!

    • Cory says 5.16.18

      Agree 1000%. These are some of the most beautiful pics I have seen on a blog.

      • grace at the stripe says 5.16.18

        awwww I am going to send these comments to the photographer from the weekend – she is SO talented!!!! I felt the same – originally I didn’t want to stretch the trip out, so planned on doing only one post… but I loved the photos so much I had to break it up into two posts!

  5. Becca says 5.16.18

    Wow, the shot of the horses running by in the rain is an incredible picture!

    • grace at the stripe says 5.16.18

      Right? I thought so too – these photos are so dreamy.

  6. Natali says 5.16.18

    Wow, I have never experienced anything like this and it looks so interesting and very upscale!! You looked like a princess!!

    • grace at the stripe says 5.16.18

      It was such a great day! (And thanks – what a sweet thing to say!)

  7. Cory says 5.16.18

    These pictures are AMAZING!!! Looks like the best time ever.

    • grace at the stripe says 5.16.18

      It was SO much fun – seriously something I’ll never forget, and so happy to have photos like this!

  8. jenn says 5.16.18

    Stunning post! What an extraordinary weekend. I am in love with your Derby look- so chic!

    • grace at the stripe says 5.16.18

      thank you so much, Jenn! xx

  9. Ryann Carter says 5.16.18

    Oh my goodness! That looks like so much fun! So jealous. Love the photos! Thanks for sharing!


    • grace at the stripe says 5.16.18

      aw thanks Ryann! It was the best weekend!!!

  10. A Girl, A Style says 5.22.18

    SO fun – total bucket list adventure (I need to go to this one day, and you definitely need to come to the polo or Royal Ascot over here).

    P.S. Love the fascinator – you should probably just rock that for running errands around Brooklyn 😉

    Briony xx

    • grace at the stripe says 5.22.18

      it was the greatest!!! And YESSSS to polo or the ascot over there! xox
      miss you!