Kentucky Derby Style Guide: Dress to Impress in Derby Day Fashion

From Fabulous Fascinators to Fancy Dresses, Hereโs What to Wear to the Derby in Style
The Kentucky Derby isnโt just about horse racing โ itโs a full-on fashion event. If you’re lucky enough to be attending (or throwing a watch party at home), you’ll want to show up in a look that’s equal parts fancy and fun. This is the Kentucky Derby Style Guide: Dress to Impress in Derby Day Fashion!
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Whether youโre sipping a mint julep in the grandstand or throwing a themed party at home, getting dressed up for Derby Day is the funnest part of the day. Think bold, beautiful, and Southern belle-inspired with modern vibes.
Below, Iโm sharing everything you need to create the ultimate Kentucky Derby outfit, including links to fabulous dresses, fancy fascinators, cute handbags, great shoes, and show-stopping accessories. Ready to find the perfect outfit? Letโs get started!
Kentucky Derby Style Guide: Dress to Impress in Derby Day Fashion
1. The Star of the Show: A Gorgeous Fascinator or Hat
When dressing up for Derby day, the headpiece is a must. A dramatic fascinator or wide-brimmed hat sets the mood and makes your outfit feel Derby-ready in an instant.
Look for:
- Bold floral embellishments
- Feathers and netting
- Bright pastels or classic black and white
Tip: If your outfit is bold, opt for a more neutral fascinator. If your dress is simple, go big and bright with your headpiece!
2. Elegant Dresses That Wow
Now letโs talk about the centerpiece of your Derby Day look โ the dress. Whether you love a floral print, a tailored sheath, or a romantic ruffle, the Kentucky Derby is your chance to dress up and feel like royalty.
Look for:
- Midi or tea-length styles
- Feminine silhouettes
- Patterns like florals, polka dots, or pastels
- Breathable fabrics (hello, springtime weather!)
SHOP: The Fancy Pink Dress on Amazon
SHOP: Sexy Blue Dress By Karl Lagerfeld On Amazon
SHOP: Adrianna Papell at Dillards
Tip: Go for comfort and movement โ you’ll be walking, posing, and maybe even dancing the day away!
3. Dainty (or Dramatic!) Earrings
Next up: earrings! Whether you’re going for classic pearls, vintage glam, or colorful statement pieces, your earrings can tie the entire look together.
Try styles like:
- Drop earrings for some drama
- Studs if your hat is the focal point
- Floral or gemstone shapes for added charm
SHOP: My Derby earring pick: Pink Earrings
Tip: If your fascinator has lots of drama, keep earrings a bit more subtle to balance it all out.
4. A Fancy Little Handbag

While oversized totes are practical, Derby Day calls for something elegant and compact. Youโll want a stylish crossbody, mini clutch, or vintage-inspired handbag to carry your essentials.
Look for:
- Gold or pearl hardware
- Pastel or floral prints
- Structured shapes for a timeless look
Shop: Top selling Luxury clutch bags @Neiman Marcus
Shop: Top selling Budget clutch bags on Amazon!
Tip: Match your bag to your shoes or hat for a polished, coordinated look.
5. Chic (and Comfortable!) Shoes
Letโs be real โ youโll be on your feet a lot, so comfy shoes are key. Luckily, there are tons of stylish options that blend beauty and comfort.
Options to consider:
- Block heels
- Low wedges
- Pointed toe flats or slingbacks
Shop my top shoe pick: Steve Madden Gold Heel Sandals
Tip: Avoid stilettos unless youโll be seated most of the day โ they donโt mix well with grass!
Bonus Touch: Add Some Spring Glam


Want to really make your outfit pop? Add a few extra touches that speak to springtime elegance:
Ideas to elevate your look:
- A floral scarf tied around your bag handle
- A pastel manicure to match your dress
- Delicate layered bracelets or a pearl necklace
Shop: this finishing touch Real Pearl Necklace
Host a Derby Party in Style
Not attending the race? You can still bring the magic of the Derby to your own home! Host a themed brunch with friends and ask everyone to dress up โ fascinators included!
Decor tip: Add roses (the official flower of the Derby!), serve mint juleps, and offer a DIY photo booth with a hat bar.
Kentucky Derby Style Guide: Dress to Impress in Derby Day Fashion
Final Thoughts: Dress Like Youโre the Main Event
The Kentucky Derby is more than a horse race โ it’s a fantastic experience. And your outfit should reflect all the excitement, tradition, and southern charm of the day. Whether youโre keeping it classy or going bold, remember: confidence is your best accessory. Oh and most important -just have fun!
So pick a fancy dress, pop on your fascinator, and enjoy this fun fashion moment of the season. You deserve to feel fabulous all day!
Stay Fancy!
Thanks for reading, Kentucky Derby Style Guide: Dress to Impress in Derby Day Fashion. You may also enjoy how to create a fancy tea party.

