Kentucky Derby Vintage Fashions, Derby Hats & Juleps

Hey there, fellow Derby enthusiasts! If you’re as excited as I am about the upcoming Kentucky Derby at Churchill Downs, you’re in for a real treat today. We’re diving into the world of vintage Derby fashions, Derby hats, collectibles, and novelty items that celebrate the magic of this iconic horse racing event. And of course, we can’t forget the classic Derby cocktail – the Mint Julep! So grab your wide-brimmed hat and let’s get started.

Vintage Fashions and Collectibles

The Kentucky Derby isn’t just about fast horses and placing bets; it’s a time to showcase some truly fabulous vintage-inspired fashions. Since its inception in 1875, the Derby has inspired generations of elegant attire, from wide-brimmed hats adorned with feathers and flowers to seersucker suits and pastel dresses.

Kentucky Derby Vintage Fashion and Derby Hats
Kentucky Derby Vintage Fashion and Derby Hats

If you want to bring a touch of vintage glamour to your Derby Day, search for timeless pieces like 1950s silhouettes that have nipped-in waists and flared skirts, adding antique brooches, and silk scarves to accessorize. Elevate your Derby dress with the perfect 1950s kitschy Kentucky Derby themed novelty purse (the one pictured is on my Poshmark closet) ┬ábecause the 50s were the heyday for themed bags that would act as souvenirs from travels and experiences. These classic accessories can elevate your outfit and make you feel like you’ve stepped back in time to Churchill Downs’ golden era.

As for collectibles, vintage Kentucky Derby memorabilia is highly sought after by racing enthusiasts and collectors alike. Some popular items include old racing programs, tickets, and julep glasses. For a unique and nostalgic touch, display these treasures in your home or office as a tribute to the rich history of this beloved event.

Novelty Collectibles

If you’re looking for something a little more whimsical, the Kentucky Derby offers a variety of novelty collectibles that are perfect for adding a dash of fun to your Derby day. From horse-shaped cookie cutters and Derby-themed playing cards to racehorse bobbleheads and commemorative pins, there’s something to suit every taste.

Kentucky Derby Mint Julep Glasses
Kentucky Derby Mint Julep Glasses

One of my favorite novelty items is the traditional mint julep glasses. These collectible glasses have been produced since 1938 and feature the names of past Derby winners, as well as unique illustrations of the race. Start your own collection or gift one to a fellow Derby fan to share in the excitement of this timeless tradition.

Mint Julep Recipe

Kentucky Derby Mint Juleps
Kentucky Derby Mint Juleps

Now, let’s talk about the quintessential Kentucky Derby drink – the Mint Julep! This refreshing cocktail has been the official drink of the Derby for nearly a century, and it’s the perfect way to toast your favorite horse. Here’s a simple recipe to help you make the perfect Mint Julep:


  • 2 1/2 oz bourbon
  • 6-8 fresh mint leaves
  • 1/2 oz simple syrup
  • Crushed ice
  • Mint sprig for garnish


  1. In a Julep cup or rocks glass, gently muddle the mint leaves with the simple syrup. Be careful not to over-muddle, as this can make the mint taste bitter.
  2. Fill the glass with crushed ice, and then pour the bourbon over the ice.
  3. Stir the drink until the glass becomes frosty on the outside.
  4. Top off with more crushed ice and garnish with a sprig of mint.

Sip and enjoy the refreshing taste of the Derby as you cheer on your favorite horse!

And there you have it, folks! Embrace the excitement of the Kentucky Derby with vintage fashions, collectibles, and a cool Mint Julep in hand. Here’s to a fabulous day at the races!