With the Road to Kentucky races coming soon, you know that it is Kentucky Derby season. Last year’s 150th anniversary of the Kentucky Deby was a blast, and this year we will continue with the same tempo.
This means that we have to prepare for the Most Exciting Two Minutes of Sports in May. Although it is a few months away, time flies, and if you’ve attended the Kentucky Derby, you’d know that these preparations really matter.
Why? Well, we are not talking about any regular sporting event where you can turn out in your everyday shirt. Instead, we are talking about a prestigious horse race where fashion takes center stage.
If you are new to the Derby, let me tell you, fashion should be your main concern. Forget about the horses, yes, they are important, but it is more important for you to dress up nicely just to avoid some uncomfortable looks and points from people.
Plus, looking like a million dollars can definitely enhance your mood and make the entire experience better. Somehow, it even affects your horse betting strategy. When you are in that suit and looking crisp while browsing the live horse betting with TwinSpires, somehow you feel more confident.
But this shouldn’t scare you, even if you are not that into fashion. Following some simple rules will make you look like a million dollars, even if you spent most of your money on the ticket.
So, what is important when crafting your outfit for the Kentucky Derby?
Why Does Fashion Matter at the Kentucky Derby?
So, why fashion is such a big deal at a horse racing event? Well, horse racing has always been about fashion, prestige, and the elite. It is considered a prestigious sport, and the fashion statement has been like a tradition, not just for the Kentucky Derby, but many other big horse racing events around the world.
This is your chance to show your personal style, embrace some Southern traditions, and experiment with different things that you don’t wear every day.
But here is the thing, the Kentucky Derby has its rules when it comes to fashion. Yes, there might not be an official dress code, but this doesn’t mean that you can turn into your Crocs and Nirvana T-shirt.
Instead, you should choose a more appropriate style, like business casual. Let’s talk about what to wear at the Kentucky Derby.
What to Wear to the Kentucky Derby
For the Ladies: Dresses, Hats, and Everything in Between
Let’s start with the ladies because, let’s be honest, Derby fashion is often centered around women’s outfits.
Go bold, but not too bold. The Derby is the perfect time to wear that bright, floral dress you’ve been saving for a special occasion. Think pastels, bold prints, and vibrant colors. But avoid anything too revealing—this isn’t Coachella.
Remember, the length matters: Knee-length or midi dresses are ideal. Maxi dresses can work too but avoid anything too long that might drag on the ground (especially if it rains).
Also, go for light, breathable fabrics like cotton, linen, and chiffon are your best friends. It’s May in Kentucky, so it might be warm (or humid, or both).
Derby hats are legendary. The bigger, the better. Think wide brims, bold colors, and plenty of embellishments. Feathers, flowers, and ribbons are all fair game.
If a full-blown hat isn’t your thing, a fascinator (a smaller, decorative headpiece) is a great alternative. Just make sure it’s eye-catching enough to hold its own.
Your hat or fascinator should complement your dress, not clash with it. If your dress is busy, go for a simpler hat, and vice versa.
A pearl necklace, a clutch bag, and a pair of elegant heels are all you need. Avoid over-accessorizing—let your hat and dress do the talking.
You’ll be on your feet a lot, so choose shoes you can walk (and stand) in. Wedges or block heels are a great option if you’re worried about sinking into the grass.
For the Gentlemen: Suits, Seersucker, and Southern Charm
Gentlemen don’t think you’re off the hook. The Derby is your chance to channel your inner Southern gentleman.
If there’s ever a time to wear seersucker, it’s at the Kentucky Derby. This lightweight, striped fabric is a Derby staple.
When it comes to colors, think light gray, beige, or pastel shades. Avoid dark colors—they’ll make you sweat, and nobody wants that.
Make sure your suit fits well. Too tight, and you’ll look uncomfortable. Too loose, and you’ll look sloppy.
A crisp white or pastel shirt paired with a bold tie is a classic look. Don’t be afraid to experiment with patterns and colors.
If you’re feeling fancy, a bow tie can add a touch of Southern charm. Just make sure you know how to tie it properly.
Yes, men wear hats too. A fedora or Panama hat can take your outfit to the next level. Just make sure it’s not bigger than your date’s hat (that’s a cardinal sin).
When it comes to other accessories, a pocket square, a nice watch, and a pair of leather loafers are all you need.
Now that we’ve covered what to wear, let’s talk about what not to wear.
At the end of the day, the Kentucky Derby is about having fun. Don’t stress too much about getting everything perfect. The most important thing is to feel comfortable and confident in what you’re wearing.
So, whether you’re rocking a seersucker suit or a show-stopping hat, own it. And don’t forget to enjoy the mint juleps, the horses, and the company. After all, fashion is important, but it’s not everything.