Written by Ben Chuang

The Kentucky Derby is not just about horse racing; it's a long-standing tradition of style, elegance, and Southern charm. Since the first event in 1875, it's the longest-running sports event in the United States.

Every year, spectators and racegoers from around the world flock to Churchill Downs in Louisville, Kentucky, donning their finest attire in celebration of "The Most Exciting Two Minutes in Sports."

Whether you're a seasoned attendee or a first-time visitor, understanding what to wear to the Kentucky Derby is essential.

This iconic event is not only a showcase of equine excellence but also a runway for men to exhibit their sartorial flair.

In this article, we'll guide you through the essential fashion dos and don'ts for the Kentucky Derby, helping you make a lasting impression and embrace the spirit of this renowned sports event with impeccable style.

Kentucky Derby Attire for Men: Suits

When it comes to choosing an outfit for the Kentucky Derby, it's important to consider the event's unique atmosphere, which is both traditional and festive. Here are some types of suits that men can wear to the Kentucky Derby:

Seersucker Suit:

Seersucker suits are a timeless choice for the Kentucky Derby. These suits are typically made from lightweight, puckered cotton fabric, which is not only comfortable in warm weather but also exudes classic Southern style. Seersucker suits often come in light blue, white, or traditional seersucker stripe patterns.

Linen Suit:

Linen suits are another excellent option for the Derby, especially if the weather is expected to be warm. They are breathable and lightweight, making them ideal for a springtime event when paired with a madras shirt. Light colors like beige, light gray, or pastel shades are popular choices for linen suits and pair well with the right bow tie.

Lightweight Wool Suit:

A lightweight wool suit can be a versatile choice, providing a bit more structure and formality compared to seersucker or linen. Look for wool suits designed for warm weather, as they are specifically crafted to keep you comfortable in higher temperatures.

Pastel or Light-Colored Suits:

In keeping with the Kentucky Derby's tradition of springtime elegance, opt for suits in pastel or light colors. Light blue, soft pink, mint green or lavender are all popular choices that reflect the season's vibrancy. If you'd rather wear something a bit more subdued, a khaki suit is also a great choice to keep you cool and comfortable at Kentucky Derby parties.

Mix and Match:

If you prefer a more relaxed look, consider the idea of mixing and matching a lightweight blazer or sport coat with white linen trousers instead of a full suit. (Or go for an all white party look if your group is coordinating.) This approach allows for more versatility and creativity in your outfit while still adhering to traditional style on Derby Day.

Tasteful Accessories:

Complement your outfit with colorful accessories like a vibrant necktie or bow tie. Don't forget a pocket square, which can add a touch of personality to your ensemble. And, of course, a stylish hat is a must. A Panama hat, cowboy hats, straw boater, or a classic fedora can complete your look on Derby Day. Learn more about hat sizes.

Remember, the Kentucky Derby is a fun time to showcase your sartorial style while embracing the event's traditions. Whichever outfit you choose, ensure that it's well-fitted and comfortable, as you'll be spending the day in a mix of formal and festive settings.

Best Shirts for Kentucky Derby Outfits

Choosing the right shirt to wear to the Kentucky Derby is crucial for achieving that perfect blend of sophistication and Southern charm. Here are some types of shirts that men can consider for this iconic event:

Crisp Dress Shirt:

A classic dress shirt is the foundation of your Kentucky Derby outfit. Opt for a well-fitted, high-quality shirt in white or pastel colors.

Light pink, light blue, lavender shirts, or olive green shirts are all excellent choices, as they exude a springtime vibe and complement the festive atmosphere.

Patterned Dress Shirt:

To infuse some personality and flair into your outfit, consider wearing a patterned dress shirt that allows you to show off some bright colors.

Stripes, gingham, checks, madras plaid, and subtle floral patterns can add a touch of sophistication to your attire. Make sure the pattern is not overly bold, as the Derby traditionally leans towards a refined style. If you're going with checks, choose gingham, not plaid.

Button-Down Collar Shirt:

A button-down collar shirt can be a great choice for a slightly more casual yet refined look. It pairs well with a blazer and jeans and adds a touch of preppy style.

Polo Shirt:

If you're aiming for a more relaxed and comfortable Derby look, a high-quality polo shirt can be a suitable alternative. Opt for a polo shirt in a solid color or a subtle pattern. Make sure it fits well and is in good condition.

Monogrammed Shirt:

Adding a monogram to your shirt can be a personalized and stylish touch. It's a subtle way to make your outfit unique and can be especially popular in Southern fashion.

Ties and Bow ties:

While not a type of shirt, it's important to consider your choice of neckwear. A well-coordinated necktie or bow tie can complement your shirt and tie the whole outfit together. Vibrant colors and patterns work well, but make sure they harmonize with your shirt and suit. Don't forget pocket squares or a lapel pin if you wish to add a little southern flair to your attire on race day.

Remember to keep your shirt well-ironed and in impeccable condition, as attention to detail is key when dressing for races at the Kentucky Derby. Additionally, the Derby is a daytime event, so make sure your shirt suits the bright, sunny ambiance of the day.

Best Shoes for Kentucky Derby Fashion

Choosing the right pair of footwear for the Kentucky Derby is essential for both style and comfort, as you'll be spending the day on your feet. Here are some types of footwear that men can consider for the Derby:

Leather Brogues:

Classic and versatile, leather brogues are an excellent choice for the Kentucky Derby. Opt for a well-polished pair in brown, tan, or even two-tone options. Their timeless design complements the traditional Derby attire.

Classic Loafers:

Loafers are a comfortable and stylish option for the Derby. Penny loafers, tassel loafers, or bit loafers in leather or suede can all work well. They offer a slightly more relaxed yet still sophisticated look. Can you wear loafers with a suit? Here's a full guide.

Suede Shoes:

Suede shoes, such as suede chukka boots or suede derbies, can add a touch of texture and modernity to your Derby outfit. They work particularly well with lightweight suits like linen or seersucker.

Monk Strap Shoes:

Monk strap shoes can be a stylish and unique choice. They exude a sense of elegance and can be worn with both suits and sports coats.

Boat Shoes:

For a more casual and comfortable Derby look, boat shoes are a suitable option. Choose a classic pair in a light color like beige, light brown, or navy. Keep in mind that this choice might lean towards a more relaxed style, so ensure it's appropriate for the particular Derby event you're attending. Here are our picks for the best boat shoes.

Oxford Shoes:

Traditional oxfords, with their clean and simple lines, can be a refined choice for a classic Derby look. Opt for light-colored oxfords in suede or smooth leather to match your suit.

Make sure that whatever footwear you choose is well-maintained and comfortable for a day of walking and standing. Also, consider the weather and the type of terrain you'll encounter at the event. Comfort and style should go hand in hand at the Kentucky Derby. Don't forget to check out our guide to frat boy outfits for more style inspiration. 

Frequently asked questions about the best Kentucky derby outfit

What should a guy wear to a Kentucky Derby party?

When attending a Kentucky Derby party, men should aim for a look that exudes classic Southern charm and elegance. A well-fitted seersucker or lightweight linen suit in pastel colors is a popular choice. Pair it with a crisp dress shirt in white or light hues, and don't forget a colorful bow tie or necktie.

Complete your ensemble with leather brogues or loafers, and top it off with a stylish hat, such as a Panama or straw boater.

What do you wear to a Kentucky Derby?

Dressing for the Kentucky Derby itself demands a combination of sophistication and season-appropriate style at the southern fashion capital. Opt for a classic suit, ideally in seersucker, linen, or lightweight wool, reflecting the springtime ambiance.

Complement your suit with a well-fitted dress shirt in light pastel tones, and a vibrant necktie or bow tie. Top it off with comfortable and stylish footwear, such as leather brogues or loafers. A

The key is to strike a balance between tradition and individual styles and flair for the perfect Derby look.

What do men wear to Churchill Downs?

When heading to Churchill Downs for the Kentucky Derby, men should don a classic and elegant outfit. A seersucker, linen, or lightweight wool suit in light colors is a popular choice, paired with a crisp dress shirt in white or pastels that goes great with mint juleps in hand.

Elevate the look with a colorful necktie or bowtie, leather brogues or loafers, and a stylish hat like a Panama, Trilby or fedora hat