Kentucky Derby Hats Get it now - DapperFam.com (2024)

A Kentucky Derby hat is a small-brim hat that is often made from felt and features a rounded top, with a brim that wraps around the entire crown and tilts up at the sides.

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A Brief History of Kentucky Derby Hats

The hats were first made in the 1850s by the Bowler Brothers, who were commissioned to create headwear that would protect polo players’ heads from tree branches. At that time, the hats were known as bowler hats after the brothers that created them.

Eventually, the bowler hat made its way to Europe and was loved by clerks, bankers, and the like. When the bowler hat arrived in the United States, it replaced the cowboy hat and sombrero due to its close-fitting construction that wouldn’t budge even in strong winds. It was also popular among outlaws like Billy the Kid and Black Bart.

Kentucky Derby Hat vs. Bowler Hat: What’s the Difference?

So, why is it called the bowler hat in the U.K. but the Kentucky Derby hat in the U.S.? In 1780, the Earl of Derby set up a horse race called the Epsom Derby. When the bowler hats were introduced in the 1850s, dapper men started to wear them to the derby, as the hats had the ability to stay put, and wouldn’t get blown into the field. As bowler hats grew in popularity among the working class, and as more gentlemen wore them to the races, they were soon nicknamed “derby hats”.

When the headwear made its way to the U.S., men already dubbed it as a derby hat. Since the U.S. has its own derby called the Kentucky Derby, men tweaked the name and turned it into the Kentucky Derby hat.

If you’re looking for a Kentucky Derby Hat, don’t be surprised to see brands selling it as a bowler hat. The two are synonymous.

The Anatomy of a Kentucky Derby Hat

Kentucky Derby hats were first made from fur felt that was spun together to create a tight, waterproof surface. It has a low and narrow crown that’s designed to tightly wrap around the head, as well as a hard brim that turns upward at the sides. Some Kentucky Derby hats are also lined with silk and coated with shellac to help keep their shape.

Why are Kentucky Derby Hats So Popular?

The Kentucky Derby is a horse race that’s held in Louisville, Kentucky every year. It marks the end of the fourteen-day-long Kentucky Derby Festival.

Over the years, the Kentucky Derby has evolved into a more fashionable event than a mere spectator sport. Now, its spectacle is more than the race, but the derby hats that are worn by its world-famous guests such as Shailene Woodley, Tom Brady, and Aaron Rodgers. People worldwide tune into the Kentucky Derby to look at the attendees’ derby hats.

Kentucky Derby fashion now embraces all kinds of headwear, such as wide-brim hats, straw hats, and summer hats, but the Kentucky Derby hat shape is still the most timeless option.

Do keep in mind that the Kentucky Derby is the time to wear a one-of-a-kind hat, so be sure to buy one that isn’t too basic. Some men like to adorn their Kentucky Derby hats with ribbons in order to stand out. You could also buy a derby hat that’s already embellished, like the Godfather Hat or the Rocco Hat by Bruno Capelo.

Where Should You Wear a Kentucky Derby Hat?

Even if you aren’t a fan of the Kentucky Derby, you can still don a Kentucky Derby hat with everyday wear. The key is to wear the Kentucky Derby hat with formal and semi-formal ensembles. Whenever you wear a suit or vest, wear a bowler hat or Kentucky Derby hat to look more put-together. If you want to go full-on “Charlie Chaplin”, pair the bowler hat with a bowtie that’s made of the same material.

What to Wear With a Kentucky Derby Hat

Kentucky Derby hats or bowler hats are best worn with semi-formal and formal attires. For an effortlessly classic look, wear your bowler hat with a stroller suit, Stresemann suit, or business suit. For a laid-back (but still debonair) look, the options are endless, but it’s best to stick with “hipster” wear like vests and button-downs.

How to Wear a Kentucky Derby Hat

The Kentucky Derby hat is supposed to sit flat on top of your head. It should not lean to one side. It is designed to snugly “hug” the head, so if it starts to tilt as you walk, you’re likely wearing the wrong Kentucky Derby hat. It should never budge even with the slightest movement.

Find the best Men’s Kentucky Derby Hats at DapperFam

Whether you’ve been an avid fan of Kentucky Derby fashion for ages, or if you’re finally going to the grandstand as a guest, we have a wide selection of Kentucky Derby hats for one of the United States’ most popular (and fanciest) sports. At DapperFam, you’re sure to find the perfect derby hat that a true gentleman such as yourself should wear.

Kentucky Derby Hats Get it now - DapperFam.com (2024)

FAQs

Can you wear a cowboy hat to the Kentucky Derby? ›

Every spring, on the first Saturday of May, Derby goers descend upon Churchill Downs in Louisville, Kentucky to flaunt their outrageous best. From over-the-top fascinator hats to swishy top hats, cool cowboy hats to sun hats festooned with frilly florals, the spectacle of festive hats is not to be missed.

What are the ladies hats called at the Kentucky Derby? ›

You can't come to Derby without a hat or fascinator. Well, you can, but where's the fun in that? The Kentucky Derby is known for its sea of hats. In the last decade, we've seen more ladies opt for fascinators but you'll still see a wide mix of options.

What kind of hat do you wear to the Kentucky Derby? ›

While wide-brimmed hats are the most popular style, there's really no limit to how creative your headwear can get. In fact, wearing a hat to the Derby is reportedly good luck, according to the Derby itself. A word of warning, though: the rest of your outfit will likely revolve around your hat, so choose wisely.

Who is the famous hat maker at the Kentucky Derby? ›

  • Christine A. Moore. of Christine A. ...
  • Ilana Kogan. The Hat Doctor. The Hat Doctor is more than just a fun name for a millinery business. ...
  • Jenny Pfanenstiel. of Formé Millinery Co. ...
  • Mary Julia Kaiser. of Derbyologie. ...
  • Melissa Huff. of Mamili and Mad Hatter 502.

What colors not to wear to the Kentucky Derby? ›

You'll be swimming in a sea of bright colors during Kentucky Derby Week at Churchill Downs, but there's one color you might steer clear of when selecting your outfit. The only color typically frowned upon is green, but only for horse owners or trainers.

Is it okay to wear a black dress to the Kentucky Derby? ›

So there's all the talk around about how you can only wear black and white to Derby Day. Is this really true? The answer is, yes!

Can you wear jeans to the Kentucky Derby? ›

Per the Kentucky Derby dress code, the following articles of clothing are only permitted in the Infield: Denim, jeans, shorts and tennis shoes.

Can you wear a straw hat to the Kentucky Derby? ›

While men don't have nearly as many style options as women, a lightweight straw bowler or fedora is always popular and in style. On ladies, you'll see a little bit of everything at the horse races, from elegant to outlandish.

Can you attend Kentucky Derby without a hat? ›

The Kentucky Derby has a dress code that encourages guests to wear upscale attire. This often includes hats for women and suits or dresses for both men and women.

How much weight does a horse carry in the Kentucky Derby? ›

The Kentucky Derby (/ˈdɜːrbi/) is an American Grade I stakes race run at Churchill Downs in Louisville, Kentucky. The race is run by three-year-old Thoroughbreds at a distance of 11⁄4 miles (10 furlongs; 2,012 metres). Colts and geldings carry 126 pounds (57 kilograms) and fillies 121 pounds (55 kilograms).

How do I choose a Derby hat? ›

You should always bring your outfit with you at the time of picking the hat. It's not just color matching that's important, but also the texture [of the fabric]. A soft, flowy dress may want a softer hat, while a more tailored outfit would go better with a more structured hat. Size really depends on the person.

What is the most expensive hat at the Kentucky Derby? ›

The most expensive of hats seen at the Derby

The hat and dress are both by designer Jack Loder. Notably, Peck's hat was made of 1,264 diamonds. Moreover, it is set with a 37.53-carat beryl jewel.

Why do they wear big hats at the Kentucky Derby? ›

Eventually, in the 1960s, women began wearing larger and more extravagant hats, the better to be seen in the stands on television. What began as an elite custom morphed into a grand show of symbolic reverence, as the Derby played host to some of the most diverse displays of head wear worldwide.

What kind of hat did Tom Brady wear to the Kentucky Derby? ›

The Patriots quarterback sported a custom-made hat with a horse on it at the Kentucky Derby on Saturday. On the horse's back sits a blue saddle with “6x” inscribed in red writing. The “6x,” of course, is a reference to the six Super Bowl championships Brady has won with the Patriots.

Can you wear a cowboy hat to a horse race? ›

This includes a long-sleeved Western full button, full snapped or full zipped shirt with collar, and a western cowboy hat or helmet. Shirt sleeves must be rolled down and buttoned or snapped. Shirt tails must be tucked in.

Is there a dress code for the Kentucky Derby? ›

Business casual is required for the Derby Room, which means: Jackets and Blazers. Vests, collared shirts and sweaters. Dresses.

Do men wear hats to the KY Derby? ›

Most Derby-goers do attend the races sporting some type of head accessory. Need a break? Play the USA TODAY Daily Crossword Puzzle. While men don't have nearly as many style options as women, a lightweight straw bowler or fedora is always popular and in style.

Is there a cowboy hat rule? ›

This is the most significant cowboy hat rules when entering a building, whether it's a restaurant, a church, or someone's home, it's customary to remove your hat as a sign of respect. Men should hold the hat in their hand or place it upside down on their lap, while women can simply put it on the table.

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