Horse Racing in KY: How to Plan a 3 Day Kentucky Derby Itinerary
Who is this guide for? Travelers looking to explore horse racing in Kentucky, seasoned racing enthusiasts, excited newcomers, and everyone in between.
To plan the perfect 3 day itinerary for the Kentucky Derby, you'll need a nice mix of outdoor adventures, classic southern food, a cozy place to stay, and an unforgettable time! In Kentucky, none of this is hard to find, and we think you'll begin extending your trip the minute you arrive.
Kentucky is synonymous with horse racing, a sport that has been woven into the state's culture, economy, and identity for centuries. This guide will walk you through everything you need to know about planning a perfect Kentucky Derby 3 day itinerary and exploring horse racing in bourbon country.
The History of Horse Racing in Kentucky
Horses are the heart of Kentucky. Racing in the state dates back to the late 18th century when settlers brought their passion for thoroughbreds from Europe. The state's rolling pastures, rich in limestone, provide the perfect environment for breeding and training champion horses. By the early 19th century, racecourses began emerging across the state, and the sport rapidly gained popularity. In 1875, Churchill Downs hosted the first Kentucky Derby, solidifying Kentucky's reputation as the home of premier horse racing. Over the years, the state has continued to produce some of the world's most renowned racehorses, trainers, and jockeys, further cementing its legacy in the industry.
Types of Horse Racing
Kentucky offers various forms of horse racing, each with its own unique appeal:
Thoroughbred Racing
The most prestigious form of horse racing, thoroughbred racing, involves high-speed, competitive races on dirt or turf tracks. Events like The Kentucky Derby, the Preakness Stakes, and the Belmont Stakes form the coveted Triple Crown series.
Harness Racing
Harness racing features standardbred horses pulling a two-wheeled cart, known as a sulky, with a driver steering from behind. The Red Mile in Lexington is one of the premier harness racing venues in the country, along with the Kentucky Horse Park in Lexington.
Quarter Horse Racing
Known for their explosive speed over short distances, quarter horses excel in races typically held over 220 to 870 yards. Kentucky occasionally hosts these exciting sprint-style races.
Steeplechase Racing
This form of racing involves horses navigating jumps and obstacles along a set course. The High Hope Steeplechase in Lexington is a prime example of this thrilling event.
Where to Watch Horse Racing in Kentucky
Kentucky boasts several iconic racetracks where fans can watch world-class horse racing year-round. Here are some of the most popular spots for this:
Louisville
Home of the Kentucky Derby, Churchill Downs is one of the most famous racetracks in the world. It hosts numerous race days throughout the year, culminating in the iconic Derby in May. This venue sees crowds of around 150,000 attendees during The Kentucky Derby. Did you know The Kentucky Derby is significantly larger than comparable sports events such as the Super Bowl or the World Series? That's a lot of people!
Lexington
Lexington has many horse farms, and Keeneland is a historic racecourse known for its prestigious meets in the spring and fall. It also serves as a major thoroughbred auction house, attracting elite buyers and breeders.
The Kentucky Horse Park is also home to the International Museum of the Horse and The American Saddlebred Museum and Gift Shop. As the second-oldest harness racing track in the U.S., The Red Mile in Lexington is also a must-visit for fans of standardbred racing.
Shelbyville
Welcome to Shelbyville-the American Saddlebread Capital of the world! Shelbyville is home to many of the country's best breeding and training facilities for American Saddlebred horses.
Shelbyville is a quaint and pleasant place to come experience real Southern charm and beautiful horses. One big draw is the annual Shelby County Fair Horse Show that happens in mid-June, as well as the Shelbyville Horse Show: a four-day event starting the first of August each year.
Henderson
Located in western Kentucky, Ellis Park hosts summer thoroughbred racing and offers a more laid-back racing experience.
Seasonal Horse Races in Kentucky
Horse racing in Kentucky follows a seasonal rhythm, with key events drawing massive crowds and international attention. Here are some of the best horse races in Kentucky you can enjoy per season:
Spring: The Kentucky Derby Festival and Keeneland's Spring Meet bring excitement to the season.
Summer: Ellis Park's summer races offer a relaxed atmosphere for racing fans.
Fall: Keeneland's Fall Meet and Breeders' Cup events keep the momentum going.
Winter: While racing slows down, Churchill Downs hosts special events like The Kentucky Jockey Club Stakes.
The Culture of Horse Racing in Kentucky
Horse racing in Kentucky is more than just a sport; it's a way of life. The industry supports thousands of jobs, from breeders and trainers to jockeys and racetrack employees. Racing events are steeped in Southern hospitality, tradition, and pageantry, with fans donning elaborate hats and sipping mint juleps. The sport also influences local businesses, including bourbon distilleries, hotels, and restaurants, which cater to racing enthusiasts year-round.
Famous Horses & Jockeys from Kentucky
Kentucky has produced some of the most legendary racehorses and jockeys in history. Horses like Secretariat, American Pharoah, and Justify achieved Triple Crown glory, etching their names into the annals of horse racing history. Legendary jockeys such as Pat Day, Calvin Borel, and Eddie Arcaro have also made their mark, showcasing their skill at iconic tracks across the state.
Churchill Downs and The Kentucky Derby
No discussion of Kentucky horse racing would be complete without a deep dive into Churchill Downs and its crown jewel, The Kentucky Derby. Let's break down the itinerary for your unforgettable trip to The Kentucky Derby.
Churchill Downs: The Legendary Racetrack
Located in Louisville, Churchill Downs has been the epicenter of American horse racing since its opening in 1875. The track spans 147 acres and features the iconic Twin Spires, which have become a symbol of racing excellence. Beyond the Derby, Churchill Downs hosts a variety of races, including the Kentucky Oaks and Breeders' Cup events.
How to Plan the Perfect 3 Day Kentucky Derby Itinerary
If you're attending The Kentucky Derby for the first time, planning your trip is key to making the most of this legendary event. Here's a suggested itinerary for your Derby weekend:
The Kentucky Derby is a wonderful opportunity to dress your Sunday best and dust off that wide-brimmed Southern-Belle style hat hiding in your closet! While the Kentucky Derby doesn't have a strict dress code, guests are encouraged to wear upscale attire, especially in the Clubhouse and Grandstand areas.
General Attire:
Upscale "Fancy" Attire: The overall theme is to dress up and enjoy the event's fashion aspect.
Hats: These are a popular and fun tradition as women will sometimes wear particularly elaborate hats. Many people call these wide-brimmed hats "derby hats".
Dresses: A common choice for women, upscale dresses are a nice option and suitable for the warm weather.
Suits: Suits are a good option for men, and you'll see many attendees dressed to the nines.
What to Avoid:
Inappropriate or Casual Attire: Worn or torn garments, athletic wear, swimwear, frayed or torn denim, and flip-flops are considered inappropriate in most areas.
Halter Tops, Crop Tops, and Midriff Tops: These are also generally considered inappropriate.
Where is The Kentucky Derby?
The race takes place in Louisville, Kentucky at Churchill Downs and has been located here since 1875!
When is The Kentucky Derby?
The Kentucky Derby typically takes place the first weekend in May!
How long is The Kentucky Derby?
Nicknamed, "the most exciting 2 minutes in sports", the actual event is just 2 minutes long! The length of the track that the horses and jockeys race around is 1¼ miles or 10 furlongs.
Bed and Breakfast Near Churchill Downs
Since The Kentucky Derby is just 2 minutes long, you can't afford to miss the event because you're stuck traveling or driving! Staying in a nice bed and breakfast in Louisville is the best option, so you don't have to go far to get to Churchill Downs. Luckily, Louisville is a wonderful city, and there's plenty to do!
Here are some of the top bed and breakfasts in Louisville that we recommend:
Unique Horse Opportunities Beyond The Kentucky Derby
If you're visiting after the Derby happens or just want to spend some time up-close with the horses, consider some horseback riding in autumn, or head over to The Kentucky Horse Park in Lexington and ride some horses through the gentle, rolling hills. There are tons of beautiful horse farms in Kentucky, no matter where you're staying.
With a perfect blend of history, tradition, and world-class competition, Kentucky remains the ultimate destination for the sport of kings. So, grab a mint julep, place your bets, and experience the magic of horse racing in the Bluegrass State!
As the summer heat fades and the leaves begin to change, Kentucky transforms into a breathtaking autumn wonderland. From scenic drives and outdoor adventures to seasonal festivals and bourbon tastings, fall is one of the best times to explore the Bluegrass State. Whether you're looking for family-friendly fun or a peaceful escape into nature, here are the top fall activities in Kentucky.
Cooler weather means it's time to enjoy warm, comforting Kentucky dishes. Must-try fall foods include:
The Hot Brown – A classic Kentucky dish made with turkey, bacon, and Mornay sauce.
Burgoo – A hearty stew made with various meats and vegetables.
Apple Stack Cake – A delicious layered apple dessert, perfect for fall.
Stay at the Best B&Bs and Inns in Kentucky
We hope you've enjoyed our in-depth look into The Kentucky Derby and horse racing in Kentucky. We feel you can't visit our state without checking out a horse race or two...or three! The sport and the animal have been deeply woven into the state's culture, economy, and identity for centuries.
If you do end up missing a horse race and want some more things to do, we also have recommendations on top museums, attractions, music festivals, and more. Experience the charm and warmth of a bed and breakfast in Kentucky, where hospitality goes beyond just a place to stay. Unlike impersonal hotels, a B&B offers a cozy, home-like atmosphere, personalized service, and unique accommodations that reflect the local character. Wake up to a homemade breakfast, enjoy insider tips from friendly hosts, and unwind in a peaceful setting that feels like a true getaway.
Todd Allen, Innkeeper for nearly 25 years, having restored and operated award-winning Maple Hill Manor Bed & Breakfast in Springfield, Kentucky as well as Bourbon Manor in Bardstown, KY. He has been a 22-year Board Member of the Bed & Breakfast Association of Kentucky, serving as 3x president. He leads their marketing, green-lodging certification, and education & conference planning committees. He has served as Advisory Council Board Member of the Professional Association of Innkeepers International. He was most recently elected to the Bardstown Tourism Commission Board, where he served as Chairman of the Board.
