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5 Tips for a Winning and Memorable Day at the Races: Keeneland Edition

  • Writer: Purely Reserved Solutions
    Purely Reserved Solutions
  • 2 days ago
  • 6 min read

Updated: 2 days ago

No doubt you've heard the sentimental way John Prine sang about Paradise, in Muhlenberg County, or how Loretta Lynn lovingly paid homage to her Eastern Kentucky roots, each evoking a reverence of where the sun shines bright, as told in the official state song, My Old Kentucky Home. The same idealistic emotions can be felt on any drive through miles of stonewall fences outlining the perfectly manicured rolling pastures of Central Kentucky. Boasting horse farms for as far as the eye can see, much unchanged in a century except for a few improvements here and there, the Horse Capital of the World summons a feeling of nostalgia coupled with that age old endeavor to balance tradition with inevitable progress.


Keeneland racetrack scene with jockeys on horses, crowd watching from the grassy sideline. Flags are waving, and trees line the horizon.

To see this captivating paradox in glorious action, plan your visit to Keeneland Race Course, the hub of thoroughbred breeding, sales, and racing. Located just west of Lexington on over 1,200 acres, this National Historic Landmark is conveniently right across US 60 from Bluegrass Airport (LEX) and in the heart of arguably the most beautiful countryside in the United States. A must-visit for the whole family, Keeneland is open year round but only offers Live Racing on Wednesdays-Sundays, during the months of April and October.


Now please know, a day at the races is more than just a chance to watch powerful horses gallop and try your luck at picking winners; it’s a thrilling experience filled with social interaction and a little indulgence. Keeneland offers a unique venue where tradition meets excitement and to ensure you have an unforgettable time, here are five practical tips to make it enjoyable and successful.

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An Introduction to the Horse Capital of the World


A region renowned for its rich equestrian culture and history, the Bluegrass is not only famous for its thoroughbreds, but also for its picturesque landscapes, unique southern culinary scene, UK sports, and you might have heard of a certain well-known Kentucky made, adult beverage too. 🥃 There are numerous world-class farms, producing some of the finest thoroughbreds in the industry, many offering tours so you can get up close and personal amongst champions. With the Kentucky Horse Park nearby, you can immerse in equine education and appreciation by attending fascinating year round events centered around this vibrant equestrian community



Attracting fans from around the globe including royalty, dignitaries, and Hollywood types, Keeneland’s illustrious history has been host to many prestigious events including the world famous Breeders Cup, yearly Derby prep races, and served as the filming location of multiple movies. While many immediately recognize Churchill Downs in Louisville for its Kentucky Derby fame, at just over an hour away in Lexington, Keeneland is not to be missed for it's meticulously beautiful grounds and stunning stone structures with enchanting archways offering an elegantly timeless ambiance where you feel compelled to dress your best and experience history in the making.



Keeneland Race Day Tips 🏇


Plan Ahead for Comfort


Before you arrive at Keeneland, having a plan in place for comfort is crucial. First, check the weather forecast for the day. Kentucky weather can change quickly, so it’s best to dress in layers. For example, if the morning starts chilly at around 50°F but is expected to reach 75°F by afternoon, being able to add or remove layers will keep you cozy. The open air of the grandstand can be windy so be ready for anything but know there are plenty of indoor spaces if you need to seek air conditioning or warmth. You can also secure a table in any of the many dining rooms or reserve grandstand seats if you prefer.


Whether exploring the grounds or heading to the betting windows, remember to opt for stylish yet comfortable shoes. On average, racegoers can walk two to three miles throughout the event, so choosing the right footwear can prevent sore feet from cutting your day short.


Don't forget your sunglasses!



Embrace the Betting Basics


For first-timers, betting can feel daunting in the beginning, but learning the basics can significantly enhance your day. Take the time to understand the various types of bets available such as win, place, show, exacta, and trifecta. Each carries different odds and payouts. For example, a trifecta bet, which involves picking the first three finishers in the correct order, can yield much higher returns but is also trickier to win. There is an option to "box" your bet, meaning the horses you choose can come in any order, but remember it costs more to add that security to your wager.


Table with Bloody Marys, water glasses, horse racing booklets, and a Keeneland coupon on a beige tablecloth. Dining setting.

Setting a budget is also essential. Treat betting as entertainment rather than a means to make money. It’s recommended to limit your daily betting amount to about 1-2% of your total budget. This strategy can help extend your enjoyment and keep the day interesting. Ask your group to contribute to a small pool and take turns placing bets, this gets everyone involved and offers a great team building environment, sure to create memorable moments.


Don’t forget to pick up the betting guides provided onsite or in the programs. They often include crucial tips and statistics that can aid in your decision-making.


Keep in mind, everyone has a different betting strategy, whether studying the horse's performance history, pedigree, watching the odds, choosing your favorite colors, numbers, or even picking by name. So don't overthink it, just have fun!



Sample the Culinary Delights


A day at Keeneland combines horse racing with a culinary adventure. The venue features a range of dining options from casual to gourmet, and it’s a good idea to take breaks here to refuel. Engaging in conversations about race results while indulging in delicious food make for perfect moments.


Sample local favorites, such as Kentucky Burgoo stew, or the famous Keeneland hot brown, a hearty dish with turkey, bacon, and Mornay sauce, then wash it down with a refreshing Kentucky Ale, or perhaps most notably, as this is the home of many Distilleries, you can't go wrong with any Kentucky Bourbon selection! Try my favorite beverage, a Keeneland Breeze!


With concession stands spread throughout the grounds and dining rooms with assorted menus, you can savor various quick and satisfying options. There's even a bread pudding stand now!


Engage with Fellow Enthusiasts


One of the most rewarding aspects of Keeneland is the vibrant community atmosphere. Engage with other racegoers. Whether it’s high-fiving after a winning bet or sharing tips on the best horses, the camaraderie and energy certainly enhances your experience.


Don’t hesitate to strike up conversations with staff, too. They often possess valuable insider knowledge that can inform your betting choices or direct you to the best race viewing spots. You might find yourself making new friends to share your race day adventure with!


Crowd gathers around the paddock outside the stone grandstand of Keeneland under lush green trees. Bright sky above adds a cheerful vibe.

Capture the Moments


Finally, a day at Keeneland is a visual feast. With its stunning grandstand and dynamic spectacle of the races, take plenty of photos. Capturing these moments not only helps you remember the day but also provides great content to share with friends and family later.


Bring the kids to an early morning workout and have breakfast in the Track Kitchen for a truly remarkable behind-the-scenes encounter. Consider taking pictures of the majestic horses in the beautiful paddock, the thrilling action on the track, and the delicious food you sampled. Just remember to be respectful of others and avoid blocking their views while you snap your shots.


Make sure to stop by the Keeneland Gift Shop to peruse top brands and commemerate your time with Kentucky treasures!


Empty benches at Keeneland  racetrack under a sunset sky with scattered clouds. Scoreboard and trees in the background create a serene setting.

Your Winning Experience Awaits


A day at Keeneland can be as thrilling as the elegant horses racing before you and hopefully these tips will inspire you to explore all Kentucky has to offer. By planning ahead, learning the betting basics, tasting the local cuisine, connecting with fellow race enthusiasts, and capturing unforgettable moments, you'll set the stage for a winning experience.


*Bonus tip: Make sure you consider getting dinner reservations for after the races as the crowd spills out into all the local eateries and bars to spend their winnings. Lexington has plentiful options for all palates and don't forget the charming towns of Versailles and Midway just down the road.


So, gather your friends, put on your favorite attire, and prepare for a day filled with excitement and revelry at the heart of horse racing in Kentucky. Enjoy and good luck!!



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