Kentucky is known as the Bluegrass State, and the mere mention conjures images of rolling green hills, frolicking horses, and the iconic Kentucky Derby. The 15th American state is also the birthplace of superstars such as Loretta Lynn, Jennifer Lawrence, Johnny Depp, and George Clooney.
But suppose you’re searching for Kentucky’s soul. In that case, you’ll probably want to belly up to the region’s most-storied spirit—bourbon, where family-run distilleries are part of a multi-billion-dollar industry, and stories of history, commitment and tradition are poured into every glass.
Best of all, you’ll come away from a trip with more than just a bottle or two of bourbon. You’ll also take home the memory of a place where life moves a little slower, and where every sip, race, and conversation is a piece of Kentucky’s beloved Bluegrass legacy.
Kentucky’s Woodford Reserve Distillery (Photo from Kentucky Tourism)
Lexington and the Kentucky Bourbon Trail: A Sip of Tradition
If you’re even remotely interested in bourbon, the Kentucky Bourbon Trail, with 46 distilleries is where it all comes to life. Set among rolling green hills, the trail weaves its way through the heart of the state, bringing visitors face-to-face with some of the most iconic distilleries in the world. And the best part? The proximity of everything makes it easy to fit in a tasting or two while soaking up the broader culture of the region.
Starting in Lexington, you’ll quickly see why this area is an ode to bourbon lovers (and horserace aficionados) everywhere. It starts the second you touch down at Bluegrass Airport, where you’re greeted by the sound of the Assembly of the Buglers, a.k.a., the trumpet tune played before racehorses bound out of the gates.
Whether you’re spending a week or a weekend, you can craft an experience that celebrates the richness of bourbon-making with the thrill of horse racing, while enjoying classic Kentucky cuisine. Keep it as simple as you please or go all in with curated bourbon tours and a big night out in Lexington.
The Art of American Bourbon: History in Every Bottle
Kentucky’s bourbon isn’t just any whiskey—it’s American whiskey, with strict rules that ensure each bottle upholds its unique story.
Bourbon must be made from at least 51 percent corn and aged in new, charred oak barrels, creating the deep, caramel-vanilla flavor that has become synonymous with this spirit. What makes Kentucky bourbon extra special is the limestone-filtered water found in the region, lending a purity and richness you can taste.
Book a tour at Buffalo Trace (photo from Kentucky Tourism)
As you explore familiar distilleries such as Wild Turkey, Buffalo Trace, Woodford Reserve, and Four Roses, you’ll not only sample their best pours but also learn the history behind each. Many have been around for centuries, with techniques passed down through generations of families, giving sippers a deep appreciation for the craft.
A National Historic Landmark, Buffalo Trace is described as a rare, intact example of a distillery operating before, during, and after Prohibition, making it the oldest continuously operating distillery in the U.S.A.
Wild Turkey, set atop a hill overlooking the Kentucky River in Lawrenceburg, offers tours that give visitors an up-close view of the selection of their corn, barley, and rye grains to and the aging of their bourbon barrels. The distillers love to share the process with bourbon aficionados and history buffs. And if you get lucky, you might run into bourbon legends like Jimmy Russell, Wild Turkey’s master distiller, whose 60+ years in the business have made him a living icon. True to the southern hospitality Kentucky is known for, Mr. Russell will even sign your souvenir bottle and pose for a photo.
Sip and savour history and tradition on the Kentucky Bourbon Trail (photo from Pixabay)
About 15 minutes away from Wild Turkey is Four Roses Distillery. The distillers’ unique approach to crafting this spirit involves 10 distinct bourbon recipes, Four Roses offers a more technical and comprehensive understanding of bourbon production. Their Spanish Mission-style architecture in Lawrenceburg is as memorable as their carefully crafted spirits. Visit for a taste of the Mediterranean in the country while imbibing with a Four Roses Manhattan, Mint Julep, or Bourbon Smash, while taking in the views of rolling hills.
Just one town over in Versailles (sorry francophones, it’s pronounced ver-sails), is Woodford Reserve, surrounded by picturesque horse country. Woodford Reserve is bourbon’s most elegant face and their distillery is hemmed among pristine horse farms, giving it the air of a refined country estate. The copper pot stills and meticulous aging process create a bourbon that’s simultaneously bold and nuanced.
Keeneland: Where Horses and Heritage Reign
Once you’ve had your fill of bourbon (or at least enough to take a break), it’s time to head to the track to experience Kentucky’s favourite sport.
The Keeneland racetrack in Lexington is a must-see, especially during its spring and fall meets. Even if you’re not a die-hard racing fan, Keeneland is worth the experience. It’s as much a social event as a sporting one, where Southern elegance and tradition are on full display.
Kentucky’s Keenland Racetrack is a thrill
Picture this: you’re standing under the grandstands, sipping a Keeneland Breeze—savoring the Maker’s Mark and orange liqueur—while watching the finest thoroughbreds in the world gallop down the track. The sun is shining, the hats are big and extravagant, and excited chatter fills the air. Nowhere else but Kentucky can you combine such genteel social etiquette with the heart-pounding thrill of horse racing.
Don’t worry if haven’t packed your fascinator or racetrack finery. The Keeneland Shop offers a range of appropriate apparel from southern brands such as The Beaufort Bonnet, for the youngest race fans; Catstudio, a vibrant selection of embroidered goods; Smith & Quinn brightly colored dresses, blouses, and clothing for women; and of course, race-themed pet products.
For those who visit outside the racing season, Keeneland still offers plenty of charm. Guided tours let you peek behind the scenes of this historic track, where the story of Kentucky’s equestrian legacy unfolds. Whether you’re watching the races or just soaking up the atmosphere, a day at Keeneland is always time well spent.
When it comes to Kentucky food, dining and local specialties, you won’t be disappointed (photo from kentucky.gov)
Hot Browns & Bourbon Balls
After a day of distillery tours or horse races, treat yourself to a meal at one of Lexington’s top restaurants, like Jeff Ruby’s Steakhouse. Known for its dry-aged steaks and extensive bourbon selection, it’s the perfect spot to reflect back on the day’s adventures. The glitz and glamour decor of the Gilded Age are on full display here, and the luxurious Art Deco-inspired decor is a treat for the eyes and the senses. Most nights feature live entertainment, whether from a solo pianist or a 5-piece band. It’s a meal and a celebration.
While visiting Lexington and the bourbon trail, don’t miss Kentucky’s signature dish— Hot Brown. Invented at Louisville’s Brown Hotel, this decadent, open-faced sandwich is piled high with turkey and bacon, and smothered in Mornay, a rich, white, velvety cheese sauce that’s made by melting cheese into béchamel sauce.
Another must-eat is a bourbon ball – or maybe two! Rebecca Ruth Chocolates is the partnership formed in 1919 by Rebecca Gooch and Ruth Hanley, who had the forethought to believe they could support themselves with the financial assistance of a husband.
They capitalized on the popularity of their holiday chocolate gifts, launching the business before even having the right to vote. Even if straight bourbon is a bit for your palette, the combination of quality chocolate nougat infused with bourbon gives you a taste of the spirits without the bite.
Don’t leave without trying Kentucky’s signature dish: Hot Brown (photo from Kentucky Tourism)
Where to Stay
Depending on your taste and budge, the options range from cozy and unique bourbon barrel cottages on the trail to historic inns and luxurious bed and breakfasts tucked into Lexington’s horse country, all serving up a hefty dose of Southern hospitality.
Enjoy gourmet breakfasts with local ingredients, personal recommendations from hosts, and, of course, a nightcap of bourbon when you return home each night.
Practical Tips for Exploring Kentucky
- Most distilleries require reservations for tours. Book ahead, as tours sell out 30, 60, or even 90 days in advance.
- Consider visiting in the spring or fall, when both the bourbon trail and Keeneland are in full swing.
- Book a driver for your bourbon tasting. Services like Mint Julep Tours or Kentucky Bourbon Boys offer transportation, and their guides are full of local knowledge.
- Wear comfortable shoes. Whether you’re walking a distillery campus or exploring Keeneland, you’ll want to be prepared for a bit of strolling.
Good to Know
- Elevate your bourbon exploration experience with a stay at Bourbon Barrel Retreats in Lawrenceburg.
- Keeneland Breeze recipe. If you’re missing the Bluegrass State, whip up one of these cocktails and reminisce about your time at the racetrack.
- Kentucky weather can be fickle in spring or fall, so expect a shower, plan for light snow in late fall, and always bring a jacket or hat, regardless of when you’re visiting.
- You’ll undoubtedly want to bring home some bourbon, but it’s prudent to know the rules when shipping alcohol or bringing it on a plane. Consult ShipMySpirits so you’re not caught scrambling at the last minute.
Stay in a Kentucky Bourbon Barrel Cottage (Photo from Visit Lawrenceburg)
While bourbon and horses may be Kentucky’s biggest draws, travellers will find that it’s the people they meet along the way that leave the biggest impression.
Everywhere you go, you’ll find locals eager to share stories or point the way, whether it’s to the best distillery tours, the history of a famous horse farm, or where to find those mouthwatering bourbon balls.
Kentucky’s charm comes from its mix of refinement and down-home hospitality. You could be sitting in the upscale dining room of a historic distillery one moment, then chatting at a neighbuorhood diner the next. It’s a place where every experience feels personal and every moment is infused with the spirit of the Bluegrass State.
Plan your next trip to Kentucky at www.KentuckyTourism.com
Kentucky’s friendly southern hospitality is one of its best souvenirs (photo from Kentucky Tourism)
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Author bio: Kerry Kriseman
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