Lexington is the kind of place that gets better the deeper you go. From friendly locals and equine encounters to fresh flavors, outdoor thrills, and rich Kentucky bourbon, there's no telling what you'll discover next. With so much to do, see, touch, taste, and explore, this guide will help you make the most of every Bluegrass moment—just be sure to give yourself enough time to soak it all in.
And whether you're flying or driving, the Lexington Visitors Center is always a great first stop to get acquainted with everything our beautiful city has to offer.
Get Up Close in Horse Country
Pictured here: Overbrook Farm
Surrounded by more than 22,000 horses and more than 450 horse farms, it's no wonder Lexington is known as the Horse Capital of the World. Here, you don't merely marvel from afar—you’re invited to go up close and meet them yourself.
Visit Horse Country takes you behind the scenes at many of the region's most revered farms, nurseries, feed mills, veterinary clinics, and retirement operations. Who knows, you might meet a champion stallion face to face or witness a future Derby winner taking its first steps in a field.
At the Kentucky Horse Park, you can watch nearly 50 breeds roam 1,200 acres of lush bluegrass pasture. Watch the Parade of Breeds, visit legends in the Hall of Champions, saddle up for a trail ride, or simply wander and breathe in the stunning scenery.
And then there's Keeneland, an iconic racetrack and National Historic Landmark where you can catch world-class horse racing five days a week during the Spring and Fall Meets. Set your alarm early and watch Thoroughbreds thunder down the stretch during morning workouts, then grab a hearty Southern breakfast at the Track Kitchen alongside trainers and jockeys. Come for the horses, stay for the biscuits and gravy.
Sip Bourbon Straight from the Source
Pictured here: Castle & Key Distillery
Lexington is a bourbon lover's dream. For centuries, the world's best whiskey minds have called this place home. With eight distilleries in the city and 11 more within a 45-minute drive, there are so many ways to experience that legacy in Bourbonland. Thieve. Tour. Taste Kentucky bourbon right from the barrel, and walk the grounds of world-famous rickhouses where spirits legends were born. Bourbon doesn't get any better than this.
Start your journey in the historic Distillery District at James E. Pepper Distillery, reopened in 2017 after sitting vacant for 50 years, reviving a bourbon legacy that traces all the way back to the American Revolution. Steps away, Dark Arts Whiskey House brings an innovative touch to whiskey production with creative blends and immersive guest experiences.
At Bespoken Spirits, patented micro-stave technology and accelerated maturation push the boundaries of what's possible in bourbon. And at Fresh Bourbon Distillery—the first African American-owned bourbon producer since slavery—go behind the bar, mix your own cocktails, and make memories at one of the city’s most unforgettable whiskey stops.
Not sure where to begin? Download the 1-Day or 3-Day Ultimate Bourbonland Tasting Pass and experience Lexington’s unique legacy and craft distilleries at your own speed.
Recharge in the Outdoors
Pictured here: Raven Run Nature Sanctuary
There’s nothing like an escape into the Bluegrass to calm your mind and feed your spirit. With more than 90 parks, trails, and green spaces, outdoor fun in Lexington starts the moment you leave the hotel.
Right downtown, explore the trails, art installations, live events, dog park, and local food and beverages at Gatton Park on the Town Branch, a new green space weaving 22 miles of connected bike and pedestrian paths. Before you head out, grab a bite at Kentucky Native Café, a seasonal farm-to-table spot nestled among the trees at Michler's Florist—perfect fuel for a day of exploring.
Just outside the city, Raven Run Nature Sanctuary offers 734 acres of wondrous winding trails, woodlands, and streams, all leading to a sweeping overlook of the Kentucky River Palisades that'll stop you in your tracks. Thrill seekers will find plenty to love at Boone Creek Outdoors, where guests can soar through the treetops on ziplines up to 1,400 feet long, suspended above one of Kentucky's most spectacular gorge ecosystems.
See the region from a completely different angle at Rail Explorers, where you'll pedal past Thoroughbred farms and layered limestone all the way to a breathtaking panoramic overlook of the Kentucky River valley. Or slow down over a home-style meal at Windy Corner Market, tucked away in the heart of horse country as part of the beloved Ouita Michel family of restaurants. Whether you’re sticking close to downtown or exploring off the beaten path, in Lexington you’re never far from a spot to relax and recharge.
Taste the Fresh Flavors of the Bluegrass
Pictured here: Millstone
Lexington's dedication to flavor runs deep. Recently named the #6 best food city in the country, here global influences, farm-to-table roots, and shared commitment to locally sourced, seasonally inspired ingredients come together to make one of the top culinary destinations in the country.
Kick things off with Bites of the Bluegrass for a tour through the city's best eateries, murals, and landmarks with a local foodie leading the way. Then pull up a seat at Mileta for contemporary Italian-inspired fare with a housemade pasta program, fresh ingredients, and an impressive bar stocked with bourbon, wine, Italian aperitifs, and more.
At The Manchester, James Beard Foundation alum and Top Chef Season 22 contestant Chef Paula Endara leads two must-visit experiences: Granddam, her expansive Bluegrass dining hall serving culturally inspired cuisine, and Lost Palm, a rooftop oasis boasting Latin-inspired small plates, tiki cocktails, and incredible cityscape views. Or put your skills to the test with a cooking class at Pasta Garage, where you’ll scratch-make pasta by the plateful using antique machinery. And save room for Martine’s, an upscale French bakery known for its exceptional pastries, danishes, and cakes.
From the authentic Mexican flavors of Tortilleria y Taqueria Ramirez to traditional Japanese dining at Omakase and hundreds of delicious stops in between, there's always something new to add to your plate and delight your palate. And for craft beer lovers, the Brewgrass Trail offers a self-guided tasting tour of the city’s best local breweries, so you can find the perfect pour to complement every bite.
Immerse Yourself in Our Creative Culture
Pictured here: Lexington Opera House
Lexington has always had a creative soul. Once dubbed the "Athens of the West," the city has been a stomping ground for writers, musicians, artists, and makers for centuries. That proud tradition is alive and well today, on full display at vibrant galleries, studios, stages, and streets all across the city.
Start outside, where more than 50 murals color Lexington’s streets and alleyways, including the world's largest mural of Abe Lincoln by celebrated Brazilian artist Eduardo Kobra. For a guided introduction to downtown’s electric arts scene, take a leisurely walk with Arts Connect and take in the diverse artistic landmarks, galleries, and the stories of the people behind them.
For something truly one-of-a-kind, spend an evening at Trifecta: Glass – Art – Lounge, a working glassblowing studio, fine art gallery, and hidden speakeasy all under one roof. Don't miss Pomegranate, a beautifully curated lifestyle shop filled with homewares, ceramics, and unique finds. And for a glimpse into the city's fashion scene, stop by Albert Couture, where designer Albert Lukonga is redefining bespoke luxury fashion in the Bluegrass.
Out in horse country, the Headley-Whitney Museum of Art houses a fascinating permanent collection of decorative arts, fine art, and an extraordinary collection of classic dollhouses, alongside rotating exhibitions throughout the year. The University of Kentucky Art Museum is always free and always worth a visit, with a collection of approximately 5,000 objects spanning old masters, acclaimed Kentucky artists, and works from diverse cultures and historical periods, plus a rotating slate of special exhibitions. And catch a show at the Lexington Theatre Company while you're at it for an unforgettable look at Lexington's rich performing arts scene.
Take Your Time
Pictured here: The Burl
If there’s one takeaway from a trip to Lexington, it's that the best things happen when you slow down. If you've got an extra day or two, take it.
Spend a leisurely Saturday morning strolling through the Lexington Farmers' Market, where Kentucky produce, baked goods, fresh flowers, local beer, and friendly faces fill Henry A. Tandy Centennial Park downtown. Grab something good, strike up a conversation, and linger for a while. You’ll be glad you did.
Later on, catch live music at The Burl, a beautifully restored train depot hosting local and national talent Thursday through Sunday. Or settle in for a Monday night taping of Woodsongs Old-Time Radio Hour, a grassroots celebration of American roots music recorded before a live audience and broadcast to the entire world. Then end the night at Tee Dee's Lounge, where guitar virtuoso Tee Dee Young has been playing the Blues on Monday nights for decades at one of the city’s most beloved off-the-radar nightclubs. Take it from us—the more time you give Lexington, the more it gives back.
Ready to continue planning your getaway? Request a free Visitor Guide and let Lexington keep surprising you.
