A trip to Lexington, Kentucky, during the Keeneland Spring Meet is an unforgettable experience, blending world-class horse racing, bourbon distilleries, and incredible Southern hospitality. Whether you’re a first-time visitor or a returning guest, this 3-day Lexington itinerary will help you make the most of your weekend.
Day 1: Arrival, Dinner, and Downtown Nightlife
Arrival and Hotel
Arrive in Lexington, KY, and check into the Marriott City Center, a modern and conveniently located hotel in the heart of downtown. With upscale accommodations and a rooftop pool, it’s the perfect base for your weekend.
Dinner at Carson’s Food & Drink
After settling in, head to Carson’s, a local favorite known for its lively atmosphere and Southern-inspired cuisine. Try their famous bourbon-glazed salmon or a hearty Kentucky Hot Brown.
Experience Downtown Lexington’s Bourbon Scene
After dinner, explore downtown Lexington’s nightlife at Bluegrass Tavern, which boasts one of the most extensive bourbon selections in the state. This upscale bar is perfect for sampling rare Kentucky bourbons and classic bourbon-based cocktails. If you’re in town during spring or summer, check out Thursday Night Live, a free outdoor concert series featuring local musicians.
Day 2: Keeneland Race Course & the Distillery District
Morning: Keeneland Tailgating & Horse Racing
Start your morning with a light breakfast at the hotel before heading to Keeneland Race Track, one of the most beautiful and historic horse racing venues in the country.
If you have a car, pack some supplies and tailgate at Keeneland before the races. Keeneland also offers pre-arranged tailgate packages that include a tent, chairs, and drink tickets.
Spend the afternoon watching the Thoroughbreds in action, placing a few bets, and soaking in the excitement of live horse racing in Lexington.
Evening: Explore the Distillery District
After a thrilling day at the track, return to the hotel to freshen up before heading to Lexington’s Distillery District. This revitalized area is home to breweries, distilleries, and unique dining spots. Enjoy a laid-back dinner at a local eatery and sample craft cocktails at one of the bourbon tasting rooms.
Day 3: Brunch, Bourbon Trail & Fine Dining
Brunch at Carson’s
After experiencing the lively dinner atmosphere at Carson's on night one, you'll be returning for their equally enticing brunch. This local favorite truly shines in the morning hours, offering a delectable spread of Southern comfort food with a brunch-time twist. Indulge in their renowned Bloody Mary bar, and savor bourbon-infused drinks and dishes that showcase the region's culinary ingenuity. Their brunch is a true testament to their versatility and a must-try for any visitor.
Exploring the Kentucky Bourbon Trail
A visit to Lexington isn’t complete without exploring the Kentucky Bourbon Trail. Spend the afternoon touring some of the top bourbon distilleries near Lexington, including:
Buffalo Trace – One of the oldest continuously operating distilleries in the U.S.
Woodford Reserve – Known for its scenic grounds and premium small-batch bourbon.
Four Roses – Famous for its smooth, high-rye bourbon.
Wild Turkey – A must for fans of bold, high-proof bourbon.
With careful planning, you can fit in tours at two distilleries and make a quick stop at a third for tastings.
Dinner at Malone’s Steakhouse
After a day of bourbon tasting, indulge in an upscale dinner at Malone’s, Lexington’s premier steakhouse. From prime cuts of steak to fresh seafood and handcrafted cocktails, this is the perfect place to end the day on a high note.
Nightcap at Pazzo’s Wine Bar
For a refined nightcap, head to Pazzo’s Wine Bar, an intimate downtown lounge offering an impressive selection of fine wines and craft cocktails. Whether you prefer bourbon, wine, or a classic cocktail, this is the perfect spot to unwind before calling it a night.
Day 4: Departure & Final Stops
Before heading home, enjoy a leisurely breakfast at the hotel and, if time allows, visit the Kentucky Horse Park or a local coffee shop for one last taste of Lexington.
Final Thoughts
This Lexington, KY weekend itinerary is packed with horse racing, bourbon tastings, and top-notch dining experiences, making it the perfect trip for Keeneland racegoers. Whether you’re here for the Kentucky Bourbon Trail, Keeneland, or just a weekend getaway, Lexington offers something for everyone.
Planning Your Lexington Trip?
If you’re looking for a stress-free way to plan your trip, let Elevated Travel handle all the details! Contact us today and let us plan an unforgettable experience!
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