The Ultimate Keeneland Weekend Itinerary for Spring 2025
Visiting Lexington, Kentucky, in the spring is an experience like no other, especially during Keeneland’s iconic Spring Meet. This annual event draws horse racing enthusiasts and casual fans alike to the heart of the Bluegrass, where tradition meets excitement. Whether you’re a first-timer or a seasoned race-goer, this detailed itinerary will help you plan the perfect weekend, showcasing the best of Lexington’s horse culture, Southern charm, and culinary delights.
Friday: Arrival and Local Charm
Afternoon
Kick off your weekend by arriving in Lexington and checking into one of its charming accommodations. For a unique stay, consider the 21c Museum Hotel in downtown Lexington, where art meets comfort, or the historic Campbell Housefor a touch of Southern elegance.
Once settled, explore downtown Lexington. Stroll through local shops, such as those on Short Street and Jefferson Street, where you’ll find an eclectic mix of boutiques and galleries. For bourbon enthusiasts, a tour of Town Branch Distillery or Woodford Reserve is the perfect introduction to Kentucky’s signature spirit. Both distilleries offer fascinating insights into the history and craft of bourbon making.
Dinner
For your first dinner in Lexington, head to Bella Cafe & Grille. This locally loved spot combines upscale dining with a welcoming atmosphere. Indulge in their seasonal menu, featuring dishes crafted from locally sourced ingredients. Don’t forget to try one of their expertly crafted cocktails to round out the evening.
Saturday: Race Day at Keeneland
Morning
Start your day with a hearty Kentucky breakfast at Josie’s or Rise N Brine. Both spots offer generous portions of Southern breakfast classics, perfect for fueling a full day of activities. After breakfast, take a guided tour of one of Lexington’s nearby horse farms, such as Claiborne Farm or Taylor Made Farm. These tours provide a behind-the-scenes look at where racing champions are bred and raised, and the rolling pastures of the Bluegrass make for stunning photo opportunities.
Midday
Arrive at Keeneland by late morning to soak in the pre-race atmosphere. Gates typically open a few hours before the first race (around 11:00 AM), giving you plenty of time to explore the paddock area, shop for souvenirs, and grab a signature Keeneland Breeze cocktail. Keeneland is steeped in history and charm, making it a must-visit destination for any horse racing fan.
For a more casual experience, join the festivities at The Hill, Keeneland’s official tailgating area. Here, you can enjoy food trucks, live music, and betting stations. It’s a lively and relaxed way to kick off race day.
Afternoon
The races typically begin around 1:00 PM. Place your bets and cheer for your favorites while enjoying a trackside seat or exploring different views around the grounds. For lunch, indulge in Keeneland’s famous burgoo, a traditional Kentucky stew, and don’t miss their legendary bread pudding—a dessert that’s worth the trip alone.
Evening
After the races, continue the celebration with a memorable dinner at Tony’s of Lexington, known for its perfectly cooked steaks and extensive bourbon list. If you’re looking to extend the evening, head to Belle’s Cocktail House for a sophisticated nightcap or enjoy live music at The Burl, one of Lexington’s most beloved music venues.
Sunday: Relax and Explore
Morning
Rise early and head back to Keeneland to watch the Morning Works, where you can see horses training in a serene setting. It’s a peaceful and fascinating experience that offers a behind-the-scenes look at the world of horse racing. For breakfast, stop by DV8 Kitchen, a local favorite that not only serves delicious baked goods but also supports a great cause by providing second-chance employment opportunities.
Late Morning
Take a leisurely walk at the University of Kentucky Arboretum to enjoy the vibrant spring blooms and peaceful trails. If you’re up for more exploration, consider a scenic drive to nearby Versailles for breathtaking views of horse country and quaint local charm.
Lunch
Enjoy a casual yet delicious lunch at Stella's Deli, a must-visit for foodies and horse enthusiasts alike. Known for its gourmet sandwiches and fresh baked goods, Wallace Station is the perfect spot to refuel before the afternoon.
Afternoon
Discover the rich history of the Shakers at Ashland, the Henry Clay Estate, a beautifully preserved landmark with scenic trails, workshops, and unique shopping opportunities. It’s a peaceful and educational way to round out your weekend in the Bluegrass.
Dinner and Departure
Before leaving Lexington, savor a farm-to-table dinner at Holly Hill Inn, where seasonal ingredients take center stage. The elegant yet welcoming ambiance makes it the perfect final stop on your journey.
Insider Tips for Visiting Keeneland
Buy Tickets Early: Reserve grandstand seats or dining packages well in advance, as they sell out quickly for popular race days like the Blue Grass Stakes. For a more flexible option, general admission tickets are always a great choice and allow you to roam freely.
Dress the Part: Keeneland’s fashion is a vibrant mix of tradition and style. Women often wear sundresses or elegant ensembles paired with wide-brim hats, while men don sport coats and ties. Don’t sacrifice comfort—opt for stylish yet practical shoes, as you’ll be walking on grass and gravel.
Plan Your Arrival: Traffic can be heavy on race days, so plan to arrive an hour early to park and explore before the first race. Carpooling or using ride-share services like Uber is a hassle-free alternative, especially if you plan to enjoy Keeneland’s signature cocktails.
Immerse Yourself in Local Flavors: Keeneland’s culinary offerings go beyond its famous burgoo and bread pudding. Be sure to explore other menu items, such as bourbon-infused dishes and Kentucky-inspired hors d’oeuvres. For drinks, the Keeneland Breeze and classic mint juleps are crowd favorites.
Make Time for the Paddock: Watching the horses as they are saddled and paraded in the paddock before each race is a quintessential Keeneland experience. It’s also an excellent opportunity to observe the horses and finalize your bets!