Ready to explore the best of the Bluegrass State? From legendary bourbon to world-class horses, historic sites, and hidden gems, Kentucky is packed with unforgettable experiences. Whether you’re planning your first visit or returning for another adventure, here are 10 must-do activities to add to your Kentucky bucket list — all just a short drive from Rose Hill Inn.
1. Sip History on the Bourbon Trail
1. Sip History on the Bourbon TrailWoodford Reserve Distillery – 13 min
Tour one of the most iconic stops on the Kentucky Bourbon Trail with historic copper stills, limestone-filtered water, and a premium tasting experience.
Innkeeper tip: Be sure to go across the street and enjoy a drink at the Woodford Reserve Distillery Bar. We love the outdoor patio on a pretty day. – Robin
Want to read more about the Kentucky Bourbon Trail?
2. Where Champions Are Born
Keeneland Racecourse – 13 min
Experience the heart of horse country with morning workouts, seasonal races, and behind-the-scenes tours of this National Historic Landmark.
Innkeeper tip: If you are coming in for the races, make sure to get your tickets early! Also, don’t miss the Kentucky Burgoo or the Bread Pudding! – Rachel
Want to read more about Kentucky horse country?
3. A Taste of Kentucky’s Culinary Soul
Heirloom – 14 min
Heirloom offers an elegant yet inviting dining experience, featuring fresh, locally sourced ingredients and creative Southern-inspired cuisine in the heart of Kentucky horse country.
Innkeeper tip: This is one of our absolute favorite restaurants when celebrating a special occasion. – Robin
4. Step Into the Past at Shaker Village
Shaker Village of Pleasant Hill – 30 min
Step back in time at the country’s largest restored Shaker community, with 3,000 acres of preserved farmland, historic buildings, and cultural demonstrations.
5. Small-Town Shopping with Big Charm
Downtown Midway Boutiques – 13 min
Stroll a quaint main street filled with local artisan shops, antiques, and specialty goods in this picturesque rail-side village.
Innkeeper tip: Don’t miss the old-fashioned Soda Fountain Shop or the coffee at Black Type Co. – Robin
6. Uncover Adventure in Nearby Louisville
Louisville Mega Cavern – 1 hr
Explore a massive former limestone cavern turned adventure park, featuring underground zip lines, a tram tour, and one of the most unique light shows in the country. This all-weather attraction offers thrills and fun beneath the surface of Louisville.
7. Cruise Through Horse Country
Old Frankfort Pike – 10 min
Take a leisurely drive through rolling hills, stone fences, and world-renowned horse farms on one of America’s most beautiful scenic byways.
Innkeeper tip: Even if you do not consider yourself a horse lover, visiting the horse farms is a wonderful experience for everyone, and there is nothing like visiting the retired thoroughbreds at Old Friends Retirement Farm. – Rachel
8. Toast to Tradition at the Bourbon Festival
Kentucky Bourbon Festival – 45 min
Celebrate the spirit of Kentucky with tastings, master distiller meetups, live music, and bourbon heritage at this annual fall event.
Innkeeper tip: Wear sunscreen and go ready for some shopping too! They have the cutest, unique vendors set up along the streets. – Rachel
9. Catch the Beat at The Burl
The Burl – 20 min
Catch bluegrass, country, and indie acts in a converted train depot turned music venue with vintage vibes and a lively outdoor space.
Innkeeper tip: They have an old-fashioned arcade that is a blast from the past with Skee-ball, Pac-Man, Mortal Kombat, and of course the original Mario Bros. (plus so many more). – Robin
10. Stay in Southern Comfort at Rose Hill Inn
Make your getaway complete with a stay at Rose Hill Inn, where historic charm meets modern comfort. Nestled in the heart of Versailles, this boutique bed & breakfast offers elegant rooms, warm hospitality, and a perfect home base for exploring all that Kentucky has to offer.
