4 days in Kentucky Itinerary

Created using Inspirock Kentucky journey planner
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Louisville — 1 night

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Start off your visit on the 12th (Sun): examine the collection at Louisville Slugger Museum & Factory, then brush up on your knowledge of spirits at Kentucky Artisan Distillery, and then gain some tasty knowledge on a distillery tour. Get ready for a full day of sightseeing on the 13th (Mon): examine the collection at Kentucky Derby Museum, then explore the fascinating underground world of Louisville Mega Cavern, and then test your team's savvy at popular escape rooms.

To find maps, ratings, more things to do, and more tourist information, you can read our Louisville road trip planning app.

Lexington to Louisville is an approximately 1.5-hour car ride. You can also take a bus. In February, daytime highs in Louisville are 47°F, while nighttime lows are 29°F. Wrap up your sightseeing on the 13th (Mon) early enough to drive to Lexington.
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Lexington — 2 nights

Horse Capital of the World

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Start off your visit on the 14th (Tue): sample the fine beverages at James E. Pepper Distillery, then sample the tasty concoctions at Lexington Brewing & Distilling Co., then relax in the rural setting at Sun Valley Farm, and finally indulge your thirst for a good beer at West Sixth Brewing. On the next day, relax in the rural setting at Old Friends at Dream Chase Farm, then sample the fine beverages at Buffalo Trace Distillery, and then learn insider's secrets on Kentucky River Tours.

Plan trip to Lexington with our itinerary maker to find out where to go and what to do.

Traveling by car from Louisville to Lexington takes 1.5 hours. Alternatively, you can take a bus. In February in Lexington, expect temperatures between 47°F during the day and 28°F at night. Finish your sightseeing early on the 15th (Wed) so you can travel back home.
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Kentucky travel guide

Caves · Distilleries · Specialty Museums
The Bluegrass State
A diverse region of sprawling farmland and rich cultural heritage, Kentucky is the birthplace of American horse racing and home to the world-famous Kentucky Derby. While the cities of Lexington and Louisville experience the majority of the state's tourism, Kentucky is also a favorite among outdoor enthusiasts with its array of natural attractions, including the Cumberland Gap and the world's longest cave system at Mammoth Cave National Park. Take a tour through original Civil War battlefields to delve into the nation's history, or head to one of the many bourbon distilleries to learn more about Kentucky's most famous export.