5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

Created using Inspirock Kentucky visit planner
Make it your trip
— 2 nights
— 2 nights


Louisville — 2 nights

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Step out of Louisville to go to Elizabethtown and see Swope's Cars of Yesteryear Museum, which is approximately 56 minutes away. There's still lots to do: Head underground at Louisville Mega Cavern, learn insider's secrets on a distillery tour, brush up on your knowledge of spirits at Copper & Kings American Brandy Distillery, and see the interesting displays at Louisville Slugger Museum & Factory.

For where to stay, more things to do, and other tourist information, use the Louisville online trip itinerary maker.

Birmingham to Louisville is an approximately 5-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Birmingham to Louisville is 1 hour. In January, Louisville is a bit cooler than Birmingham - with highs of 43°F and lows of 25°F. Finish your sightseeing early on the 26th (Wed) so you can drive to Lexington.
Breweries & Distilleries · Museums · Tours · Parks
Side Trip

Lexington — 2 nights

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 27th (Thu): sample the fine beverages at James E. Pepper Distillery, then indulge your thirst for a good beer at Ethereal Brewing, and then indulge your thirst for a good beer at West Sixth Brewing. Get ready for a full day of sightseeing on the next day: examine the collection at Ark Encounter and then sample the fine beverages at Buffalo Trace Distillery.

To see where to stay, maps, more things to do, and tourist information, read our Lexington driving holiday planning tool.

Traveling by car from Louisville to Lexington takes 1.5 hours. Alternatively, you can take a bus. January in Lexington sees daily highs of 41°F and lows of 24°F at night. Finish your sightseeing early on the 28th (Fri) so you can fly back home.
Breweries & Distilleries · Museums
Side Trips

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.