5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

Created using Inspirock Kentucky vacation maker

Make it your trip
Fly
1
Louisville
— 1 night
Drive
2
Horse Cave
— 1 night
Drive
3
Lexington
— 2 nights
Fly

S M T W T F S
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Louisville

— 1 night

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
On the 26th (Fri), have fun at Churchill Downs.

For photos, where to stay, ratings, and more tourist information, refer to the Louisville trip itinerary planner.

Dallas to Louisville is an approximately 5-hour flight. You can also drive; or take a bus. You'll lose 1 hour traveling from Dallas to Louisville due to the time zone difference. Traveling from Dallas in October, expect Louisville to be slightly colder, temps between 71°F and 50°F. Finish your sightseeing early on the 27th (Sat) so you can travel to Horse Cave.

Things to do in Louisville

Historic Sites · Museums · Tours · Fun & Games

Horse Cave

— 1 night
Horse Cave is a home rule-class city in Hart County, Kentucky, United States. Kick off your visit on the 28th (Sun): explore the fascinating underground world of Mammoth Cave, then see the interesting displays at Dinosaur World, and then explore the fascinating underground world of Hidden River Cave and American Cave Museum.

To find traveler tips, reviews, photos, and other tourist information, you can read our Horse Cave road trip planning website.

You can drive from Louisville to Horse Cave in 1.5 hours. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Expect a daytime high around 71°F in October, and nighttime lows around 48°F. Finish up your sightseeing early on the 28th (Sun) so you can travel to Lexington.

Things to do in Horse Cave

Nature · Parks · Museums

Side Trips

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 29th (Mon): witness the site of a historic battle at Perryville Battlefield State Historic Site and then get a taste of the local shopping with Kentucky Artisan Center at Berea. On the 30th (Tue), you'll have a packed day of sightseeing: admire the natural beauty at Ashland: The Henry Clay Estate, then explore the different monuments and memorials at Lexington Cemetery, and then try your luck at Keeneland.

For traveler tips, more things to do, reviews, and more tourist information, you can read our Lexington trip planner.

You can drive from Horse Cave to Lexington in 2 hours. Due to the time zone difference, you'll lose 1 hour traveling from Horse Cave to Lexington. Expect a daytime high around 70°F in October, and nighttime lows around 49°F. Finish your sightseeing early on the 30th (Tue) to allow enough time to travel back home.

Things to do in Lexington

Historic Sites · Fun & Games · Casinos · Museums

Side Trips

Kentucky travel guide

4.5
Caves · Specialty Museums · Distilleries
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.