6 days in Kentucky Itinerary
Created using Inspirock Kentucky tour planner
Start: Newark
Drive
1
Louisville
— 2 nights
Drive
2
Lexington
— 3 nights
Fly
End: Newark
Sun, Sep 25 - Fri, Sep 30
Edit
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Louisville — 2 nights
Derby City
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.On the 26th (Mon), you'll have a packed day of sightseeing: Head underground at Louisville Mega Cavern.
Plan trip to Louisville with our itinerary maker to find out where to go and what to do.
Newark to Louisville is an approximately 11.5-hour car ride. You can also fly; or drive; or do a combination of train and bus. In September in Louisville, expect temperatures between 82°F during the day and 61°F at night. Wrap up your sightseeing on the 27th (Tue) early enough to drive to Lexington.
Find places to stay Sep 25 — 27:
Highlights from your trip
Lexington — 3 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.Deepen your sense of the past at sights like Shaker Village of Pleasant Hill and Mary Todd Lincoln House. Do some cultural sightseeing at Ashland: The Henry Clay Estate and William Whitley House. The adventure continues: explore the different monuments and memorials at Lexington Cemetery and brush up on your knowledge of spirits at James E. Pepper Distillery.
To find maps, ratings, reviews, and tourist information, refer to the Lexington driving holiday planner.
You can drive from Louisville to Lexington in 1.5 hours. Alternatively, you can take a bus. In September, daytime highs in Lexington are 81°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 30th (Fri) early enough to fly back home.
Side Trips
Find places to stay Sep 27 — 30:
Highlights from your trip
Kentucky travel guide
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.