5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

Created using Inspirock Kentucky travel planner

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Route & dates

5 days in Kentucky Itinerary

Start: Chicago
Fly:  3​h 45​min
1
Louisville
— 3 nights
Fly:  3​h 45​min
End: Chicago

3
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Satisfy your inner culture vulture at Cave Hill Cemetery and Swope's Cars of Yesteryear Museum. Discover out-of-the-way places like Frazier History Museum and Abraham Lincoln Birthplace National Historical Park. Explore the numerous day-trip ideas around Louisville: Bardstown (Basilica of St Joseph Proto-Cathedral & Willett Distilling Company) and The Abbey of Gethsemani (in Trappist). There's still lots to do: contemplate the long history of Conrad-Caldwell House Museum (Conrad's Castle), explore the world behind art at 21c Museum Hotel, wander the streets of Old Louisville, and browse the exhibits of Historic Locust Grove.

For more things to do, photos, other places to visit, and tourist information, read our Louisville journey maker app .

Chicago to Louisville is an approximately 4-hour flight. You can also drive; or do a combination of flight and bus. The time zone difference when traveling from Chicago to Louisville is 1 hour. Plan for somewhat warmer temperatures traveling from Chicago in December, with highs in Louisville at 48°F and lows at 33°F. On the 5th (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Louisville

Historic Sites Museums Neighborhoods

Side Trips

Bardstown, Abraham Lincoln Birthplace National Historical Park, Swope's Cars of Yesteryear Museum, The Abbey of Gethsemani
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