3 days in Kentucky Itinerary

3 days in Kentucky Itinerary

Created using Inspirock Kentucky travel route planner

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Route & dates

3 days in Kentucky Itinerary

Start: Chicago
Fly + Drive:  4​h 30​min
1
Cave City
— Few hours
Drive:  1​h 30​min
2
Louisville
— 2 nights
Fly:  3​h 45​min
End: Chicago

few
hours
Cave City

Cave City ©
Originally intended as a resort city to serve the Mammoth Cave attraction, Cave City has taken on a life of its own.
Start off your visit on the 25th (Fri): explore the fascinating underground world of Mammoth Cave.

For ratings, where to stay, reviews, and other tourist information, use the Cave City trip planner .

Chicago to Cave City is an approximately 4.5-hour combination of flight and car. You can also drive. Traveling from Chicago in October, expect nights in Cave City to be about the same, around 48°F, while days are somewhat warmer, around 71°F. Finish up your sightseeing early on the 25th (Fri) so you can travel to Louisville.

Things to do in Cave City

Nature Parks

Side Trip

Mammoth Cave
Highlights from your plan
Mammoth Cave ©
Mammoth Cave

2
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Start off your visit on the 26th (Sat): browse for treasures at The Glendale Antique Mall, examine the collection at Louisville Slugger Museum & Factory, and then look for gifts at The Outlet Shoppes of the Bluegrass. On your second day here, Head underground at Louisville Mega Cavern, then examine the collection at Kentucky Derby Museum, and then try your luck at Churchill Downs.

To see maps, ratings, and other tourist information, read our Louisville route site .

Traveling by car from Cave City to Louisville takes 1.5 hours. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Expect a daytime high around 71°F in October, and nighttime lows around 50°F. Finish your sightseeing early on the 27th (Sun) to allow enough time to travel back home.

Things to do in Louisville

Shopping Historic Sites Museums

Side Trips

The Glendale Antique Mall, The Outlet Shoppes of the Bluegrass
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
The Outlet Shoppes of the Bluegrass ©
The Glendale Antique Mall ©
The Glendale Antique Mall

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