5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

Created using Inspirock Kentucky trip planner

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Route & dates

5 days in Kentucky Itinerary

Start: New York City
Fly:  5​h 30​min
1
Louisville
— 2 nights
Drive:  1​h 30​min
2
Lexington
— 2 nights
Fly:  4​h 15​min
End: New York City

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 (Thu): test your problem-solving skills at popular escape rooms. Get ready for a full day of sightseeing on the next day: examine the collection at Louisville Slugger Museum & Factory, then sample the fine beverages at Kentucky Peerless Distilling Co, then see the interesting displays at Kentucky Derby Museum, and finally try to win big at Churchill Downs.

To see traveler tips, other places to visit, ratings, and other tourist information, go to the Louisville trip planner .

New York City to Louisville is an approximately 5.5-hour flight. You can also do a combination of bus and flight; or drive. In December in Louisville, expect temperatures between 48°F during the day and 33°F at night. Wrap up your sightseeing on the 28th (Sat) to allow time to drive to Lexington.

Things to do in Louisville

Tours Historic Sites Museums

Side Trip

Kentucky Artisan Distillery
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
Louisville Slugger Museum & Factory ©
Distillery Tours

2
nights
Lexington

Lexington
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 (Sun): experience rural life at Old Friends at Dream Chase Farm and then see the interesting displays at Ark Encounter. Get ready for a full day of sightseeing on the next day: sample the tasty concoctions at Lexington Brewing & Distilling Co., then brush up on your knowledge of spirits at Buffalo Trace Distillery, and then try to win big at Keeneland.

For more things to do, other places to visit, photos, and other tourist information, read Lexington online vacation planner .

You can drive from Louisville to Lexington in 1.5 hours. Alternatively, you can take a bus. In December, plan for daily highs up to 48°F, and evening lows to 32°F. Finish your sightseeing early on the 30th (Mon) so you can travel back home.

Things to do in Lexington

Casinos Fun & Games Museums

Side Trips

Old Friends at Dream Chase Farm, Ark Encounter, Buffalo Trace Distillery
Highlights from your plan
Ark Encounter
Ark Encounter
Keeneland ©
Keeneland
Buffalo Trace Distillery ©
Buffalo Trace Distillery

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