5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

Created using Inspirock Kentucky route maker

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Route & dates

5 days in Kentucky Itinerary

Start: New York City
+2
Drive + Fly + Drive:  6​h 15​min
1
Park City
— Few hours
Drive:  2​h
2
Louisville
— 2 nights
Drive:  1​h 30​min
3
Lexington
— 2 nights
Fly:  4​h 15​min
End: New York City

few
hours
Park City

Park City ©
Park City is a home rule-class city in Barren County, Kentucky, United States. To see traveler tips, where to stay, maps, and more tourist information, go to the Park City tour itinerary maker app .

New York City to Park City is an approximately 6.5-hour flight. You can also drive. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. When traveling from New York City in May, plan for somewhat warmer days in Park City, with highs around 76°F, while nights are about the same with lows around 56°F. Finish your sightseeing early on the 29th (Wed) so you can travel to Louisville.

Things to do in Park City

Nature Parks

Side Trip

Mammoth Cave National Park
Highlights from your plan
Mammoth Cave National Park ©
Mammoth Cave National Park

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 30th (Thu): Head underground at Louisville Mega Cavern, then see the interesting displays at Kentucky Derby Museum, and then try to win big at Churchill Downs. Get ready for a full day of sightseeing on the next day: examine the collection at Louisville Slugger Museum & Factory, gain some tasty knowledge on a distillery tour, and then snap pictures at The Big Four Bridge.

To find more things to do, maps, other places to visit, and tourist information, read Louisville road trip planner .

Traveling by car from Park City to Louisville takes 1.5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Park City to Louisville. In May in Louisville, expect temperatures between 77°F during the day and 58°F at night. Wrap up your sightseeing on the 31st (Fri) to allow time to drive to Lexington.

Things to do in Louisville

Historic Sites Tours Museums
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
Louisville Slugger Museum & Factory ©
Kentucky Derby Museum ©
Kentucky Derby Museum

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 1st (Sat): brush up on your knowledge of spirits at Buffalo Trace Distillery, then pause for some photo ops at Kentucky Vietnam Veterans Memorial, and then bet on a winner at Keeneland. On the next day, admire all the interesting features of Old Friends at Dream Chase Farm, examine the collection at Kentucky Horse Park, and then test your team's savvy at popular escape rooms.

To see reviews, where to stay, traveler tips, and tourist information, read our Lexington sightseeing planner.

Traveling by car from Louisville to Lexington takes 1.5 hours. Alternatively, you can take a bus. In May in Lexington, expect temperatures between 76°F during the day and 55°F at night. Finish your sightseeing early on the 2nd (Sun) to allow enough time to travel back home.

Things to do in Lexington

Fun & Games Nature Museums

Side Trips

Frankfort, Old Friends at Dream Chase Farm
Highlights from your plan
Old Friends at Dream Chase Farm ©
Old Friends at Dream Chase Farm
Keeneland ©
Keeneland
Kentucky Horse Park ©
Kentucky Horse Park

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