5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

Created using Inspirock Kentucky vacation planner

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Route & dates

5 days in Kentucky Itinerary

Start: Philadelphia
Fly + Drive:  5​h 45​min
1
Hopkinsville
— 1 night
Drive:  1​h 45​min
2
Mammoth Cave National Park
— 1 night
Drive:  1​h 45​min
3
Louisville
— 1 night
Drive:  1​h 30​min
4
Versailles
— 1 night
Drive + Fly:  4​h 30​min
End: Philadelphia

1
night
Hopkinsville

Hopkinsville ©
Hopkinsville is a home rule-class city in and the county seat of Christian County, Kentucky, United States. On the 14th (Mon), pause for some photo ops at Jefferson Davis State Historic Site and then sample the fine beverages at Casey Jones Distillery. Keep things going the next day: look for gifts at Griffin's Studio and then buy something for everyone on your list at The Westchester.

For photos, where to stay, reviews, and more tourist information, read Hopkinsville trip builder app .

Philadelphia to Hopkinsville is an approximately 6-hour flight. You can also drive. The time zone difference when traveling from Philadelphia to Hopkinsville is minus 1 hour. In January, plan for daily highs up to 44°F, and evening lows to 27°F. Finish your sightseeing early on the 15th (Tue) so you can travel to Mammoth Cave National Park.

Things to do in Hopkinsville

Shopping Breweries & Distilleries Historic Sites

Side Trips

Jefferson Davis State Historic Site, The Westchester
Highlights from your plan
Casey Jones Distillery ©
Casey Jones Distillery
Griffin's Studio ©
Griffin's Studio
The Westchester ©
The Westchester

1
night
Mammoth Cave National Park

Mammoth Cave National Park ©
Mammoth Caves National Park is the longest cave system in the world so far discovered.
Kick off your visit on the 16th (Wed): trek along Cedar Sink Trail and then explore the fascinating underground world of Mammoth Cave National Park.

For photos, more things to do, maps, and tourist information, read Mammoth Cave National Park route maker app .

Drive from Hopkinsville to Mammoth Cave National Park in 2 hours. In January, plan for daily highs up to 43°F, and evening lows to 25°F. Finish your sightseeing early on the 16th (Wed) so you can drive to Louisville.

Things to do in Mammoth Cave National Park

Parks Outdoors Nature
Highlights from your plan
Mammoth Cave ©
Mammoth Cave
Cedar Sink Trail ©
Cedar Sink Trail

1
night
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
On the 17th (Thu), stop by Art Eatables, then explore the fascinating underground world of Louisville Mega Cavern, then admire the masterpieces at 21c Museum Hotel, and finally brush up on your knowledge of spirits at Evan Williams Bourbon Experience.

For where to stay, traveler tips, ratings, and more tourist information, use the Louisville online tour planner .

You can drive from Mammoth Cave National Park to Louisville in 2 hours. Other options are to do a combination of car and bus; or do a combination of taxi and bus. You'll lose 1 hour traveling from Mammoth Cave National Park to Louisville due to the time zone difference. In January, daytime highs in Louisville are 43°F, while nighttime lows are 25°F. Cap off your sightseeing on the 17th (Thu) early enough to travel to Versailles.

Things to do in Louisville

Nature Historic Sites Parks
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
Evan Williams Bourbon Experience ©
Evan Williams Bourbon Experience
Art Eatables ©
Art Eatables

1
night
Versailles

Versailles ©
Versailles is a home rule-class city in Woodford County, Kentucky, United States and is located near Lexington. On the 18th (Fri), sample the tasty concoctions at Woodford Reserve Distillery, then go for a walk through Kentucky Bourbon Trail, then brush up on your knowledge of spirits at Buffalo Trace Distillery, and finally shop like a local with Damselfly Gallery.

To see ratings, where to stay, reviews, and more tourist information, refer to the Versailles visit planner.

Traveling by car from Louisville to Versailles takes 1.5 hours. In January, plan for daily highs up to 41°F, and evening lows to 24°F. Finish your sightseeing early on the 18th (Fri) to allow enough time to travel back home.

Things to do in Versailles

Breweries & Distilleries Museums Shopping

Side Trips

Kentucky Bourbon Trail, Buffalo Trace Distillery, Damselfly Gallery
Highlights from your plan
Buffalo Trace Distillery ©
Buffalo Trace Distillery
Woodford Reserve Distillery ©
Woodford Reserve Distillery

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