6 days in Cleveland & Kentucky Itinerary

6 days in Cleveland & Kentucky Itinerary

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6 days in Cleveland & Kentucky Itinerary

Start: Cleveland
1
Cleveland
— 1 night
Fly:  5​h 45​min
2
Louisville
— 1 day
Drive:  1​h 15​min
3
Lebanon
— 1 night
Drive:  1​h 15​min
4
Versailles
— 1 night
Fly:  5​h 45​min
End: Cleveland

1
night
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
On the 16th (Sun), take in the architecture and atmosphere at St John's Cathedral, then hunt for treasures at West Side Market, and then try to win big at JACK Cleveland Casino. Here are some ideas for day two: explore the striking landscape of Cuyahoga Valley National Park.

To find more things to do, reviews, maps, and other tourist information, go to the Cleveland day trip planner .

Detroit to Cleveland is an approximately 3-hour car ride. You can also do a combination of bus and train; or do a combination of bus and flight. In December, daily temperatures in Cleveland can reach 42°F, while at night they dip to 31°F. Finish your sightseeing early on the 17th (Mon) to allow enough time to travel to Louisville.

Things to do in Cleveland

Nature Parks Fun & Games

Side Trip

Cuyahoga Valley National Park
Highlights from your plan
West Side Market ©
West Side Market
JACK Cleveland Casino ©
JACK Cleveland Casino
Cuyahoga Valley National Park ©
Cuyahoga Valley National Park

1
day
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Start off your visit on the 18th (Tue): see the interesting displays at Louisville Slugger Museum & Factory, take a stroll through Old Louisville, and then explore the fascinating underground world of Louisville Mega Cavern.

To see traveler tips, ratings, photos, and more tourist information, read our Louisville trip itinerary maker site .

Getting from Cleveland to Louisville by flight takes about 6 hours. Other options: drive; or do a combination of flight and bus. When traveling from Cleveland in December, plan for somewhat warmer days in Louisville, with highs around 48°F, while nights are about the same with lows around 33°F. Finish your sightseeing early on the 18th (Tue) to allow enough time to travel to Lebanon.

Things to do in Louisville

Nature Historic Sites Parks
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
Old Louisville ©
Old Louisville
Louisville Slugger Museum & Factory ©

1
night
Lebanon

Lebanon ©
Lebanon is a home rule-class city in Marion County, Kentucky, in the United States. Start off your visit on the 19th (Wed): admire all the interesting features of Lincoln Homestead State Park, then learn about winemaking at McIntyre's Winery & Berries, then do a tasting at Jesters Winery & Cafe, and finally sample the fine beverages at Maker's Mark.

To find reviews, traveler tips, maps, and more tourist information, read our Lebanon day trip site .

Drive from Louisville to Lebanon in 1.5 hours. In December, plan for daily highs up to 46°F, and evening lows to 31°F. Finish your sightseeing early on the 19th (Wed) so you can travel to Versailles.

Things to do in Lebanon

Wineries Nature Historic Sites

Side Trips

McIntyre's Winery & Berries, Lincoln Homestead State Park, Maker's Mark
Highlights from your plan
McIntyre's Winery & Berries ©
McIntyre's Winery & Berries
Jesters Winery & Cafe ©
Jesters Winery & Cafe
Lincoln Homestead State Park ©
Lincoln Homestead State Park

1
night
Versailles

Versailles ©
Versailles is a home rule-class city in Woodford County, Kentucky, United States and is located near Lexington. Start off your visit on the 20th (Thu): sample the tasty concoctions at Woodford Reserve Distillery, then experience rural life at Old Friends at Dream Chase Farm, then brush up on your knowledge of spirits at Buffalo Trace Distillery, and finally get a sense of history and politics at Old State Capitol.

To see other places to visit, more things to do, reviews, and more tourist information, go to the Versailles road trip app .

Getting from Lebanon to Versailles by car takes about an hour. In December, daytime highs in Versailles are 48°F, while nighttime lows are 32°F. Wrap up your sightseeing on the 20th (Thu) early enough to travel back home.

Things to do in Versailles

Breweries Outdoors Museums

Side Trips

Frankfort, Old Friends at Dream Chase Farm
Highlights from your plan
Buffalo Trace Distillery ©
Buffalo Trace Distillery
Woodford Reserve Distillery ©
Woodford Reserve Distillery
Old State Capitol ©
Old State Capitol

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