10 days in Kentucky & Cleveland Itinerary

10 days in Kentucky & Cleveland Itinerary

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Route & dates

10 days in Kentucky & Cleveland Itinerary

Start: Washington DC
Fly:  3​h
1
Lexington
— 1 night
Drive:  1​h 30​min
2
Louisville
— 2 nights
Drive:  1​h 45​min
3
Cave City
— 1 night
Drive:  2​h
4
Hopkinsville
— 1 night
Drive:  1​h 15​min
5
Paducah
— 1 night
Fly:  5​h 45​min
6
Cleveland
— 2 nights
Fly:  3​h 15​min
End: Washington DC

1
night
Lexington

Lexington ©
Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
On the 3rd (Sat), sample the fine beverages at Bluegrass Distillers and then try your luck at Keeneland. Here are some ideas for day two: contemplate the long history of Shaker Village of Pleasant Hill, then sample the tasty concoctions at Woodford Reserve Distillery, then brush up on your knowledge of spirits at Buffalo Trace Distillery, and finally do a tasting at Equus Run Vineyard & Winery.

To find other places to visit, photos, ratings, and other tourist information, go to the Lexington trip builder site .

Washington DC to Lexington is an approximately 3-hour flight. You can also drive; or do a combination of train and bus. Expect a bit cooler evenings in Lexington when traveling from Washington DC in August, with lows around 65°F. Wrap up your sightseeing on the 4th (Sun) to allow time to drive to Louisville.

Things to do in Lexington

Fun & Games Casinos Breweries & Distilleries

Side Trips

Equus Run Vineyard & Winery, Buffalo Trace Distillery, Shaker Village of Pleasant Hill, Woodford Reserve Distillery
Highlights from your plan
Keeneland ©
Keeneland
Shaker Village of Pleasant Hill ©
Shaker Village of Pleasant Hill
Buffalo Trace Distillery ©
Buffalo Trace Distillery

2
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
On the 5th (Mon), see the interesting displays at Louisville Slugger Museum & Factory, sample the fine beverages at Kentucky Peerless Distilling Co, then admire all the interesting features of Louisville Mega Cavern, and finally try your luck at Churchill Downs. On the 6th (Tue), you'll have a packed day of sightseeing: admire the masterpieces at 21c Museum Hotel, then identify plant and animal life at Bernheim Arboretum & Forest, then brush up on your knowledge of spirits at Jim Beam American Stillhouse, and finally sample the fine beverages at Copper & Kings American Brandy Distillery.

For photos, where to stay, traveler tips, and other tourist information, read Louisville online visit planner .

Getting from Lexington to Louisville by car takes about 1.5 hours. Other options: take a bus. In August, plan for daily highs up to 86°F, and evening lows to 68°F. Wrap up your sightseeing on the 6th (Tue) early enough to travel to Cave City.

Things to do in Louisville

Parks Historic Sites Breweries & Distilleries

Side Trip

Clermont
Highlights from your plan
Churchill Downs ©
Churchill Downs
Louisville Mega Cavern ©
Louisville Mega Cavern
Louisville Slugger Museum & Factory ©

1
night
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.
Kick off your visit on the 7th (Wed): examine the collection at National Corvette Museum, surround yourself with nature on a nature and wildlife tour, and then explore the fascinating underground world of Mammoth Cave National Park.

To see photos, other places to visit, more things to do, and more tourist information, refer to the Cave City online attractions planner .

Traveling by car from Louisville to Cave City takes 1.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Louisville to Cave City. August in Cave City sees daily highs of 85°F and lows of 65°F at night. Wrap up your sightseeing on the 7th (Wed) early enough to travel to Hopkinsville.

Things to do in Cave City

Outdoors Wildlife Tours

Side Trips

Mammoth Cave National Park, National Corvette Museum
Highlights from your plan
Mammoth Cave National Park ©
Mammoth Cave National Park
National Corvette Museum ©
National Corvette Museum

1
night
Hopkinsville

Hopkinsville ©
Hopkinsville is a home rule-class city in and the county seat of Christian County, Kentucky, United States. On the 8th (Thu), look for gifts at Griffin's Studio, sample the fine beverages at MB Roland Distillery, then identify plant and animal life at Jeffers Bend Environmental Center, and finally brush up on your knowledge of spirits at Casey Jones Distillery.

To find where to stay, ratings, other places to visit, and other tourist information, you can read our Hopkinsville online day trip planner .

Traveling by car from Cave City to Hopkinsville takes 2 hours. In August, daily temperatures in Hopkinsville can reach 86°F, while at night they dip to 67°F. Finish up your sightseeing early on the 8th (Thu) so you can go by car to Paducah.

Things to do in Hopkinsville

Breweries & Distilleries Parks Wildlife

Side Trip

MB Roland Distillery
Highlights from your plan
Casey Jones Distillery ©
Casey Jones Distillery
Griffin's Studio ©
Griffin's Studio
MB Roland Distillery ©
MB Roland Distillery

1
night
Paducah

Paducah ©
Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Kick off your visit on the 9th (Fri): contemplate the long history of William Clark Market House Museum, brush up on your knowledge of spirits at The Moonshine Company, admire the masterpieces at The National Quilt Museum, then look for gifts at Twin Lakes Antique Mall, and finally do a tasting at Purple Toad Winery.

To see where to stay, more things to do, and other tourist information, refer to the Paducah trip maker website .

Traveling by car from Hopkinsville to Paducah takes 1.5 hours. In August in Paducah, expect temperatures between 87°F during the day and 67°F at night. Wrap up your sightseeing on the 9th (Fri) to allow time to travel to Cleveland.

Things to do in Paducah

Museums Historic Sites Wineries

Side Trip

Twin Lakes Antique Mall
Highlights from your plan
The National Quilt Museum ©
The National Quilt Museum
Purple Toad Winery ©
Purple Toad Winery
William Clark Market House Museum ©
William Clark Market House Museum

2
nights
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.
We've included these beaches for you: Lakeview Park and Main Street Beach. Your cultural itinerary includes sights like West Side Market and Rock & Roll Hall of Fame. Take a break from Cleveland with a short trip to Mill Creek Park in Canfield, about 1h 25 min away. The adventure continues: try your luck at JACK Cleveland Casino.

For where to stay, photos, more things to do, and other tourist information, refer to the Cleveland travel planner.

You can fly from Paducah to Cleveland in 6 hours. Alternatively, you can do a combination of car and flight; or drive. The time zone difference when traveling from Paducah to Cleveland is 1 hour. When traveling from Paducah in August, plan for little chillier days and about the same nights in Cleveland: temperatures range from 80°F by day to 67°F at night. Wrap up your sightseeing on the 12th (Mon) early enough to travel back home.

Things to do in Cleveland

Parks Outdoors Beaches

Side Trips

Mill Creek Park, Main Street Beach, Lakeview Park
Highlights from your plan
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
West Side Market ©
West Side Market
JACK Cleveland Casino ©
JACK Cleveland Casino

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