10 days in Kentucky & Cleveland Itinerary

10 days in Kentucky & Cleveland Itinerary

Created using Inspirock United States tour planner

Make it your trip
Fly
1
Lexington
— 1 night
Drive
2
Louisville
— 2 nights
Drive
3
Cave City
— 1 night
Drive
4
Hopkinsville
— 1 night
Drive
5
Paducah
— 1 night
Fly
6
Cleveland
— 2 nights
Fly

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Lexington

— 1 night

Horse Capital of the World

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Kick off your visit on the 3rd (Sat): brush up on your knowledge of spirits at Bluegrass Distillers and then try to win big at Keeneland. On the 4th (Sun), you'll have a packed day of sightseeing: steep yourself in history at Shaker Village of Pleasant Hill, then brush up on your knowledge of spirits at Woodford Reserve Distillery, then sample the fine beverages at Buffalo Trace Distillery, and finally do a tasting at Equus Run Vineyard & Winery.

To see photos, maps, ratings, and more tourist information, read our Lexington journey planning app.

Washington DC to Lexington is an approximately 5-hour flight. You can also drive; or take a bus. Traveling from Washington DC in August, you can expect nighttime temperatures to be slightly colder in Lexington, with lows of 65°F. Wrap up your sightseeing on the 4th (Sun) early enough to drive to Louisville.

Things to do in Lexington

Casinos · Fun & Games · Breweries & Distilleries · Historic Sites

Side Trips

Louisville

— 2 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Kick off your visit on the 5th (Mon): examine the collection at Louisville Slugger Museum & Factory, sample the fine beverages at Kentucky Peerless Distilling Co, then explore the fascinating underground world of Louisville Mega Cavern, and finally enjoy some diversion at Churchill Downs. On the 6th (Tue), you'll have a packed day of sightseeing: get a taste of the local shopping with 21c Museum Hotel, then identify plant and animal life at Bernheim Arboretum & Forest, then sample the fine beverages at Jim Beam American Stillhouse, and finally brush up on your knowledge of spirits at Copper & Kings American Brandy Distillery.

To find where to stay, photos, ratings, and tourist information, go to the Louisville trip planner.

Getting from Lexington to Louisville by car takes about 1.5 hours. Other options: take a bus. August in Louisville sees daily highs of 86°F and lows of 68°F at night. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Cave City.

Things to do in Louisville

Parks · Breweries & Distilleries · Wildlife · Nature

Side Trip

Cave City

— 1 night
Originally intended as a resort city to serve the Mammoth Cave attraction, Cave City has taken on a life of its own.
On the 7th (Wed), see the interesting displays at National Corvette Museum, get interesting insight from Tours, and then Head underground at Mammoth Cave.

To see other places to visit, photos, ratings, and more tourist information, read Cave City trip planner.

You can drive from Louisville to Cave City in 1.5 hours. Alternatively, you can do a combination of bus and car; or do a combination of bus and taxi. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. In August, daytime highs in Cave City are 85°F, while nighttime lows are 65°F. Finish your sightseeing early on the 7th (Wed) to allow enough time to travel to Hopkinsville.

Things to do in Cave City

Outdoors · Tours · Wildlife · Nature

Side Trips

Hopkinsville

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

For ratings, reviews, and more tourist information, read Hopkinsville road trip planner.

You can drive from Cave City to Hopkinsville in 2 hours. In August, plan for daily highs up to 86°F, and evening lows to 67°F. Wrap up your sightseeing on the 8th (Thu) early enough to drive to Paducah.

Things to do in Hopkinsville

Breweries & Distilleries · Wildlife · Parks · Shopping

Side Trip

Paducah

— 1 night
Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. On the 9th (Fri), explore the galleries of William Clark Market House Museum, sample the fine beverages at The Moonshine Company, admire the masterpieces at The National Quilt Museum, then stop by Twin Lakes Antique Mall, and finally do a tasting at Purple Toad Winery.

For photos, maps, ratings, and other tourist information, read Paducah trip planner.

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. Cap off your sightseeing on the 9th (Fri) early enough to travel to Cleveland.

Things to do in Paducah

Museums · Wineries · Historic Sites · Shopping

Side Trip

Cleveland

— 2 nights

Forest City

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.
Do some cultural sightseeing at Rock & Roll Hall of Fame and West Side Market. You'll enjoy a bit of beach vacationing at Main Street Beach and Lakeview Park. Go for a jaunt from Cleveland to Canfield to see Mill Creek Park about 1h 25 min away. Next up on the itinerary: try to win big at JACK Cleveland Casino.

To find photos, ratings, where to stay, and more tourist information, read our Cleveland trip planner.

You can fly from Paducah to Cleveland in 6 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Paducah to Cleveland due to the time zone difference. When traveling from Paducah in August, plan for little chillier days in Cleveland, with highs around 80°F, while nights are about the same with lows around 67°F. Cap off your sightseeing on the 12th (Mon) early enough to travel back home.

Things to do in Cleveland

Parks · Outdoors · Beaches · Museums

Side Trips

Kentucky travel guide

4.5
Caves · Specialty Museums · Distilleries
The Bluegrass State
A diverse region of sprawling farmland and rich cultural heritage, Kentucky is the birthplace of American horse racing and home to the world-famous Kentucky Derby. While the cities of Lexington and Louisville experience the majority of the state's tourism, Kentucky is also a favorite among outdoor enthusiasts with its array of natural attractions, including the Cumberland Gap and the world's longest cave system at Mammoth Cave National Park. Take a tour through original Civil War battlefields to delve into the nation's history, or head to one of the many bourbon distilleries to learn more about Kentucky's most famous export.