9 days in Kentucky Itinerary

9 days in Kentucky Itinerary

Created using Inspirock Kentucky trip planner

Plan created by another user. Make it yours
Drive
1
Louisville
— 3 nights
Drive
2
Slade
— 1 night
Drive
3
Middlesboro
— 1 night
Drive
4
Cave City
— 3 nights
Drive

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3
nights
Louisville

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Kids will enjoy Cave Hill Cemetery and Renaissance Fun Park. Explore hidden gems such as Conrad-Caldwell House Museum (Conrad's Castle) and Angel's Envy Distillery. Venture out of the city with trips to Bardstown (Willett Distilling Company, Barton 1792 Distillery, &more). There's lots more to do: explore the fascinating underground world of Louisville Mega Cavern, sample the fine beverages at Kentucky Peerless Distilling Co, examine the collection at Louisville Slugger Museum & Factory, and admire the masterpieces at 21c Museum Hotel.

For traveler tips, other places to visit, and tourist information, read Louisville trip itinerary planner.

Paducah to Louisville is an approximately 4-hour car ride. You can also fly; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Paducah to Louisville. In June, plan for daily highs up to 86°F, and evening lows to 67°F. Wrap up your sightseeing on the 23rd (Tue) to allow time to travel to Slade.

Things to do in Louisville

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

Side Trip

1
night
Slade

Kick off your visit on the 24th (Wed): hike along Rock Bridge Trail #207, then trek along Auxier Ridge Trail #204, then admire the majestic nature at Natural Bridge State Resort Park, and finally tour the pleasant surroundings at Nada Tunnel.

For maps, photos, ratings, and more tourist information, read our Slade trip itinerary builder website.

Traveling by car from Louisville to Slade takes 2 hours. Plan for a bit cooler temperatures traveling from Louisville in June, with highs in Slade at 81°F and lows at 62°F. Wrap up your sightseeing on the 24th (Wed) early enough to travel to Middlesboro.

Things to do in Slade

Parks · Outdoors · Trails · Nature

Side Trip

1
night
Middlesboro

Middlesboro is a home rule-class city in Bell County, Kentucky, United States. On the 25th (Thu), immerse yourself in nature at Pine Mountain State Resort Park and then explore the wealth of natural beauty at Cumberland Gap National Historical Park.

For photos, traveler tips, more things to do, and other tourist information, read our Middlesboro trip planning website.

Drive from Slade to Middlesboro in 2.5 hours. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Expect a daytime high around 84°F in June, and nighttime lows around 62°F. Finish up your sightseeing early on the 25th (Thu) so you can travel to Cave City.

Things to do in Middlesboro

Nature · Parks

Side Trip

3
nights
Cave City

Originally intended as a resort city to serve the Mammoth Cave attraction, Cave City has taken on a life of its own.
Attractions like Dinosaur World and Fat Man's Misery make great kid-friendly stops. You'll discover tucked-away gems like Diamond Caverns and Nature & Wildlife Tours. And it doesn't end there: add some adventure to your tour with a kayaking and canoeing tour, admire nature's wide array of creatures at Kentucky Down Under Adventure Zoo, and explore the fascinating underground world of Mammoth Cave.

To see where to stay, reviews, traveler tips, and more tourist information, read Cave City attractions app.

You can drive from Middlesboro to Cave City in 3.5 hours. Expect a daytime high around 84°F in June, and nighttime lows around 64°F. Wrap up your sightseeing on the 28th (Sun) early enough to drive back home.

Things to do in Cave City

Parks · Nature · Outdoors · Tours

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.