12 days in Kentucky Itinerary
Created using Inspirock Kentucky visit planner
Start: Houston
Fly
1
Louisville
— 3 nights
Drive
2
Lexington
— 4 nights
Drive
3
Loretto
— 1 night
Drive
4
Bowling Green
— 3 nights
Fly
End: Houston
Fri, Jun 9 - Tue, Jun 20
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Louisville — 3 nights

Derby City
Explore the numerous day-trip ideas around Louisville: Elizabethtown (Swope's Cars of Yesteryear Museum & American Legion Park). There's lots more to do: Head underground at Louisville Mega Cavern, contemplate the long history of Churchill Downs, indulge your taste buds at Food & Drink, and see the interesting displays at Kentucky Derby Museum.
To see photos, more things to do, reviews, and other tourist information, go to the Louisville driving holiday planner.
Houston to Louisville is an approximately 3.5-hour flight. You can also drive; or take a bus. Traveling from Houston to Louisville, you'll lose 1 hour due to the time zone difference. In June, Louisville is a bit cooler than Houston - with highs of 86°F and lows of 67°F. Finish up your sightseeing early on the 12th (Mon) so you can go by car to Lexington.
more
To see photos, more things to do, reviews, and other tourist information, go to the Louisville driving holiday planner.
Houston to Louisville is an approximately 3.5-hour flight. You can also drive; or take a bus. Traveling from Houston to Louisville, you'll lose 1 hour due to the time zone difference. In June, Louisville is a bit cooler than Houston - with highs of 86°F and lows of 67°F. Finish up your sightseeing early on the 12th (Mon) so you can go by car to Lexington.
Side Trips
Highlights from your trip
Lexington — 4 nights

Horse Capital of the World
Change things up with these side-trips from Lexington: Ark Encounter (in Williamstown), Frankfort (Buffalo Trace Distillery & Switzer Covered Bridge) and Boone County Distilling Co. (in Independence). There's still lots to do: explore the galleries of Kentucky Horse Park, sample the fine beverages at Woodford Reserve Distillery, experience rural life at Old Friends at Dream Chase Farm, and try to win big at Keeneland.
To see reviews, more things to do, and other tourist information, go to the Lexington road trip planner.
Drive from Louisville to Lexington in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 84°F in June, and nighttime lows around 64°F. Wrap up your sightseeing on the 16th (Fri) early enough to drive to Loretto.
more
To see reviews, more things to do, and other tourist information, go to the Lexington road trip planner.
Drive from Louisville to Lexington in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 84°F in June, and nighttime lows around 64°F. Wrap up your sightseeing on the 16th (Fri) early enough to drive to Loretto.
Side Trips
Highlights from your trip
Loretto — 1 night

Kick off your visit on the 17th (Sat): sample the fine beverages at Maker's Mark, sample the fine beverages at Limestone Branch Distillery, then learn about winemaking at Jesters Winery & Cafe, and finally see the interesting displays at Lincoln Legacy Museum.
For ratings, traveler tips, where to stay, and more tourist information, read Loretto sightseeing planning website.
Traveling by car from Lexington to Loretto takes 1.5 hours. Expect a daytime high around 83°F in June, and nighttime lows around 61°F. Finish your sightseeing early on the 17th (Sat) so you can drive to Bowling Green.
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For ratings, traveler tips, where to stay, and more tourist information, read Loretto sightseeing planning website.
Traveling by car from Lexington to Loretto takes 1.5 hours. Expect a daytime high around 83°F in June, and nighttime lows around 61°F. Finish your sightseeing early on the 17th (Sat) so you can drive to Bowling Green.
Side Trips
Highlights from your trip
Bowling Green — 3 nights

Change things up with these side-trips from Bowling Green: Green River Distilling Co. (in Owensboro), Mammoth Cave National Park (Echo River, Green River, &more) and Casey Jones Distillery (in Hopkinsville).
To see more things to do, ratings, traveler tips, and tourist information, read our Bowling Green trip itinerary planner.
You can drive from Loretto to Bowling Green in 2 hours. Due to the time zone difference, you'll gain 1 hour traveling from Loretto to Bowling Green. In June in Bowling Green, expect temperatures between 87°F during the day and 66°F at night. Finish your sightseeing early on the 20th (Tue) to allow enough time to fly back home.
more
To see more things to do, ratings, traveler tips, and tourist information, read our Bowling Green trip itinerary planner.
You can drive from Loretto to Bowling Green in 2 hours. Due to the time zone difference, you'll gain 1 hour traveling from Loretto to Bowling Green. In June in Bowling Green, expect temperatures between 87°F during the day and 66°F at night. Finish your sightseeing early on the 20th (Tue) to allow enough time to fly back home.
Side Trips
Highlights from your trip
Kentucky travel guide
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.