15 days in Kentucky Itinerary
Created using Inspirock Kentucky trip planner
Start: Chennai
Fly to Nashville International Airport, Drive to Bowling Green
1
Bowling Green
— 3 nights
Drive
2
Owensboro
— 1 night
Drive
3
Louisville
— 4 nights
Drive
4
Lexington
— 5 nights
Fly
End: Chennai
Fri, Sep 23 - Fri, Oct 7
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Bowling Green — 3 nights

Explore hidden gems such as NCM Motorsports Park and Fountain Square Park. Explore the numerous day-trip ideas around Bowling Green: Mammoth Cave National Park (Tall Man's Misery, Fat Man's Misery, &more).
Ask Inspirock to suggest an itinerary and make planning a trip to Bowling Green fast, fun, and easy.
Chennai, India to Bowling Green is an approximately 26-hour combination of flight and car. The time zone difference moving from India Standard Time (IST) to Central Standard Time (CST) is minus 11.5 hours. In September, Bowling Green is slightly colder than Chennai - with highs of 33°C and lows of 18°C. Finish up your sightseeing early on the 26th (Mon) so you can go by car to Owensboro.
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Ask Inspirock to suggest an itinerary and make planning a trip to Bowling Green fast, fun, and easy.
Chennai, India to Bowling Green is an approximately 26-hour combination of flight and car. The time zone difference moving from India Standard Time (IST) to Central Standard Time (CST) is minus 11.5 hours. In September, Bowling Green is slightly colder than Chennai - with highs of 33°C and lows of 18°C. Finish up your sightseeing early on the 26th (Mon) so you can go by car to Owensboro.
Side Trips
Highlights from your trip
Owensboro — 1 night
Start off your visit on the 27th (Tue): brush up on your knowledge of spirits at Green River Distilling Co., see the interesting displays at Lincoln Pioneer Village & Museum, and then stroll around Smothers Park.
To find where to stay, photos, more things to do, and tourist information, use the Owensboro trip website.
You can drive from Bowling Green to Owensboro in 1.5 hours. In September in Owensboro, expect temperatures between 32°C during the day and 19°C at night. Wrap up your sightseeing on the 27th (Tue) early enough to drive to Louisville.
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To find where to stay, photos, more things to do, and tourist information, use the Owensboro trip website.
You can drive from Bowling Green to Owensboro in 1.5 hours. In September in Owensboro, expect temperatures between 32°C during the day and 19°C at night. Wrap up your sightseeing on the 27th (Tue) early enough to drive to Louisville.
Side Trip
Highlights from your trip
Louisville — 4 nights
Derby City
You'll explore the less-touristy side of things at Cave Hill Cemetery and Conrad-Caldwell House Museum (Conrad's Castle). Next up on the itinerary: learn insider's secrets on a distillery tour, brush up on your knowledge of spirits at Kentucky Artisan Distillery, take in the dramatic natural features at Falls of the Ohio State Park, and find your balance on the water with some of the best stand-up paddleboarding in the area.
Plan my trip to Louisville with suggested itineraries provided by Inspirock.
Drive from Owensboro to Louisville in 2 hours. Due to the time zone difference, you'll lose 1 hour traveling from Owensboro to Louisville. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Wrap up your sightseeing on the 1st (Sat) early enough to drive to Lexington.
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Plan my trip to Louisville with suggested itineraries provided by Inspirock.
Drive from Owensboro to Louisville in 2 hours. Due to the time zone difference, you'll lose 1 hour traveling from Owensboro to Louisville. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Wrap up your sightseeing on the 1st (Sat) early enough to drive to Lexington.
Side Trips
Highlights from your trip
Lexington — 5 nights

Horse Capital of the World
Explore hidden gems such as Mill Ridge Farm and Nature & Wildlife Tours. Explore the numerous day-trip ideas around Lexington: Salato Wildlife Education Center (in Frankfort), Ark Encounter (in Williamstown) and Claiborne Farm (in Paris). Next up on the itinerary: sample the fine beverages at James E. Pepper Distillery, admire the majestic nature at Kentucky Horse Park, experience rural life at Old Friends at Dream Chase Farm, and gain insight at University of Kentucky.
For where to stay, photos, ratings, and other tourist information, go to the Lexington trip planner.
Getting from Louisville to Lexington by car takes about 1.5 hours. Other options: take a bus. In October, daytime highs in Lexington are 24°C, while nighttime lows are 11°C. Wrap up your sightseeing by early afternoon on the 6th (Thu) to allow time for travel back home.
more
For where to stay, photos, ratings, and other tourist information, go to the Lexington trip planner.
Getting from Louisville to Lexington by car takes about 1.5 hours. Other options: take a bus. In October, daytime highs in Lexington are 24°C, while nighttime lows are 11°C. Wrap up your sightseeing by early afternoon on the 6th (Thu) to allow time for travel 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.