19 days in Kentucky Itinerary

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.

Get out of town with these interesting Lexington side-trips: Claiborne Farm (in Paris), Versailles (Woodford Reserve Distillery & Sun Valley Farm) and Frankfort (Buffalo Trace Distillery, Floral Clock, &more). There's still lots to do: see the interesting displays at Kentucky Horse Park, experience rural life at Mill Ridge Farm, sample the fine beverages at Bluegrass Distillers, and indulge your thirst for a good beer at West Sixth Brewing.

For photos, reviews, traveler tips, and more tourist information, read Lexington day trip tool.

Little Rock to Lexington is an approximately 6-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Little Rock to Lexington is 1 hour. Prepare for slightly colder weather when traveling from Little Rock in September: high temperatures in Lexington hover around 81°F and lows are around 59°F. Finish your sightseeing early on the 9th (Fri) so you can drive to Petersburg.

Located on the site of an ancient Indian settlement, Petersburg is a small rural community.

Kick off your visit on the 10th (Sat): immerse yourself in nature at Big Bone Lick State Historic Site, walk around England Idlewild Park, and then learn more about the world around you at Creation Museum.

For where to stay, traveler tips, photos, and more tourist information, you can read our Petersburg trip planning site.

Getting from Lexington to Petersburg by car takes about 2 hours. In September, daytime highs in Petersburg are 80°F, while nighttime lows are 59°F. Finish your sightseeing early on the 10th (Sat) to allow enough time to drive to Lebanon.

Lebanon is a home rule-class city in Marion County, Kentucky, in the United States. Start off your visit on the 11th (Sun): examine the collection at Lincoln Legacy Museum, then brush up on your knowledge of spirits at Maker's Mark, and then sample the fine beverages at Limestone Branch Distillery.

To see photos, where to stay, reviews, and other tourist information, read Lebanon attractions planning tool.

Explore your travel options from Petersburg to Lebanon with the Route module. September in Lebanon sees daily highs of 78°F and lows of 56°F at night. Wrap up your sightseeing on the 11th (Sun) to allow time to drive to Bowling Green.

Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. Venture out of the city with trips to Dueling Grounds Distillery (in Franklin), Mammoth Cave National Park (Nature & Wildlife Tours, Fat Man's Misery, &more) and Casey Jones Distillery (in Hopkinsville). And it doesn't end there: see the interesting displays at National Corvette Museum, stroll around Smothers Park, explore the striking landscape at Lost River Cave, and bet on your favorite at NCM Motorsports Park.

To see ratings, other places to visit, photos, and tourist information, use the Bowling Green travel route planner.

Getting from Lebanon to Bowling Green by car takes about 2 hours. You'll gain 1 hour traveling from Lebanon to Bowling Green due to the time zone difference. Expect a daytime high around 83°F in September, and nighttime lows around 60°F. Finish your sightseeing early on the 15th (Thu) so you can drive to Paducah.

Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Take a break from Paducah with a short trip to Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium in Golden Pond, about 54 minutes away. Next up on the itinerary: admire the masterpieces at The National Quilt Museum, do a tasting at Purple Toad Winery, stop by Twin Lakes Antique Mall, and examine the collection at Paducah Distilled Spirits.

For maps, traveler tips, ratings, and more tourist information, refer to the Paducah trip itinerary maker website.

Traveling by car from Bowling Green to Paducah takes 2.5 hours. Alternatively, you can take a bus. September in Paducah sees daily highs of 84°F and lows of 60°F at night. Cap off your sightseeing on the 18th (Sun) early enough to go by car to Louisville.

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.

Change things up with these side-trips from Louisville: James B. Beam Distilling Co. (in Clermont), The Miller House and Garden (in Columbus) and Room Escape Games (in Indianapolis). There's lots more to do: savor the flavors at Food & Drink, snap pictures at The Big Four Bridge, brush up on your knowledge of spirits at Evan Williams Bourbon Experience, and see the interesting displays at Muhammad Ali Center.

To find maps, more things to do, and other tourist information, you can read our Louisville trip itinerary planner.

You can drive from Paducah to Louisville in 3.5 hours. Alternatively, you can take a bus; or fly. Due to the time zone difference, you'll lose 1 hour traveling from Paducah to Louisville. September in Louisville sees daily highs of 82°F and lows of 61°F at night. Finish up your sightseeing early on the 24th (Sat) so you can catch the flight back home.