12 days in Kentucky Itinerary

12 days in Kentucky Itinerary

Created using Inspirock Kentucky holiday planner

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Route & dates

12 days in Kentucky Itinerary

Start: Milwaukee
bus + Fly:  4​h 45​min
1
Paducah
— 1 night
Drive:  2​h 30​min
2
Bowling Green
— 2 nights
Drive:  2​h
3
Louisville
— 3 nights
Drive:  1​h 30​min
4
Lexington
— 3 nights
Drive:  1​h 30​min
5
Covington
— 2 nights
+2
Drive + Fly + Drive:  4​h 45​min
End: Milwaukee

1
night
Paducah

Paducah ©
Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Kick off your visit on the 21st (Sat): see the interesting displays at Paducah Distilled Spirits and then pause for some serene contemplation at St. Francis de Sales Catholic Church. Here are some ideas for day two: stroll around Mike Miller County Park, don't miss a visit to Floodwall Murals, then explore the world behind art at The National Quilt Museum, and finally do a tasting at Purple Toad Winery.

To find more things to do, traveler tips, other places to visit, and other tourist information, use the Paducah trip itinerary planning app .

Milwaukee to Paducah is an approximately 5-hour combination of bus and flight. You can also fly; or drive. Traveling from Milwaukee in December, things will get a bit warmer in Paducah: highs are around 49°F and lows about 32°F. Wrap up your sightseeing on the 22nd (Sun) early enough to drive to Bowling Green.

Things to do in Paducah

Parks Museums Wineries

Side Trip

Mike Miller County Park
Highlights from your plan
The National Quilt Museum ©
The National Quilt Museum
Purple Toad Winery ©
Purple Toad Winery
St. Francis de Sales Catholic Church ©

2
nights
Bowling Green

Bowling Green ©
Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. On the 23rd (Mon), see the interesting displays at National Corvette Museum, explore the fascinating underground world of Mammoth Cave, and then explore the fascinating underground world of Lost River Cave. Here are some ideas for day two: hike along Fat Man's Misery, then trek along Cedar Sink Trail, and then contemplate in the serene atmosphere at St. Joseph Catholic Church.

For more things to do, ratings, maps, and tourist information, you can read our Bowling Green trip itinerary planner.

Traveling by car from Paducah to Bowling Green takes 2.5 hours. Alternatively, you can take a bus. In December, plan for daily highs up to 51°F, and evening lows to 33°F. Cap off your sightseeing on the 24th (Tue) early enough to go by car to Louisville.

Things to do in Bowling Green

Parks Outdoors Trails

Side Trip

Mammoth Cave National Park
Highlights from your plan
Mammoth Cave ©
Mammoth Cave
National Corvette Museum ©
National Corvette Museum
Lost River Cave ©
Lost River Cave

3
nights
Louisville

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: Swope's Cars of Yesteryear Museum (in Elizabethtown) and Maker's Mark (in Loretto). And it doesn't end there: explore the fascinating underground world of Louisville Mega Cavern, learn insider's secrets on a distillery tour, try to win big at Churchill Downs, and examine the collection at Kentucky Derby Museum.

Ask Inspirock to suggest an itinerary and make planning a trip to Louisville fast, fun, and easy.

Drive from Bowling Green to Louisville in 2 hours. Alternatively, you can take a bus; or take a bus. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. In December, plan for daily highs up to 48°F, and evening lows to 33°F. Finish your sightseeing early on the 27th (Fri) so you can drive to Lexington.

Things to do in Louisville

Museums Historic Sites Tours

Side Trips

Swope's Cars of Yesteryear Museum, Maker's Mark
Highlights from your plan
Louisville Slugger Museum & Factory ©
Distillery Tours
Kentucky Derby Museum ©
Kentucky Derby Museum

3
nights
Lexington

Lexington ©
Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Explore the numerous day-trip ideas around Lexington: Buffalo Trace Distillery (in Frankfort) and Versailles (Woodford Reserve Distillery & Sun Valley Farm). There's much more to do: catch the contagious excitement of Keeneland, take in the exciting artwork at Damselfly Gallery, brush up on your knowledge of spirits at James E. Pepper Distillery, and admire the majestic nature at Kentucky Horse Park.

To see more things to do, traveler tips, maps, and other tourist information, read Lexington travel planning site .

You can drive from Louisville to Lexington in 1.5 hours. Another option is to take a bus. December in Lexington sees daily highs of 48°F and lows of 32°F at night. Finish your sightseeing early on the 30th (Mon) to allow enough time to travel to Covington.

Things to do in Lexington

Breweries & Distilleries Fun & Games Museums

Side Trips

Versailles, Old Friends at Dream Chase Farm, Buffalo Trace Distillery, Damselfly Gallery
Highlights from your plan
James E. Pepper Distillery ©
James E. Pepper Distillery
Keeneland ©
Keeneland
Kentucky Horse Park ©
Kentucky Horse Park

2
nights
Covington

Covington
Covington is a city in Kenton County, Kentucky, located at the confluence of the Ohio and Licking Rivers. On the 31st (Tue), admire nature's wide array of creatures at Newport Aquarium, then examine the collection at Ark Encounter, and then enjoy some diversion at XhilaRacing. On your second day here, brush up on your knowledge of spirits at Boone County Distilling Company, see the interesting displays at Creation Museum, and then make a trip to Roebling Murals on the Floodwalls of Covington, KY.

To see traveler tips, other places to visit, maps, and other tourist information, read our Covington online tour itinerary planner .

Getting from Lexington to Covington by car takes about 1.5 hours. December in Covington sees daily highs of 45°F and lows of 29°F at night. Cap off your sightseeing on the 1st (Wed) early enough to travel back home.

Things to do in Covington

Museums Zoos & Aquariums Parks

Side Trips

Boone County Distilling Company, Newport Aquarium, Ark Encounter, Creation Museum, XhilaRacing
Highlights from your plan
Ark Encounter
Ark Encounter
Creation Museum
Creation Museum
Newport Aquarium ©
Newport Aquarium

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