9 days in Kentucky Itinerary

9 days in Kentucky Itinerary

Created using Inspirock Kentucky vacation builder

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Route & dates

9 days in Kentucky Itinerary

Start: Calgary
Fly:  9​h 30​min
1
Louisville
— 3 nights
Drive:  1​h 30​min
2
Lexington
— 3 nights
Drive:  2​h 15​min
3
Park City
— 2 nights
Drive + Fly:  9​h 15​min
End: Calgary

3
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Explore the numerous day-trip ideas around Louisville: Swope's Cars of Yesteryear Museum (in Elizabethtown), Preservation Distillery (in Bardstown) and Maker's Mark (in Loretto). There's much more to do: explore the fascinating underground world of Louisville Mega Cavern, try your luck at Churchill Downs, see the interesting displays at Kentucky Derby Museum, and test your problem-solving skills at popular escape rooms.

To find traveler tips, reviews, ratings, and more tourist information, read Louisville road trip planner.

Calgary, Canada to Louisville is an approximately 9.5-hour flight. You can also do a combination of flight and bus; or drive. Due to the time zone difference, you'll lose 2 hours traveling from Calgary to Louisville. Prepare for somewhat warmer weather when traveling from Calgary in September: high temperatures in Louisville hover around 32°C and lows are around 19°C. Finish up your sightseeing early on the 27th (Fri) so you can go by car to Lexington.

Things to do in Louisville

Tours Museums Historic Sites

Side Trips

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

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.
Get out of town with these interesting Lexington side-trips: Ark Encounter (in Williamstown), Woodford Reserve Distillery (in Versailles) and Buffalo Trace Distillery (in Frankfort). And it doesn't end there: bet on a winner at Keeneland, immerse yourself in nature at Kentucky Horse Park, sample the tasty concoctions at Lexington Brewing & Distilling Co., and brush up on your knowledge of spirits at James E. Pepper Distillery.

To find more things to do, traveler tips, ratings, and other tourist information, read Lexington trip maker website .

You can drive from Louisville to Lexington in 1.5 hours. Another option is to take a bus. Expect a daytime high around 32°C in September, and nighttime lows around 17°C. Cap off your sightseeing on the 30th (Mon) early enough to travel to Park City.

Things to do in Lexington

Museums Breweries & Distilleries Fun & Games

Side Trips

Woodford Reserve Distillery, Ark Encounter, Old Friends at Dream Chase Farm, Buffalo Trace Distillery
Highlights from your plan
Ark Encounter
Ark Encounter
Keeneland ©
Keeneland
Kentucky Horse Park ©
Kentucky Horse Park

2
nights
Park City

Park City ©
Park City is a home rule-class city in Barren County, Kentucky, United States. On the 1st (Tue), Head underground at Lost River Cave, then see the interesting displays at National Corvette Museum, and then explore the fascinating underground world of Mammoth Cave. On the 2nd (Wed), you'll have a packed day of sightseeing: examine the collection at Dinosaur World and then hike along Fat Man's Misery.

For where to stay, other places to visit, and tourist information, read Park City trip website .

Drive from Lexington to Park City in 2.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Lexington to Park City. September in Park City sees daily highs of 32°C and lows of 17°C at night. Wrap up your sightseeing on the 2nd (Wed) to allow time to travel back home.

Things to do in Park City

Parks Nature Museums

Side Trips

Bowling Green, Mammoth Cave National Park, Dinosaur World
Highlights from your plan
Mammoth Cave ©
Mammoth Cave
National Corvette Museum ©
National Corvette Museum
Lost River Cave ©
Lost River Cave

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