10 days in Kentucky & Southernmost Illinois Itinerary

10 days in Kentucky & Southernmost Illinois Itinerary

Created using Inspirock United States vacation planner

Make it your trip
Fly
1
Paducah
— 1 night
Drive
2
Harrisburg
— 1 night
Drive
3
Louisville
— 3 nights
Drive
4
Lexington
— 4 nights
Fly

S M T W T F S
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Paducah

— 1 night
Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Start off your visit on the 24th (Wed): stroll around Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium and then admire the engineering at Kentucky Dam. Get ready for a full day of sightseeing on the next day: learn about winemaking at Purple Toad Winery, then pause for some photo ops at Superman Statue, and then examine the collection at Super Museum.

For reviews, maps, and tourist information, use the Paducah travel planner.

New York City to Paducah is an approximately 6.5-hour flight. You can also drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Traveling from New York City in November, expect little chillier with lows of 37°F in Paducah. Finish your sightseeing early on the 25th (Thu) to allow enough time to drive to Harrisburg.

Things to do in Paducah

Parks · Wineries · Wildlife · Museums

Side Trips

Harrisburg

— 1 night
Harrisburg is a city in and the county seat of Saline County, Illinois, United States. Start off your visit on the 26th (Fri): stroll around Harrisburg Township Park District and then stroll through Garden of the Gods.

To see traveler tips, maps, and more tourist information, go to the Harrisburg tour itinerary planner.

Traveling by car from Paducah to Harrisburg takes 1.5 hours. In November, daytime highs in Harrisburg are 55°F, while nighttime lows are 35°F. Finish up your sightseeing early on the 26th (Fri) so you can travel to Louisville.

Things to do in Harrisburg

Parks · Wildlife

Louisville

— 3 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
You'll explore the less-touristy side of things at Conrad-Caldwell House Museum (Conrad's Castle) and Frazier History Museum. Explore Louisville's surroundings by going to Bardstown (Willett Distilling Company & Barton 1792 Distillery) and Bernheim Arboretum & Forest (in Clermont). And it doesn't end there: sample the fine beverages at Kentucky Peerless Distilling Co, explore the different monuments and memorials at Cave Hill Cemetery, and view the masterpieces at 21c Museum Hotel.

To see photos, ratings, maps, and more tourist information, read our Louisville sightseeing planner.

Traveling by car from Harrisburg to Louisville takes 3 hours. Due to the time zone difference, you'll lose 1 hour traveling from Harrisburg to Louisville. In November, daytime highs in Louisville are 57°F, while nighttime lows are 37°F. Wrap up your sightseeing on the 29th (Mon) to allow time to drive to Lexington.

Things to do in Louisville

Breweries & Distilleries · Museums · Historic Sites · Wildlife

Side Trips

Lexington

— 4 nights

Horse Capital of the World

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Step off the beaten path and head to Mary Todd Lincoln House and Raven Run Nature Sanctuary. Get out of town with these interesting Lexington side-trips: Slade (Natural Bridge State Resort Park & Kentucky Reptile Zoo), Red River Gorge Geological Area (in Winchester) and Four Roses Bourbon - Warehouse and Bottling Facility (in Coxs Creek). There's lots more to do: get a dose of the wild on Unique Horse Farm Tours, don't miss a visit to Daniel Boone's Grave, learn insider's secrets on a distillery tour, and indulge your thirst for a good beer at Lexington Brewing & Distilling Co..

For ratings, photos, more things to do, and tourist information, go to the Lexington visit planning website.

Drive from Louisville to Lexington in 1.5 hours. Alternatively, you can take a bus. In November, plan for daily highs up to 56°F, and evening lows to 36°F. Cap off your sightseeing on the 3rd (Fri) early enough to catch the flight back home.

Things to do in Lexington

Parks · Breweries & Distilleries · Tours · Wildlife

Side Trips

Kentucky travel guide

4.5
Caves · Specialty Museums · Distilleries
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.