Chicago to Nashville road trip with stop in Louisville

  • 3 Stops
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Setting off from the Windy City, travel through the scenic vistas of Indiana, punctuated by rolling farmland and charming small towns. The drive is a tranquil reminder of the country’s agricultural roots.

Your midway point is Louisville, Kentucky, located on the Ohio River. Known as the home of the Kentucky Derby, you can visit Churchill Downs to get a taste of the horse racing fervor. Explore the city’s thriving arts scene, riverside parks, and try the famous bourbon whiskey.

Back on I-65, you’ll cross into Tennessee, eventually arriving in Nashville. Known as “Music City,” Nashville is the home of country music and a hub for music lovers. Here, you can visit the Grand Ole Opry, Country Music Hall of Fame, and explore the vibrant nightlife on Broadway.

1 Chicago, IL

Chicago, known for its iconic architecture and deep-dish pizza, is a city full of cultural treasures. Visit the Art Institute of Chicago, explore the massive Millennium Park, or take an architecture river cruise. Don’t forget to try Chicago’s famous deep-dish pizza and the classic Chicago-style hot dog.

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2 Louisville, KY

Louisville, on the Ohio River, is a city of diverse attractions. It’s famous for the Kentucky Derby, held at Churchill Downs. Visit the Muhammad Ali Center or sample some Kentucky Bourbon on the Urban Bourbon Trail. Louisville also has a burgeoning food scene that’s worth exploring.

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3 Nashville, TN

Nashville, the heart of country music, is home to the Grand Ole Opry, the Country Music Hall of Fame, and Historic RCA Studio B. Visit the honky-tonks on Broadway or explore the Johnny Cash Museum. Nashville also offers a growing food scene with a blend of traditional Southern cuisine and modern culinary delights.

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