Muhammad Ali, perhaps Louisville’s most famous native, proclaimed that “my greatness came and started in Louisville, Kentucky,” and declared that it was “one of the greatest cities in America.” The Greatest had a point. Louisville is the largest city in the Bluegrass State, and alongside its Southern charm and Midwestern heartiness, it offers a rich history, captivating architecture and green spaces galore. Situated on the Ohio River, the city took its name from the French in 1780—Louisville literally means “Louis’ city,” namechecking King Louis XVI in tribute to his support during the Revolutionary War.
For history and architecture buffs, downtown’s West Main Historical District has the largest collection of cast iron facades anywhere outside of Soho, New York. One of Louisville’s many monikers is Park City, so-called for the 18 parks designed by Frederick Law Olmsted, who was also the visionary behind Manhattan’s Central Park.
Kentucky is the birthplace of bourbon, and the spirit’s aficionados can honor that heritage by following the Urban Bourbon trail, which includes bars, restaurants and distilleries serving the tipple across downtown’s Whiskey Row and beyond. Most famously, it is home to the Kentucky Derby at Churchill Downs, “the most exciting two minutes in sport,” which celebrates its 150th anniversary in May 2024.
For a long time, Louisville struggled to attract tourists outside of the Kentucky Derby. But over the last several years, an influx of young creatives, often fleeing high rents in bigger cities, have debuted a dizzying array of buzzy restaurants, trendy bars, locally curated concept stores and craft distilleries that have drawn a steady flow of travelers to the locale known as the Gateway to the South.
The city’s growing popularity has increased demand for stylish hotels. What Louisville lacks in corporate 5-star hotels, it makes up for in swanky properties that embrace the city’s charming quirks. If you’re ready to pack your bags, there are old-world grande dames, Parisian-inspired contemporary stays, an art museum-cum-inn and a hotel built in a former disco factory that’s keeping night fever alive and well. Below, see the best accommodations to book for your next trip to Bourbon City.