The Urban Bourbon Half Marathon is a 13.1-mile experiential destination event that celebrates more than 200 years of Louisville and Kentucky’s rich distilling heritage. The course starts and finishes in downtown Louisville, winding through the fall foliage of Cherokee Park—one of the city’s most scenic landmarks. This year, we’re pouring out something new: the Urban Bourbon 5K—a shorter, smoother version of the UBHM for those who prefer a lighter pour. After crossing the finish line, runners can raise a glass at the post-race Urban Bourbon Bash, featuring live music by The Louisville Crashers. Because both events are designed to honor bourbon culture, participants must be 21 or older on Oct.18, 2025, to register.