15 Best Small Towns to Visit in Kentucky

2. Shelbyville

Shelbyville, Kentucky

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Shelbyville, Kentucky

If you’re an equestrian rider or obsessed with horses, Shelbyville is a must stop destination while in Kentucky. Though Louisville, home to the Kentucky Derby, boasts the largest claim to fame when it comes to equestrian events, there’s fun to be had in Shelbyville, a small town that hosts a yearly horse show. Shelbyville also is known for breeding regal American Saddlebred horses.

Additionally, visitors can pick fruit at the Mulberry Orchard, go wine tasting, browse through antiques at the Ruby Rooster Antique Mall, and Gallrein Farms, a farm that hosts activities for children and adults alike.

No stop to Shelbyville would be complete without a tour of the local distilleries located along the “Bourbon Trail.”

Where to stay: Best Hotels in Kentucky (KY)
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