Kentucky’s small towns are the best small towns, full of adorable Main Street districts, historic points of interest, beautiful natural wonders, and the friendliest folks around. But there’s one little locale in the northwest region of the state that takes small-town charm to another level entirely. Welcome to Henderson, a charming Kentucky town that’s straight out of the pages of a storybook. Let’s take a closer look at some things to do in Henderson, Kentucky.

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Henderson is an adorable little locale that’s sure to capture your heart! Have you visited this charming storybook town in Kentucky before? Share your favorite things to do in Henderson, Kentucky with a comment.

Looking for more fairy-tale places in Kentucky? How about a visit to this park that’s home to woodland giants?

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More small-town Kentucky destinations

What are some charming small towns in Kentucky?

Kentucky just missed being one of the original 13 colonies. (It was the 15th) So that means it has plenty of small towns with lots of history. Here are a few charming small towns in Kentucky to visit:

  • Harrodsburg, KY: As the oldest town in Kentucky, this charming city has lots of history. It is also the oldest American settlement west of the Allegheny Mountains. That's why the town is affectionately known as the "Birthplace of the West."
  • Rabbit Hash, KY: Rabbit Hash Kentucky, and the general store of the same name are an iconic piece of Kentucky history. The store itself has been serving customers since 1831. The town may only have around 270 residents but the whole town is listed on the National Register of Historic Places.
  • Berea, KY: This cute artsy town is home to Berea College. It has a welcoming downtown district and a thriving art scene. Berea College also manages the 9,000-acre Berea College Forest which is a popular recreation area for outdoor lovers.
  • Horse Cave, KY: This fascinating town is located near Mammoth Cave, but it has its own cave smack dab in the middle of the town which is a cool place to explore on a hot day. Hidden River Cave is privately owned and offers tours right from the Main Street entrance.
  • Greenville, KY: This delightful town in Western Kentucky is known for its family-friendly festivals. Everything from percussion music festivals to food festivals to street parties celebrating the return to school in the fall. If you love small-town celebrations a trip to Greenville is in order.

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