Since 1982, the Jenny Wiley Festival has been synonymous with artistic expression. Any given year, you can expect to find an impressive variety of musical and artistic displays from around the state — and beyond. In fact, today it’s considered among the best festivals in Eastern Kentucky, and you’ll certainly want to experience it for yourself.

This year’s event is scheduled for October 11-14, 2023.

The Jenny Wiley Festival is a tethering force within the community. While there are plenty of county fairs you can enjoy in Kentucky, this event separates itself by the spirit of resilience that is palpable throughout the festival.
Jenny Wiley Festival / Facebook
Enjoy all of the fun the festival has to offer such as the classic country cooking, carnival games, and balloon animals such as the one pictured here.
Jenny Wiley Festival / Facebook
In addition to being one of the most special festivals Kentucky has to offer, it is also located in one of the most scenically beautiful parts of the state. The rolling Kentucky hills are truly a sight to behold.
Jenny Wiley Festival / Facebook

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The parade that ties the festival together is the best way to see the community in action. Everyone from the area comes out to represent their individual causes and the kids love all of the special attractions.
Jenny Wiley Festival / Facebook
And did we mention all the delicious food that will be available to sample? Bring your appetite!
Jenny Wiley Festival / Facebook
No festival is complete without live music. Throughout the weekend you will see acts ranging from classic rock to the native favorite, Bluegrass.
Jenny Wiley Festival / Facebook

There’s no greater reason to celebrate an ancestor than their grit in the face of unthinkable circumstances, and Jenny fits perfectly into that category. If you plan to pay the Prestonsburg festival a visit, you can see a list of great restaurants to enjoy while you are in town as well as a list of excellent bed and breakfasts to stay at if you decide to make it an overnighter!

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