 What's the distance between Jackson, Kentucky, and kind of give us an idea where it is, and Middletown, Ohio? Yeah, so Jackson, Kentucky is in southeastern Kentucky, coal country county called Bretha County. As the crow flies, it's maybe 100, 110 miles. In terms of driving time, it's about three and a half, four hours to go from Middletown to Jackson. That's mostly just because the mountain roads, you can't drive that fast on them.