Hillz n Hollarz north of Frankfort is the closest area for you I know of. There may be others. Please let us know if you find any.
This weekend some folks are doing volunteer work and wheeling in Harlan. Short notice but it's available.
We're going to Windrock, outside of Oak Ridge, Tn on the weekend of April 17th and will be camping in the Daniel Boone National Forest and wheeling there on the weekend of May 8th. If you're interested in coming along, please do.
Jeff Dozier known on the Mud board as Wayneraintree lives in Northern Kentucky and has a good knowledge of trails in the area. You'd be wise to contact him.