You guys should join the TeamDRN Kentuckiana Chapter. (Go to User CP, click on Group Memberships)
http://dirtrider.net/forums3/forumdisplay.php?f=78
You can be notified of rides and such in the area.
You may want to try this area, which is not far from Lexington:
Mountain Parkway (Clay City, KY approx. 2000 acres)
Location:
From Lexington, KY. Take I-64 East to the Mountain Parkway (Exit 98). Take the Mountain Parkway 16 miles East to Clay City (Exit 16). Turn left at end of off ramp, then left on SRD-15. Take SRD-15 East through Clay City to SRD-1057. Turn right onto SRD-1057. Take SRD-1057 three and a half miles south to Rose Lane. Turn Left onto Rose Lane and follow signs. About an 1 ½ east of Lexington south of I-64.