There are a bunch of places to ride around Cookeville and the nearby cities. If you want a park, Golden Mtn. is about 15 min. from Cookeville. Most of the park is moderate and difficult, but does have some easier stuff.
Places to just wheel are Hickory Flatts ( which consists of probably 2 days worth of riding). The trails out there range from easy to moderate, with some harder stuff, mud holes, climbs, etc. Thats my favorite place to ride. It's off of Hwy 293 out in Overton Co. That also ties into Alpine, Copeland Cove, and can also tie into Wylder using some gravel roads.
River lane is fun for a day run, with some creek crossings and what not.
Roaring River is also fun for the day. Its kinda flat running down the creek, but its still fun to get out there. That ties into "the boils", which is just some mud holes.
Jackson Cty. also has miles and miles of gravel roads and creeks that are a blast to run. Jump over to TNJeeps.com and look at the Jackson Cty. Dirt Devil ride.
PM me if you need more info. I live in Cookeville, and work @ the local napa. Try to go wheelin' atleast once a month.