Cliff's really doesn't have much for tame spots, I would say it's more Medium to Difficult trails. Do a youtube search for Cliffs Insane Terrain videos to get an idea.
Are you meeting any other people there??? or going with anyone else???
Based on the sound of things you might be better off going to the Badlands Offroad Park in Attica, IN. Depending on where your coming from it's about 3hrs from Chicago area.
They have alot more to offer and especially if it's your first time to any offroad park. The trails are marked easier and easy to get around as well.
Check the following site/board to see if anyone might be going as well to Cliffs
extremejeepclub.com • Index page
When I used to live in NW Burbs I wheeled with alot of people from there.