Welcome Aboard! Unfortunately Wisconsin is not very Jeep friendly compared to other states. We have a few different parks, like Dresser and Tigerton but Wisconsin tends to have a lot more ATV/UTV and motocross areas then they do Jeep areas. The best way to know if you can take a Jeep there is just to look it up, some places that are OHV you can take a Jeep and some you can't. If you are free in a few weeks Apple Valley is doing an event, its nothing too crazy but its a good time and a fun weekend. Not to mention its about as good as it gets in Wisconsin, sadly they only are open 2 weekends each year in the summer and only 1 day in the winter. I have done Apple Valley a few times and will be going up if in June and most likely July if you are looking for any information.