People in WI have the right to keep and bear arms in our state constitution and in the US constitution. Concealed carry of a firearm or other "weapon" is explicity prohibited in the state statutes. Therefore the only manner by which someone can carry a firearm legally is openly. However, you cannot OC in a car, since this is prosecuted as concealed carry.
However, watch out for no carry areas such as:
1) school zones within 1000ft (this is a felony if you violate)
2) places that serve alcohol
3) buildings leased or owned by the government.
OC on a trail in a small town sounds like it would be more accepting than here in suburban Waukesha. But then again I have OCed in waukesha before. In fact, the weather was nice today so I just OCed in Waukesha walking around my neighborhood with my wife for about 20 minutes. No problems, though many people weren't outside to see me. But then again, I have done my homework regarding OC. I am covered on my insurance should I ever have to use my firearm for self-defense and I am fully prepared to defend my rights should I have an police (LEO) encounter.
One must be prepared for LEO encounters especially. WI citizens are not used to OC and in surburban areas some people are especially anxious about it...calling the cops sometimes.