All those inhabitants are thinkers whose minds are full of ideas, normal or abnormal, in other words, bold. However, they are inarticulate. They try to express themselves, fail. They rise, fail and finally are defeated. No longer can those sad and frustrated people say anything coherently.
Everyone of us may be one habitant living in Winesburg Ohio as we all have grotesque ideas or transcient impluse. However, we all will find and give a vent to our uncontrollable feeling. But of course, being undressed and run through the streets in the darkness is also worthy of a try.