The Kewanee Star Courier runs a small article on area events that happened 10, 25, 50, 75, and 100 years ago that week.
I remember the story of the Sheffield police department confiscating 25 cases of beer from the local "Tourist Park", during prohibition. This was an area where people traveling across country, could park for the evening and rest overnight. If the location was still undeveloped it could be a good site for locating Barbers, Mercs, etc.
Articles like this also give us a time frame of events such as circuses, carnivals and rodeos. Using newspapers just prior to these events, we can obtain clues as to where these events where held, property owners etc. Then cross reference that information with maps, plat books etc..
Books devoted to the history of an area or town also provide many clues, sometimes photos, of places and events where large numbers of people gathered. For example Baker Park in Kewanee was willed to the city in I believe 1917, and Francis Park just outside of Kewanee was given to the city, around the same time.