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Thinking back to when I was a kid, I want to say there were 3 different drive in movie places between Plainfield and Putnamville. At least one had "adult movies." There was the Stilesville Implement Auction just east of Stilesville on the south side of US 40. There is also a little league baseball field right in Belleville. Going back to 1977, those are the only things I can think of along the way.
There are a few places I still can see today that have been long gone. There is an old roadside scale station that most would never know was there. I still see a few old motels. The one I always thought was neat looking was The Walker Motel with the "Walker" guy on the sign. I think there was a flea market or two, also.
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