Pittsfield is a town that Abraham Lincoln frequently visited during his days riding the circuit as an attorney in Illinois.
Two of Lincoln's private secretaries while he was president were from Pittsfield. John Hay and John Nicolay later co-authored a definitive ten-volume biography of Lincoln. Hay would also serve as Secretary of State to president's Hays, McKinley and Theodore Roosevelt. I learned that by taking the talking the Abe Lincoln talking house tour while in Pittsfield.
The Zoe Theatre is just off the courthouse square in Pittsfield. It has been closed since 1986 (or 1987 or 1975, depending on the source). The Zoe Preservation Society has been formed to save the theatre.
The Pike County Courthouse is an impressive limestone structure, don't you think? It's actually much smaller than it looks. The building is roughly eight-sided rather than rectangular so it doesn't have much of a footprint. While it isn't large, it is one of the prettier county courthouses I've seen. Maybe it's all the Masonic symbolism.