A few years ago I ran across this large booklet/flyer, not dated but likely put out between 1960 and 1968, called "John F. Collins Look How Wonderful I Am". Ummm....not really. It's called Boston on the Move.
Leafing through it I was rather surprised to see our venerable Mayor was apparently in the process of trying to bring a World's Fair to Boston. There is an architectural rendering of the Fair, as it will look out in Boston Harbor (or near as I can make out, how it might look in St. Louis, Missouri)