Potential clues from BB reference different levels and views from high altitudes.
Official game hint shows Little Eva next to a column. Biggest hit was Locomotion, released in 1962.
Combining these together, we need something that is related to trains, involves pylons, different levels, a view from a high(er) altitude, and incorporates the year 1962. This all points towards...
Monorail! Monorail! Mono- doh't!