That sort of thing is... part of a gradual decline too. At some point there just aren't enough employees coming to work to bother changing the signs when there also aren't enough customers to matter and the airships won't leave if they're not full to a certain capacity.
Whatever happened, and however it happened, it came at some point when the Equestria we know from FIM was transitioning into the precursor society of G5, because there are both old and new destinations listed; Bridlewood was an actual city once, big enough for air service to/from the Capital, and it existed contemporaneously with Manehattan and Neighagra Falls.