That didn't sit right with me so I looked it up. Leading up to the early 1900s, escalators were not something people typically come across. The large Otis (you'll see their stamp on many elevators) had a prototype in the late 1800s and didn't start making the type we're familiar with until 1921.
I think like most new unusual things in life, most people wouldn't have come across the few rare designs that were manufactured by them, and others (from the 3rd quarter of the 1800s) because they were more novelty showcase items.
And I can't even recall the subway scene, but it really depends where he was from to have experienced one. Or even really known about them. The world of information was different in the late 1800s, early 1900s.
I just chuckled at how afraid he was to step on something he never saw, but a fighter jet with 40 computer systems.....lets do it! Forget the jet, every kid knows how to step on those moving walkways at the airport without ever seeing one. Making Steve out to be a bumbling idiot really stripped his character of being a hero. Breaking Steve down to that level was a disservice to the franchise but fell in line with the way Jenkins portrayed every male character in the movie (rapey, creepy, stupid, evil, chauvinistic).
This is what happens when one person is given too much power in the creative process of making a movie. It can go Tarintino or Ghostbusters 2016.