I think that most people are making too many assumptions here.
Here’s what really matters —
in the short term, this is how this young man is ok conducting himself. Whether he is poor (more likely) or cheap is irrelevant. The fact that he treated you in this manner shows you how he intends to treat you if nothing else in his world changes.
Can you live with this?
If you were ok with this & you didn’t question it as odd or cheap, I’d say “try again”.
The fact that you questioned it & it didn’t sit well with you speaks loudly.
As for the train – I have no problem with it being used as a method of transportation, providing he treats you like a gentleman & takes you door to door.
The water bottle – perhaps he’d thought you may want it on the way home…who knows?
Taking you to Manhattan — poor judgement on his part! Perhaps he was trying to give you all the glamour he could afford – a trip into the city, rather than a local cup of coffee.
Either way, every pot has their cover. I’ve seen far more odd…
It sure beats the guy who packed up his date’s Indian food (ugh) leftovers to give to his sister-in-law, whom he was going to see the following day…Now, that was cheap!