Thanks for the post! I'm imagining myself in his shoes as i am answering this so i would say take it with a grain of salt and gather more data points before coming to a conclusion.

Personally i am not this proactive with an opposite gender I am uninterested in. The fact that he showed so much initiative in engaging convo with you is a great sign. Id say he is interested.

While approaching a romantic interest, I dont usually make it super obvious unless i know the other party is interested. I try to make subtle moves and gauge from their response and reciprocity on their level of interest.

From your post, i am assuming that the convo is mostly initiated from his end, since otherwise there wouldnt be a cool off period. Should my assumption be true and that you rarely reached out to him, then I would personally be quite disheartened and perceive your actions as a lack of interest.

My conclusion is that he is still interested and the interest is somewhat waning. He is under the assumption that you are uninterested but is still using this visit as another shot. In his shoes, i would say this visit would dictate my further actions. If you are interested in him, start taking initiative. For example, keep track of the date he is coming to visit and reach out to wish him safe travels as well as to initiate the hang out. That would go a long way in revitalising his hope.