The guy I like goes to the park late at night. Should I be concerned?

Anonymous
For context, I grew up in an environment of drug addicts and alcoholism. Hence, my paranoia below:

The added me on snapchat and has his location on. I don't follow him, for the record, as I barley get on there, only to chat!! I was watching for a friend who went on a date and she asked that I keep track of her. I did and noticed that his little person kept moving near the area that she was. I saw that he was at a park at 11 p. m. and thought it was weird.
This was about a month ago.
I have looked again occasionally, just to see if this is recurring for him. I didn't notice anything weird so I figured there wasn't anything to worry about.
Well tonight, I saw him again. Same park, but a little earlier. I did follow for a bit. This time, he went to a couple of different parks, then to a couple of houses.
I don't want to think anything bad, but I don't know why a person would be going to a park this late at night for anything other than... well, a few things, none of them good.
Should I be weary about this?
The guy I like goes to the park late at night. Should I be concerned?
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