Burnside vibe varies by time of day and who is skating. The few times I went it was just like any other park, empty during the day and busier later on... I did help clean beer cans out from around the round bowl with some locals when I went. Just don't be a kook and you will be fine. It was a rougher surface than I expectedand suprisingly hard to keep speed. I had 53's though...
Benedict is good and if you have a car you can hit up Battleground and my favorite, Hood River.
I just ate out of food trucks and they were mostly good. So many restaurants and neighborhoods, it would take weeks just to check it all out.