Philadelphia :D
It was started by another Hacker News member, epi0Bauqu. It started up a few months ago from a post here, and we meet up once a month.
I vote for Portland, OR.
I have been in Philly only some 48 hours or so, but my first impressions were quite negative. I saw way too many homeless people, way too much trash on the streets, and even walking in the so-called nice areas of downtown Philly after dark I was afraid I was gonna get shot any minute.
Honest question: what are the good things about Philly? Seriously.
I don't know where you went when you were here, but if you come back, you should check out Northern Liberties. It's a great little neighborhood.