My Virgin America points expire in March. My friend lives in Portland. What are cool things to do in Portland?

I also have a vacation package option where I can stay downtown in a nice hotel. Asked her if she wanted to do that, and reimburse me half the price. I like having a vacation package option. Haven't heard back. Still want to stay in a hotel.

Another option is to visit my cousin and his wife in San Diego, but if I have left over points I could do that. Or just drive.

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So...what's Portland like? What should I see that's not dumb? And how should I dress? ASKING THE IMPORTANT QUESTIONS!