Portland is one of the best places to visit....if you like beer. There are new breweries popping up constantly. There are also great little cafes and restaurants everywhere. My advice would be to just do some research on restaurants and breweries you want to visit and uber around.
I will echo Voodoman's comments that the food is just of excellent quality, and not overly expensive.
The other thing Portland is known for is strip clubs. They claim to have the most strip clubs per capita. It's actually kind of annoying, as the night life there is no great, and you'll just be trying to find a regular club....but it's actually a strip club. They do some pretty cool alternative style stripping. I went to "stripperoke" at the Devil's Point, which was actually pretty fun. Mixed crowd. I took my girlfriend, she had a good time.
I always have a great time every time I go to Portland. It's just a very laid back place, where you can walk around and drink and eat.
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