Easiest way to spend a day, or at least a half day is to choose one of the many Portland neighborhoods and simply walk, watch, have a coffee and wait...there's always something going on.
NW 23rd Avenue, Hawthorne Avenue, NW 21st, Belmont, Woodstock...Travel Portland would have a list of many more.
Funky shops, great food, interesting people (We Do Things Different Here! Keep Portland Wierd! - that give you a sense of what to see?) and Portland blocks are small to you can cover a lot of terrritory in a short time.
Have Fun!
Keywords: Any time of the day, Free, Just you alone / As a single, Interesting, City or part of the city, Summer (June - August), As a couple, Easy to reach, Fall (September - November)
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