I visited earlier this year and here were my highlights (YMMV):
- Fuller's Diner
- Powell's Books and Technical books -- a few blocks from each other IIRC
- Pearl district in general
- Tender Loving Empire (I went to the SW 10th St one)
- Sweet Masterpiece (awesome chocolate + wine/coffee pairings!)
- Saturday (weekend) market
- OMSI (first time in a planetarium since the mid-90s)
- Portland Aeriel Tram
- Portland Art Museum
- Japanese and Rose Gardens, Oregon Zoo