Downtown has a lot of bland fifty year old buildings. But I like them more than the complicated new ones. But downtown also still has a lot of old buildings.
To be fair, I've been to Portland maybe 3-4 times including a few weeks ago, and this year was the first time I could actually see any of that because it wasn't raining.
You should come visit during summer. June, July, August, and September are typically very sunny and dry, it's a wonderful time of year to be in Portland.
Downtown has a lot of bland fifty year old buildings. But I like them more than the complicated new ones. But downtown also still has a lot of old buildings.