I have never stayed at POR, but here are my thoughts on the Wilderness Lodge which we have stayed at a couple of times.
WL is close to the MK which is our favorite park. So, we try to stay at a MK resort whenever possible. If you prefer Epcot or MGM, POR may be better for you.
WL is more compact. It is a vertical structure, so it is a shorter trip from your room to package pickup, restaurants, bus stop, boat dock, etc. My understanding is that POR is more spread out. Also, access to all of the above is inside at WL. So, no walking through the rain to get your packages.
WL has a hot tub (2 actually). We found it to be very restful to be able to soak tired feet and legs in the hot tub after a long day in the parks.
WL has Artist Point. This is a great restaurant. The food is excellent and the murals are awesome.
WL has more rooms with Queen size beds and the rooms are a little larger (I think.) You didn't say if you would be travelling with children, so this may not matter to you.
Finally, we just like the atmosphere of the WL. Some things just boil down to personal prefernce.
Either way though, you'll be fine. I have yet to stay at a bad Disney resort. :sohappy: They are all great.