Hi OregonBound!
I just found this site and thought I would reply to your post about Grants Pass.
I have lived in GP my whole life, and I love it here. To me, it has just the right balance of history and modern convenience; however, it does have a few "cons" (as any town does). The median house price is consistently rising - it is a very popular place for people to retire - and the non-professional job market isn't great. I think in 20 years, it will have become something of a "suburb", slightly upper class town for professionals and retired residents.
To me, Medford (or at least most of it) is just the opposite - very urban and much more diverse. Jobs are more available and housing is less expensive, but there is a bit more of a drug culture to go along with it.
I don't know much about Coos Bay (I have only visited a couple of times) but the weather is a little more extreme there, typical Oregon Coast.
I hear Albany is nice - I have a friend that lives there. It's pretty centrally located, close to Salem and Portland, but small enough to be "off the beaten path". Beware of the Weyerhaeuser and Georgia-Pacific factories, however...two of the largest employers...their wood pulp plants tend to give Albany a very dinstincive smell.
I hear it's easy to get used to, and is usually only noticable in certain weather.
Fell free to drop me a personal message if you want more specifics about the Rogue Valley!