We've got awesome roads to the west of Eugene. In town is like any other small city and the surrounding ten to twenty miles has that usual suburban commuter problem. However, if you're retired/self-employed, you can pick your times and get to/from the best stuff without issues. Take a look at Google maps and look at all those paved and unpaved roads to the west of Territorial Highway and tell me you're not drooling at what awaits you. Of course, there's no traffic because there's no one living there, which means there's no services so you have to carry what you need.
Then we have some hidden treats to the east, many of which I still need to find the time to explore. I guess at some point those overlap with what the folks in Bend are riding, but I'm not sure.
Like many places I have lived, there is still the issue of occasionally having to ride on a road that's less than ideal in order to make a connection for a ride of the length one wants. If someone lives where that's not an issue, I'd love to hear about it.