I dont get why people hate on Bend? I dont really go to COCC but take a couple classes there in the Fall. I have lived in the midwest, So Cal, and in Tahoe and Bend is by far the sickest of those three. There is tons of stuff to do here. Like any other place fall is pretty much the boringest time of year. Golfing I hear is pretty good out here. I dont personally golf, but know a few people that are into it.
I was looking threw some magazine a couple years ago and Bend was rated in the top ten like best outside towns in the country or something. Theres just so much to do here. Especially in the summertime, and skiing is 2 hours away in the summer as well.
Also theres a very interesting mix of people for the size of the town. That makes it pretty unique.
Only thing I warn you of is I can imagine Bachelor would get very boring riding all year long. Its a pretty flat mountain, but then again I dont know what type of skiing your into.
Hope that helps