Several questions, my friend. If, as you indicate, you have two distinct sections, I think it is pretty obvious. If you go from one to the other and back again and again, it is a different story. In the valley, are you going to be putting in a small embankment for the roadway (even for a metre or so)? If so, then it would be the R value of your embankment material, not the valley bottom that you would use for design. I would never build a section 'at grade' in a valley - drainage would dictate a small embankment.
But to get back to the change frequency, keep in mind that someone has to build this - and to change from one section to another over short distances can lead to many headaches for all involved with the on-the-ground construction. For a new road, I would have an absolute minimum of 200m sections and even 500m lengths would be better. This gives the contractor a good 'length' to build of similar materials. Too, you will also need to think about transition zones. For a reconstructed roadway - I would probably use 1000m lengths for pavement sections as a minimum.