This was a dream about highways south of Madison.
One road that we liked to drive on took us south and east. To the south of Madison was a 'mountain range' (or at least some pretty big hills). The tallest part was directly south of where we lived, and the southeast highway took us around that and up onto a plateau which also had some towns on it that we would drive through, and then down the south slope to the flood plain, where it met up with another east/west highway. That east-west highway south of the hills was called "A".
There was another way to get to highway A, which was to take highway J southwest from home to the west end of A. This was actually a more straightforward route, but not as scenic.
Near the town on the east side of the mountain there was a tral that led up the mountain. We (me and Sara, maybe some other friends, maybe a kid or a pet) were using it to try to get higher up the mountain because water from the south was rising. It had come up to highway A and then kept rising, so that now it was even flooding the town on the hill. Unfortunately the path we were on did a lot of winding back and forth instead of going directly up the side of the mountain, and so we did not manage to outrun the water. So we had to reload from an earlier save and try again.
In one of our attempts, we were down driving on highway A with the water coming up just behind us. I think eventually we got to the mountain quick enough to get beyond the water at its highest. But then everywhere else was flooded and we felt bad for the people who didn't make it up the mountain.
There was also this 'headquarters' place, a fancy square building with lots of glas on the side of the mountain near highway J, that we were thinking to go back to, except it was also flooded probably. Was headquarters waterproof or something? They were supposed to be experts about flooding, there. But then this flood was way higher than anybody could have anticipated.
There's another rough sketch of the topographic map in WSITEM-3405, p121.