Question: Why does Biff travel through the outskirts of Hill Valley to get from his home to Hill Valley High school? Biff travels through what looks to be the countryside through the River Road tunnel to the school and he is travelling through the countryside when he heads home from the dance as well. It almost suggests that Hill Valley High is in another town. One could say the road Biff took in 1955 may be a populated area in 1985 but it doesn't really make sense to have the school so far away from the town center, the movie gives the illusion Hill Valley high school is in another town. The only logical answer I could think would be that Biff actually lived in another unnamed town in 1955 and drove into Hill Valley to attend high school, perhaps he was kicked out of the neighbouring town high school. Although that doesn't work that well, as we watch Marty follow Biff from his home to the town square.
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Chosen answer: Hill Valley is in a valley with hills to the west and east. The main street/Courthouse Square are against the western hill, the school is to the north of the square, Biff's and most of the other houses are on the eastern hill or to the south. To get to the school Biff drives through the tunnel (presumably under the railway line through the valley). Note the town square seems to be closer to Biff's house than the school as Doc leaves the house on his bike after Biff and Marty drive away, yet he reaches the courthouse while they are still in the tunnel. Biff only drives for a few minutes so it's not too far, and there are likely to be trees by the side of the road near the tunnel.
Sierra1 ★