I would have to choose Stalingrad. It was more demoralizing because of the loss of a whole Army and the forced retreat of the Caucaus Army. The battle for Stalingrad was really won when the Germans reached the Volga further south. At that point, the river traffic was stopped. But, since it was the city of Stalin, Hitler had to take the bait and fight for the city. Leningrad may have been important but not as demoralizing.

__________________

American by birth, TEXAN by the grace of GOD!