I am not sure about the routes but can tell you that the way to do this the cheapest... by train anyway, is to do it in advance with a travel agent... they can quite often get better rates...
Make sure that you get them to quote you some prices and then check out some the deals on the web as they can be cheaper...
I don't know about the route between Stuttgart and Tuebingen at all... sorry.
Is that 250 for unlimited travel? If it is that sounds like a pretty good rate.
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