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Germany with Teenagers

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I'm a single mom planning a trip to Germany with my daughters this summer. One of the girls will already be in Germany on an Exchange trip and we will meet up with her in Munich mid July. I would like to travel for about 10 -14 days before hand and another week with everyone. We plan to visit Austria together and then need to fly out of Munich. We have family near Schweinfurt and would like to visit with them for a few days if possible. Other than that our plans are open. Every place I look into sounds wonderful and I'm getting overwhelmed.

Some basic questions.
What are some suggestions on what not to miss?
Should we travel by train or rent a car to get around?
What is the best way to find safe, reasonably priced hotels and is there an online booking site that you would recommend?

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