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Backpacking alone (19yo f) through Europe in winter - good or bad idea?

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Hi fellow travelers! Well this is exciting...
I'm 19 and planning a trip between November and late February in Europe. Originally, I had planned going with a friend, but after paying $800 worth of deposits, he pulled out and decided to go later in the year. Since I couldn't afford to do the same as him, I decided to go still go... by myself.
So far, I'm booked on two Contikis (one with another friend), and my parents and brother will meet me for Christmas and New Year, meaning I'm sorted November-January. But, from the start of January til the end of February, I'm going to be solo-ing it.
At the moment, the places I want to go are (I figure sticking to the main cities is my safest bet for winter):
• Bruges (& Ypres), Belgium
• Berlin, Germany
• Krakow & Warsaw, Poland
• Prague, Czech Republic
• Vienna (& Salzburg), Austria
• Bratislava, Slovakia
• Budapest, Hungary
I want to be fairly flexible and slow-placed, and only really have the first place booked, with train as my main mode of transport. The only thing is that I'm a girl, pretty small and look young for my age. While I have done quite a lot of travelling with my family (including Western Europe - which will explain the lack of France, Italy etc.), but this'll be my first time traveling alone. Help me out fellow travelers! I don't know whether to trust a travel agent when she says I should book everything in advance for safety :( Will I be okay by myself? Are these countries appropriate for solo travel AND winter? Any advice or recommendations? Will also happily accept alternate destination suggestions or sights not to be missed :)
Thanks in advance!

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