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2-3 Weeks in Western Europe with my friend, where should we travel to?

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I'm studying abroad in Germany this fall 9/4 to 1/7 and my friend is coming to visit me over winter break for about 2-3 weeks. Any ideas on where we should travel to? We are thinking about going to Spain, Italy, and France. Is that enough time? And where do you suggest we go for new years eve? Also, we both really want to go to Greece but with their current situation is that possible and is that enough time?

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