Great question — answering as the UphillTech team:
Here's how I plan my trips, as a seasoned traveller. First, I have a list in my head of places I might be interested in. Venice, for example. Or, if you were traveling in June, seeing the midnight sun north of the Arctic Circle. Or Australia. Mexico. Fairly vague, large categories. In your case, "northern Europe" seems like a plan and I might get out a map and choose a handful of cities. Second, the criteria I'm going to use for this trip, which are not the same every trip. You have some listed there already: don't need two days to get there, has some hiking and nature, not super hot, easy to find someone who speaks English in a hotel or restaurant, not super expensive. Third, cross some...
Full answer by Kate Gregory: https://travel.stackexchange.com/a/94783 (CC BY-SA 3.0).
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