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How could I make my town a little less lame
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Off the top of my head:
The big starting point is really just defining one or two things you want to see, and working to get to the point where you see them. In the course of this you might be surprised by what you find (someone mentioned good ol' Ottawa, ON as an image of the place you're describing - but there's actually a decent amount of stuff, both above- and underground, you can find when you start poking around).