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Question about MapQuest

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This question applies equally to the US & Canada, so I’m posting it here.
I’ve been planning a driving trip across the NE U.S. In the process, I’ve been flicking back and forth from Mapquest to hotel/travelguide sites, trying to decide on overnight stops. Does everyone else who uses Mapquest already know that certain places “disappear” , illogically, when you zoom in or out.
I’m not talking about the fact that villages aren’t shown on a large-scale map. I mean that places don’t necessarily vanish according to population or importance (e.g. state capitals).

To give examples: Looking at southern Vermont, north to Grafton—there’s Bennington on the west. I’ve never been there, and when I zoom out to see as far north as Rutland, Bennington disappears. That’s funny, the number of hotels made it seem like a large place. I zoom again, and can see all the way to Burlington. Still no Bennington.
I zoom out again, and now I’m looking at the area from NYC north to Montreal. Over on the coast is Bangor, ME, another area we might stop. Just SE of Bangor is Ellsworth, a town I have seen. As I zoom in on Bangor, once—twice—three times—Ellsworth and Bar Harbor are gone. Yet I’m sure they are both large centres—larger than Hancock, Trenton, or Fletchers Landing, which are visible.
In Nova Scotia, I check to see how much time a side trip to my cousin’s would take. The zoom level shows most of NS—and there’s no town on the Trans Canada Highway between Amherst and New Glasgow. I know Truro exists—at the intersection of the two main highways in NS, and bigger than New Glasgow—but a foreign tourist would assume there is no such place, or that it’s a tiny village which only shows up on a large scale map.
So I have two questions:
Did everyone else realize this all the time?
Why does it happen?
I tend to make “large-scale” decisions using actual maps, which I’m rather a fan of, so I am quickly reassured that Bennington and Ellsworth are indeed regional centres—but plenty of people depend on the digital versions. I know I’ll be much more cautious in making assumptions from now on; I guess I should never have assumed geographic logic in cyberspace.