So I don't know if I'm alone on this, but I was somewhat disapointed at the rather...shall we say, small size of the most of the cities in Skyrim.

What would be the feasibility of expanding the Holds of Dawnstar, Morthal, Falkreath, and Winterhold?

There's already a thread about this: http://www.gamesas.com/index.php?/topic/1292175-lackluster-cities/