this view is always interesting early in the morning or late in the afternoon when the sun is shining on either the left or right side of the buildings. The distant view is possible because of the distance that the harbor entrance creates, making a layer of Lincoln Park trees run along below the layer of tall buildings.
Different cities inspire people in different creative mediums. I think of New York as a writer's town. By far the most sketching I have ever done was a two-year stint working in Boston.
Maybe the picturesque plazas and squares in Boston establish those views for sketching in a way that the grid of streets in New York and Chicago doesn't allow.
The watercolor above is a bit unusual in that most of my looking around Chicago has been done with a camera. The hard, straight rationality of Chicago's grid of streets and the regularity of office windows may lend itself more to the shifting light and perspective best captured on film.
I've now lived in Boulder longer than I did in Chicago. And so, Boulder's medium of expression? I guess I'm still working on that.