It’s not enough to go to a place once and develop more than a contingent view. Every city has both positives and negatives, and you may experience more of one or the other on a given visit but that doesn’t mean you have a full sense of the place.
If you don’t like someplace, other than Chicago and Boston, you should probably go back! That way you can discover more about it, and find the things that are good there and that others appreciate.