I have a soft spot for comics that look at Gotham from outside the perspective of the bat-fam. Denny O'Neil did an interesting one during Last Rites, with Veil as a sort of avatar for the city. There've been some good ones following a criminal's perspective, or vignettes of people Batman had an effect on. Elijah Snow and Jakita Wagner talking the history and social situation of Gotham in Night on Earth.
Alisa Kwitney wrote a great comic, The Message, about a man on a mission from Gotham itself, set during No Man's Land that's unlikely to ever get reprinted, despite being wonderfully written, beautifully drawn by Michael Zulli, and excellently colored. Absolute dick moment when Gotham tells our boy to let Oracle know she "serves us better this way," before he leaves her, but that's Gotham. Gotham is a bastard. It's not even a brawler, it's a knife you in passing city.
Anyone have some good recommendations?