I think the tools exist already. If memory serves me right, Desastersoft is working on a He111 campaign for night bombing with radio navigation.
The problem would be server population. If there was a bit of moonlight to help navigating, i would have no problem whatsoever flying Blenheims or 111/88 at night and trying to bomb targets in a shorter mission (let's say, only 2 targets and a reduced mission duration, between the other server missions). It sounds like a real challenge and i would have a blast trying to fly with stopwatch and compass, then try to deduce the target location from the positioning of the searchlights and AA around it (my flight simming dream is to fly a Pathfinder mosquito in a sim that features the night bombing campaign at some point
)
However, the majority of people fly fighters almost exclusively and a night scenario where flying bombers is almost mandatory (since you can't really intercept bombers why burn fuel flying in circles? get in a bomber as well) would result in an empty server very quickly.