Gaming history is something I care a lot about, but unfortunately that sort of thing is really hard to access. I can't exactly go out and easily get to a gaming museum or something, so I usually have to rely on resources like online wikis, emulation, and videos. But you don't get much more insight than what you personally get out of your experience with games or what other folks have written in reviews or wikis.
One medium that is great for deep dives is film, particularly documentaries. This space is still growing in games, but there are already a few dozen great films that focus on history, communities, companies, and even individual players. I've seen a lot, and am always looking for more. Here are some of the best documentaries about gaming. Mmmmm, brain food.