By finding books that keep it short, to the point, and entertaining. So basically the opposite of how most history books are written.
I suggest you watch this instead.
If you like biographies and such and want to have a lot of fun, A cool thing can be to grab one of the more boring history books, or maybe wikepedia or something and start looking for primary and secondary sources that actually describe what happened. In terms of secondary stuff. Analysis on a particular micro-area tend to be more fun. And you can learn cool stuff, and there are often more of a story element. Either when it comes to particular people.
Or like looking for videos of books on typical food and daily life of the era. Wikipedia isn't the best source, But it can be good for helping build up an idea of the context of other events that happen before and after the period you are focusing on. I usually don't try to memorize exact dates but rather focus on orders. And then use major ones as benchmarks to try to compare things one a generation-like time scale. (So like 40-50 years or so.)
Another thing that can be cool is to look into the history of particular major cities, it can give a really interesting, and more local and personal perspective on a period in history. People often learn about boston, or plymouth or whatever a little, but usually such things only cover a very short period of it.
Looking at maps of how such cities grown, major citizens even after they got founded. and other major events that happened there.
The history of a lot of the cities around the great lakes area, as well as Lousianna are particularly interesting ones I have looked into. Since they correspond to a period of significant growth and are intertwined with the conflicts with the natives, french, etc. And kind of directly connect up to what happened in the revolutionary war later. Those are more American history stuff. There is also a ton of cool stuff in Asian and South American history.
But more generally picking a couple really micro things over a longer period of time(City, or perhaps biographical history), Some big picture reading(Video, or typical textbook stuff.), and then maybe diving deep into a couple really interesting events can be a good three part process to understanding a part of history
1. and 3. tend to be the most fun. Trying to get a rough timeline and history of important technologies is also an area of the big picture that can be pretty useful particularly if you have any interest in military history, it can also make it a little bi easier to lump areas together in a more gradual way than like "modern", "Colonial", "Medieval", and "ancient" or something similar. (Or maybe even a little bit zoomed in.)
I personally find the transition periods of change in technology and social structure to be some of the most interesting Some changes happened faster than others.
Also just picking up biographies can help you learn a lot about history more generally. Although, having a little bit of context can help too.
Videos are great, particularly "overview" type stuff. Since those tend to get you more mileage. Video essay types can be fun too, but you have to be careful there since they can sometimes give you a really biased perspective on stuff in history if you don't have context. Video essays are more likely to be biased or inaccurate about really old stuff we don't know much about or about things that are really recent because they are more politically charged in most cases. (like anything during the cold war or newer at least. Or on the other end, stuff that is before the Romans.)