Wonder if Planescape: Torment can be said to fit here?

Say what you will, but Ultima IV approaches the question of what to do with a world where the foe is gone and the world is rebuilding.

And Ultima 5 addresses the idea of enforced morality, taken to the tyrannical extreme.

Ultima 6 is also interesting, given the actual nature of the main villain.

Ultima 7 introduces a new religion (or, perhaps, cult) into the game world.

You read my mind. ;)

I am fascinated by virtue being corrupted and taken to a "tyrannical extreme."

Yes, Ultima is IMO a great example of a series that primarily explores philosophical concepts.

Bioshock. I can't imagine a game being more philosophical.

Would you kindly play Bioshock? :)

Remember, a man chooses, a slave obeys.

Then he should choose to play Bioshock. :)

I will endeavor to do so in the near future... as I read some Ayn Rand.

Alongside this aside...

... I wonder if there are any games that are like 60's tv show The Prisoner... essentially a meditation(s) on philosophy? Brilliant show BTW

Maybe Bioshock is that games (series)...?

I think the game you are looking for is "The Prisoner". :)

Fallout series and New Vegas specifically.

In short, Fallout is Philosophical because it examines large-scale historical patterns of human behavior and asks if these patterns are inevitable or can be altered through individual and collective choice.

In my opinion.


(Can provide more -spoilery- detail if interested.)

I'd agree. Forgot about it. Good choice.

Don't forget Wasteland!

In particular, once you've finished the game, it might be interesting to read the paragraphs, as there's an interesting fake story contained within.

(Fallout can be said to have been a spiritual successor to Wasteland.)

And Ultima 8, for all the flaws it had, does explore the idea of a desecrated world with dark strict morals.