I don't even listen to the radio stations in 3 and NV, I certainly wouldn't listen to them in the classics.
Thing is, I see no reason to listen to music that'd be 300 years old in-game. Classical music is timeless, but this is pop music. It'd be completely forgotten. That's why I like Mark Morgan's more ambient tracks, and that they were reused in NV at times. Video game music needs to make sense in the game. GTA works well with radio stations, because they add to the experience of the game world. 80s synth and Rock and Metal in VC, 90s Hiphop and Alternative in SA, current music in the newer ones. The ambient tracks in the classics are location specific and enhance the mood perfectly. Radio stations playing real world 50s music and country songs? What the hell? Why would anyone listen to that in the world of Fallout? It doesn't take place in the 1950s with laz0r guns added on top, it takes place in the future as envisioned by people of the 50s, gone down in the flames of 80s materialism.
It'd be a bit too much to compose a whole lot of futuristic pop music to listen to, so just ambient tracks would have been fine imo.
This is the kind of music people in the 60s thought people of the future would listen to:
Anyone remember how Gothic I had In Extremo playing in-game?
Given that Fallout 3 already took the movie Radioactive Dreams seriously, might as well have added a Sue Saad live performance to the game:
Especially NV could have done well with a live music performance, but I guess time constraints...