What vinyl or digital sounds like completely depends on your system.
What the recording sound like on an excellent system vary greatly. The late 1950’s and ‘60s have the most incredible recordings ever made. 1956 - 1963ish. If you have not heard some of them, reach back a bit further.
I am fortunate enough to own a system that produces outstanding analog and digital sound from vinyl and different digital formats. So I can enjoy both. Vinyl has the added variability of the pressing. So, as records are pressed the master (I may have the terminology incorrect) wears out, and another is substituted. So this is another variable placed in the analog stream, not present in the digital leg.
BTW, I have a vinyl library of excellent recording… many audiophile pressings.
One could write books on the recording quality over the time frame you bring up. Deutsch gramophone was one of the most respected recording companies and they went digital in the 80’s and early 90’s… omg, I have some vinyl that is hideous. I mean, absolutely unlistenable.. tinny… and trebly… just terrible.
Anyway, you bring up a great point… but I would be looking into the recording techniques of the time. That is where the big differences were. Today, if you can afford it, you can enjoy digital as good or better than analog.