Assuming there's a choice, I would always prefer analog to vinyl, with some kind of tubed recording chain, to DSD. That being said, I have samples of superb digital and DSD to vinyl pressings.
I have some paper buried somewhere in a computer archive of a test, using the same sound feed to different recorders using 15 ips tape, DSD, hi rez digital, and standard Redbook. Almost invariably, playing the stuff back, the preference in sound quality was in just that order with the 15 ips tape 'winning', but some listeners also admired the DSD and thought it was close(without the transfer to vinyl, of course).
The test was a while ago, and we have much better digital now, so it would be an interesting experiment to repeat.