Obviously, it's all the faff you want it to be, whatever the format.
Fwiw, "on bits are just bits", I recently auditioned an NDX and a MSB into Naim Nac202 + Nap200. The difference (reflected in price) was not inconsiderable. Won't go into great detail, bigger this, smoother that, but one was enjoyable and wonderful, the other made me go "wtf, Naim?". I even prefer the 172 to the NDX. Point is not that more expensive is better, just that there are differences.
On digital always sounding better than analogue - better is so very subjective when it comes to this hobby/passion/whatever. And, ime, digital being superior is not always true (though it is, most of the time) - and I have Steven Wilson's latest album to back me up. I have a hi-res do of it and the vynil and, much to my surprise (because, as majorfubar said, complex music, like prog, has a hard time sounding good on vynil, especially on the inner grooves), the vynil version sounds much better. And this is on an analogue front end that's cheaper than my digital one. And yes, it's a single album, which they released on 2 45rpm discs. Big difference from 33 ones.
Last but not least, the clarity of the digital has nothing to do with what happens when you go to a concert. Neither does separation for that matter. I don't mean this as in "all stuff together, muddled, is what live music sounds like", but clarity isn't what music reproduction is ALL about. Just been to Steven Wilson's concert at Royal Albert Hall (which I absolutely loved, btw) and even if the sound was great, there was no 3D soundstage (apart from the effects on the surround halo above the auditorium), just huge wall of sound and emotions. So the clarity of digital is not what makes it superior, imo - and nothing is. As I said in the beginning, superior or better is all subjective in the domain, and has little to do with measurements.
Sorry for going off-topic.