Very good digital and very good analogue have distinctive sounds. If you grew up being accustomed to one vs. the other, that might determine your preference. When MP3 had become the the most prominent form of music storage/delivery, a professor did a fairly large study that showed that a large majority of younger listeners actually preferred MP3 processed music over music delivered at full CD resolution; familiarity breeds content(ment).
I agree with Al, and others above, that, if setup is the issue (and not just taste), the most likely culprit is loading. A sound lacking in treble and having less "air" usually means to much loading (too LOW a value of the resistance in parallel). I would try the cartridge with no loading or extremely high resistance value such as 47k ohms.
To me, the reason to have both an analogue and a digital setup has more to do with available content than with one being better than the other. If you listen to classical music, you pretty much MUST have a digital setup because there is essentially zero new recordings being offered as vinyl records. Whether it is a difference in digital vs. analogue, deteriorating master tapes or differences in mastering (most likely culprit), reissued music from analogue tapes often sound not nearly as good as the original records (that includes expensive reissued vinyl); if you want the best sound, it is often the original issue. Some original analogue records were pretty crappy sounding in sound quality and the digital reissues are superior because of better mastering (e.g., 1970's DG classical recordings).
