Again - a apple/oranges thing.... I enjoy both & they both have pro's & con's.
Some of my digital (CDs, SACDs, digital library, downloads) just sound better "on my system" to "my ears" than others from the same tracts & on the same system; I am sure it is the production/mastering. Same holds true for my vinyl path. I did upgrade my digital path (Aurender N20 & Berkley Audio 3 DAC) two yrs ago which made a huge difference in my digital path. For me - it is not a competition between the two...I enjoy both.
Regarding older vinyl to newer "remastered" ...again, how it was produced makes a huge difference. Take the original 1971 Led Zeppelin's "When the Levee Breaks", John Bonham's drums & that profound iconic tract, a simple production for that timeframe...but a very unique sound stage, mic placement, delay mastering.
The same for Wagner's opera: Best Sound Stage & Audio Recording (Studio)Production: Der Ring des Nibelungen (1958-1965) – Georg Solti / Vienna Philharmonic.Location: Sofiensaal, Vienna (Decca).Why: Frequently ranked as the greatest recording of all time, it utilized state-of-the-art stereo technology to create a massive, cinematic sound-world. While it is audio only, the production value by John Culshaw is unparalleled.
Similar reasoning: I prefer to see the same band/concert at Red Rocks over Fiddler's Green Amphitheatre...it just sounds better there.

