Is Digital actually better than Analog?

I just purchased an Esoteric DV-50s. The unit is fantastic in the sense that you can hear every detail very clearly in most recordings. Here is the thing, does it make for an enjoyable musical expereince? With this type of equipment, you can actually tell who can actually sing and who can really play. Some artist who I have really enjoyed in the past come across as, how shall I put it, not as talented. This causes almost a loss of enjoyment in the music.
Which comes to my Vinyl curiousity. I dont own a single record, but I have been curious why so many have kept the LP's (and tubes for that matter) alive for so long after the digital revolution and now I am thinking it is probably has to do with LP's being more laid back and maybe even more musical. Does anyone have any thoughts on this? Would someone recommend going back to Analog. I was thinking of getting a entry level player like a Scout Master.