I strongly believe that vintage is the way to go for many different reasons.
First of all, I am assuming that since you are thinking of taking a dip into the vinyl pool, that likely means you actually have no record library.
So you will be at the mercy of good quality used records as well as reissues that are generally substantially sonically inferior to their original counterparts. The work you will have to put into obtaining really good quality software may take the fun out of this new venture. A modest expenditure for a good-sounding rig may be more sensible.
Secondly, there is an enormous pool of really excellent-sounding turntanles in the used market. For instance a 30 year old original VPI/Michell/Audio Linear (yeah, mechanically they are all the same machine), turntable sells for under $300. Likewise an old Empire (any of them) or Rek-o-Kut belt drive or rim drive will provide a solid basis for sound and speed accuracy that is not found in any of today's entry level products and will sonically embarass many costing ten times as much. Again, with just a $400 or so investment.
As a bonus, all of those tables are immensly tweakable and can each attain remarkable levels of performance with very modest investment in time and money. As such it adds a huge dimension of "fun" factor that an off-the-shelf- modern exercise in mediocrity can't deliver.
My $.02...