In general I never did buy a copy of Silent Hill 2 because when the game was being developed they gave in to censorship pressure. Apparently when the demo was released it was strongly suggested that the tone down all of the skinless killer children bashing. They did this, and nowadays I notice that you don't even see the Silent Hill 1 killer children as part of the regular bestiary (and frankly the beginning of SH 1 was arguably the freakiest moment in the series)
I have however played it elsewhere, and probably would like to play it at some point especially if they were to release a director's cut, closer to the original vision before giving in to censors.
As far as the re-issue goes, I will also say that I have mixed opinions. I have an original issue PS-3 which can play PS-2 games. Sadly I traded in my PS-2 when I picked this up, and have been afraid the PS-3 will one day break (though it seems to be going strong).
Truthfully I'd much rather see them release the games via the PSN store for digital download so that way I could just DL them again later. Of course part of this would also be me expecting them to release the games for $5-$10 due to a lack of shipping or packaging being involved. Lowering prices being the entire point of DLC.