I'm one of the "old hands" Beat spoke about, except I still have a lot of hair left...
I also came of out Hollywood and coordinated two beta test teams there for VSL. So I have a 10 + history. Flat statement - VSL can do any style you want. The idea that one library is "Hollywood" and the other is "concert" is nonsense. VSL can do it all. I also own the Symphonic Cube and most of the Level 2s. That's how important it is to me.The "sound" you spoke about is one of writer's style and you can do either JW or Hz with Vienna.
From an orchestration perspective, we're in a new game thanks to VSL, in that thanks to the Dimension Brass and Strings, we can now write with dynamic guidelines for orchestra that we've known about for over 100 years. Having everything I do, if I were starting out today, I would consider getting SE 1 and 2 to learn and to give me a sampling of the whole orchestra (which also includes all the strings, piano and harp plus a sax section. Very cool.). I would add to my budget Dimension Brass and Strings, Appassionata Strings 1 (including Level 2), Percussion (including Level 2), Vienna Suite + FORTI/SERTI.
You can always come back and get Woodwinds 1 and 2 if you feel you need them.
This more than meets my needs for the kind of writing I do. It may not be your cup of tea. Others will disagree. VS + FS allows you to create super sounding professional mixes that are clear and not muddied. With Power Pan built into the VI player, spatial placement is a snap. For stage front to stage back, you might want to look at Virtual Sound Stage.
The key to this is learning your instrumental articulations and how to set up simple templates within the Vienna Instruments player that efficiently use these articulations. Next is learning effective MIDI editing. And VSL has plenty of files from Jay Bacal you can download and learn from, and these contain MIDI files, so you can really learn a lot. And Beat, modest guy that he is, has some top tutorials on using the Vienna Instruments player and other things. So check out his web site for sure.
You haven't mentioned a sequencing program. If you don't have one yet, I would strongly suggest looking at Cubase. I use Logic. But I think some things are easier in Cubase, and at some point, though you didn't mention it, you will need to use the Vienna Ensemble in your setup.
Please note, I am not a dealer. This is merely my suggestions based on what I use.