IMO, DVD Decrypter is still king for deCSSing and ripping even though it hasn't been in development for a while. In fact, it is part of the guts behind the aforementioned ripit4me- which is really just an automated front end for a number of freeware products. DVDFab Decrypter is a freebie that handles the arccos protected titles that DVD Decrypter can't handle (5-15% of all DVDs coming out nowadays).
DVD Shrink is fast and gives OK quality for a transcoder, but if you care about image quality even a little and have a CPU that's newer than 4 years old, the free version of DVD Rebuiler is the way to go. You can use Quenc or HC encoder for free; both will blow DVD Shrink out of the water at anything more than minimal compression levels. CCE is even better, but costs $50 for the basic version.
Aside from purchasing CCE or the paid version of DVD Rebuilder, there's no real reason to spend any money at all. Some people love AnyDVD, but unless you are extremely limited for HD space or are maybe uncomfortable using daemon tools, there's no justification for spending money when the freeware tools are so competent and mature.