PalmOS does crash, I know, I have a new Tungsten-E and it does crash every once in a while.
PalmOS based machines are generally cheaper than their PocketPC equivalents. Palm also comes with a PowerPoint reader, PocketPCs don't (generally speaking). Multimedia wise, Palm isn't that far behind PocketPC. I can still play my videos and MP3s using the headphone jack or the built-in speaker.
I don't think you can go wrong with either PalmOS or PocketPC though.
If I were looking at a Palm, I'd buy the Tungsten-E (if you don't need wireless and stuff). T2, T3 if you got the money. If I were to buy a PocketPC, I'd buy a Dell Axim X3i.