The raffles I've entered have been for a combination of supporting a model and thinking the prizes were decent. As far as prizes go, things that are exclusive or give me a bit of a special feeling (like baked goods or favorite items) are most enticing to me personally. I also highly appreciate digital because of the instantaneous part of it. Instant gratification is great. Then again, the excitement of seeing the box/package waiting after getting home from work is pretty nifty too.
I've started avoiding raffles with just one or a few big prize(s)... especially if tickets are over 100 tokens. I feel better about something I can toss a few tickets into and maybe hope for the top prize , have a decent chance at a consolation prize, and if all else fails, it was fun and I helped out a pretty cool model. I don't tend to be naturally lucky with things like that (though I do tend to be naturally lucky at getting out of speeding tickets... so I'll take that) so the big prize raffles like for iPods, laptops, or dates tend to cause me more anxiety than anything else.
That said, I did win one big prize once. It was a fucking amazing feeling. I felt like I might burst from excitement.