Things that I have won (in no particular order):
A portable CD player from Zero candy bar...I gave it to my dad because I already had one with more options.
A trip to Montery, California. My sister had entered all our names and mine was the one that was picked. I didn't get to go because my sister had just gotten married, so they used it for their honeymoon.
I've won several raffles and drawings here at work for various fund-raisers. My favorite was a reproduction of a 1930s radio. It's beautiful.
I've won one, count 'em, ONE sparkling prize from BK's Trivia Contest.
Twice (different years), I won a pair of tickets to a local theater group's productions.
Those are the big things that I can remember.