My favorite? The San Francisco Marathon, hands down. Not only for the race (my current PR on a tough course!), but also because it's pretty awesome looking. Least fave? SB Wine Country Half. The course was incredible, but the medal is so hideous it's gag inducing. Check it out yourself:
WTF. What is this!?
Big Sur also has pretty unique medals made of ceramic and designed by a local artist. Surf City I picked just for the awesome surfboard medal! Plus, it's part of the California Dreamin' Series which gives you a special California medal for completing all three races (Surf City, SF Marathon, and Long Beach). Of course I have to have it! I find Disneyland a bit too gaudy for my taste (but kudos on the size!), but I guess it suits the Disney franchise. Two final notes on medals: One, I hate when races make the race year the main focus on the medal (see LA). We don't care! Two, the ribbon can count just as much as the medal! I much prefer printed ribbons to plain.
So there you have it! Now it's your turn - show us your BLING!