One of the coolest, weirdest, worlds-colliding Day of the Dead artworks I've ever seen is this sculpture of a skeletal Teddy Kennedy. He's at a podium, open-jawed (no doubt haranguing other late Senators), accompanied by a skeletal dog.
The paper in his hand says "Health Care: The Cause of My Life." I realize this is a terrible photo, but in person, I actually found it pretty moving.
From the window of Nomad on Mass Ave in Cambridge, MA - they have an extensive Dia de los Muertos folk art collection.