I was obsessed with Winnie the Pooh when I was little, and
The New Adventures of Winnie the Pooh is still one of my favorite shows, so I think it's pretty self-explanatory.
I don't think he would really have any political views, but of course, Eeyore would be a Democrat and the Heffalumps would be Republicans (think about it.)
Piglet is the average voter. Interested in politics, but not set on any one particular idea or platform.
Tigger is your Occupy Wall Street type. Well meaning, but with no plans or reasoning ability and causing at least as much trouble as he solves.
Rabbit is a moderate Republican. Always worried that others, especially Tigger and Gopher, will ruin his garden, but not a unkindly soul.
Owl is your typical Libertarian. Full of grand ideas, but no common sense.
Gopher is your typical Tea Party Republican. He generally messes things up and has a unhealthy obsession with blowing things up.
This, but the Tea Partiers sound like Owl too.