Above is the Ohio 1st District. Republicans split Cincinnati into three districts to dilute that city's voting power. While not nearly the trickiest hole to play you have to squeeze the ball through the narrow gaps of Cincy.
The game begins in Wyoming, a state with only one district, therefore not one that can be manipulated. You can see from the layout that each district, or hole has an info box describing its demographics and voting patterns.
Indiana 7 is a trick hole. While the district looks very regular in shape, it is still designed in a highly political way by packing all of Indianapolis into it.
The toughest to play, by far is Maryland's terrible third. The water traps are completely unforgiving.
You can see how I struggled with it by looking at my score sheet. Even with a generous par of 26, I was up to about my 50th stroke when I got caught in an impossible water situation and had to bail out.