For the upcoming San Diego Bike Union Fall Haul-In and Picnic, I used two old 27" bicycle rims to make an old-time hoop rolling game. I wrapped the rims in colored electrical tape to hide the stubborn rust and to make them a bit more festive.
The idea is to use the stick to keep the hoop rolling in a straight line. I think we'll make a two person race out of it. I haven't had a chance to take a hoop and stick out to the park and try it yet, but I assume I'll be terrible at it.
Apparently hoop rolling is also called hoop trundling, and has diverse origins. There's a pretty interesting entry for it at Wikipedia, where the photo above comes from.