My brother(24), mother, and I(20) are planning a trip from the northern Oregon coast to SE Wisconsin, something like oregon-montana-south dakota- minnesota-wisconsin, and along the way, would like to stop at some fun events. For example, the last trip we took together to Vancouver, we got to see the International Fireworks Competition - probably one of my favorite road trip memories of all time. I'd like to find some fun events for this trip to schedule our route around without having to look up every city in every state - any ideas of where to get info like that? Or even better, know of something that's going on? :o)
Since you kind of know the general route you'll be taking, you can try looking at some websites like citysearch.com or digitalcity.com. Sometimes they have interesting local events.