1 - A Roadside Oddity - lots of leeway on this one, but look for something truly odd.
2 - A train car with graffiti - if you get busted "installing" the graffiti, post pics of the event!
3 - A local bakery - nothing commercial.
4 - A Distillery
5 - A Brewery
If any of these cannot be found within a reasonable riding distance (100-150 miles) of any riders, let me know and I will amend the list.