My parents are having a long driving holiday mid May - Mid June. They're starting in Chicago, looping up through Wisconsin, Minnesota, North Dakota and/or Manitoba, and Saskatchewan towards Edmonton, Alberta. After a few days there, they'll head back down through Montana and South Dakota, before heading east to Chicago.
I know that's a huge area, and partly outside this board's usual area, but... any suggestions on 'unmissable' cafes, diners, restaurants, markets, events etc etc would be very gratefully received. Anything 'typical' or, on the other hand, downright unusual and weird, particularly welcome.
I'm trying to research this for them from our home in Scotland - so any suggestions from anyone a bit closer would be fantastic.