My girlfriend of three years and I (ages 20 and 21, respectively) have decided to set out on a road trip over spring break (leaving on the second Friday in March and continuing the following week). We're leaving from Columbus, Ohio, and plan on heading initially to Chicago. After spending the weekend there, we plan to head north through Wisconsin and the UP, cross into Canada at Sault Ste. Marie, and loop around Lake Huron to Toronto, and then back to the States via Windsor/Detroit (Here is a visual of what we had in mind).
I've only ever gone on one other road trip, and it was to familiar destinations. My first question is, can this trip be completed comfortably in ten days? Secondly, what sort of attractions are there in the Wisconsin/UP/Lake Huron areas? We both like eccentric roadside stops, winter sports (I'm a big hockey buff, and she is on her university's curling team), anything to do with folk art/music, and the outdoors (hiking, canoeing, fossil collecting (she's a geology major), etc.). Third, I've only traveled to Canada once as a driver, and it was a day trip; are there any special precautions I should take or necessary procedures I should be aware of, regarding border crossings or otherwise?
Any suggestions would be greatly appreciated, thanks!