My boyfriend and I are just planning our second USA road trip (our first we drove from Albuquerque, NM to Seattle, WA along the coast and then some) and because he has family in Toronto we are starting and ending there.
The route we are taking is over three weeks in June and goes from Toronto into the USA at Niagara-on-the-Lake (staying to taste some wine of course!) and hugging the bottom of Lake Erie through the tops of NY, PA, OH and into IN and IL (staying at Chicago for a couple of days is a must) then up along the side of Lake Michigan through WI and MI and then back into the MI peninsula (maybe coming down on the Lake Huron side if possible) crossing back into Ontario at Detroit/Windsor.
I would really appreciate advice from you road trippers out there on which (smallish) lakeside towns would be best to stop at along the way (either for a browse/lunch en route or for the night) and which areas of natural beauty are really worth exploring (particularly in upper MI). Also, we are serial brewpubbers so recommendations for local brewpubs/breweries along that route would be adored!
P.s. love this forum!