Collingwood Millenium Overlook
I was in and through Collingwood quite often. Through it was one my my favourite junk shops in Thornbury, and the whole south coast of Georgian Bay all the way to Owen Sound (and even Wiarton Willie), plus being the path further into south western Ontario.
But I only spent one glorious afternoon there. Passed a old grain mill is a spot called the Collingwood Millennium Overlook. It sticks out into the Big Water like a breakwater (and probably was constructed at least in part as one) and is covered in parkland, neat historical trinkets and, while I was there, perfect weather for spotting where you live across the water (see comments).
The highlight of my day was a food truck called Han's Beach Bites, where I learned of the greatness of currywurst and curry fries. Not going back here, especially because it was so close, is a big R regret, the good was magnificent. I probably should not have eaten the leftovers for food safety reasons, but I did, so my car smelled like curry all day long and it was amazing.
On a weekend, with more food trucks, this would be a really exciting and fun spot. As it stood, on a hot day in the middle of the week, there was no wait for my food. I'd have liked to be around people, but the next part of the journey (Thornbury) makes up for it.