Having lived in Montreal for a little, Calgary has a lot to learn in my opinion. What's great about Montreal are two things:
1. One way streets everywhere
2. Cars cannot turn right on a red
These two things combined make for a lot less chaos around crosswalks etc. As a pedestrian / cyclist you know that the car in the right lane is not even going to try creeping in and make a right turn. Because of these rules the pedestrians and cyclists are long gone before the light turns green.
In montreal I would bike practically anywhere on any street and feel reasonably safe. Living around 17th avenue I don't even try these days. To me you can dump as much as you want in infrastructure but the rules of the road here do not make it friendly for pedestrians and cyclists.
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