My experience of cycling in Calgary has actually been pretty positive. In the main motorists are courteous and give you bags of room. The two things going against Calgary are the terrain, when you get on a bike you really realize how much this place undulates, and the sprawl.
I actually live near De Winton and there's a pretty quiet route down to Shawnessy where I tend to lock up and take the C Train. Obviously it's not much of an option to cycle downtown if only for the amount of time it would take. Calgary is spread out and I'm not sure a downtown-centric cycling solution is the answer. The initial battle is getting people to ditch the car and consider cycling as an option for short journeys in their communities. That should plug into the C Train.
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