Some quotes from Frostbike:
"Bike infrastructure can work wonders for most of the year, and having it used less frequently for a few winter months doesn’t negate its need."
"Our personal and collective outlooks on winter are key to the mass acceptance of year-round cycling."... "A city that encourages year-round cycling helps normalize it."... "The three most bike-friendly cities in North America have harsh winters: Montreal, Minneapolis, and Anchorage"
"When women, children, and the elderly, not just aggressive young men, start to see the bike as an easy way to go shopping, to school, or to work, then our cities will start to enjoy improvements in our street life, our economy, our health, and our transportation systems."
I snapped this photo in a Toronto a few years ago. But the truth is, most of our winter days aren't this extreme. We tend to exaggerate our winter weather.
I would say that most of the neighbourhood residential streets in York Region are quite bike-friendly all year round. Rural and arterial roads are a different story, but getting better as each new project gets built. As for the trails, try a Fat Bike!
Remember the ice storm last December? Well, there was at least one winter enthusiast at the Richmond Hill GO Station.