Growing up in Northern Ontario in Canada, I know all about Winters that hurt. I remember having frozen fingers and toes many times from playing hockey on frozen ponds, and from skiing, and just from walking place to place. It sucks, but to be honest it's part of our identity as Canadians (and Minnesotans) and I have grown to have more appreciation for Winter as I get older.
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I really wish I could "get there" and like it but have discovered I can tolerate it less every year. I think the snow is beautiful when temperatures are the tolerable range (down to around 15 degrees Fahrenheit for me). When the mercury dips below that it just makes like difficult. I love the outdoors and cycling so I think this is why it gets me down so much.