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People tell me some of the areas of Alberta, like Calgary, receive Chinook winds and can have warm winter days - not sure I believe it! Although it's in BC (but not on the coast) Kelowna in the Okanagan valley also seems to be know for "mild" winters by Canadian standards, but I'm not sure what they're like - I'm not sure if there are similar cities/regions? I've read Nova Scotia is a bit milder due to the Gulf Stream ocean current that comes up the east coast of the U.S. Other than that, I suppose southern Ontario as others have said.
Yes - southern NS and southern tip of ON both have milder spots. Still won't be balmy come January, but beats Nunavut. A good map may be found here
10,000+ - SW Nova Scotia, where I grew up, is about the only place that fits the description. Windsor might be warmer overall, but SW NS doesn't have the cold extremes that Windsor can sometimes have. Daytime highs in the winter tend to range from 5 to -5C, sometimes a bit colder (but very rarely below
-10), and sometimes a bit higher, but generally not above 10C. I also lived in London for 4 years, which is a bit cooler than Windsor, but very similar. There were some simply NASTY winter days there, just bitter cold.
Yah we get lots of Chinook winds here that will raise the tempature, you'll see times when chinook winds will melt all the snow and since you've been dealing with -25C for the last few days even though it is only +5C it feels great. Chinook winds create erradic weather patterns though, you'll go from hot and dry to the next hour being sheet rain and thunderstorms because the wind from the mountains will rush in. I've had people born outside of Alberta (who isn't anymore?) that tell me that Alberta winters still don't compare to most of the other parts of Canada in terms of the cold and snow.
I work in a hotel, we had a bunch of guys from Florida who were working outside through the whole winter working on celluar towers, we had a bunch of days of below ten C weather then a Chinook came through and raised the temapture. They were joking about how they must be Canadian now because they actually thought it was warm outside at only about +5C
I choose Leamington On in Southwestern Ontario as your starting point. Being the southern most place in Canada (just a few miles north of California for example or as far south as Barcalona Spain.)
You may also check out the Turks & Caicos, small islands (a territory of the U.K., I believe) near the Bahamas that have expressed interest in joining Canada for some years now. If this happened, they would hands down have the warmest winter in Canada! What are you waiting for, Canadians?
All of the people would go on to Canadian social assistence and live like kings.
St. John's has the warmest winters outside of British Columbia.
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