No, you are not required to wear a winter jacket during winter. It may be prudent to wear a heavier style jacket or other outer wear during the winter months if your location becomes cold, though.

you wear shorts in the Summer which is the same as Canada (Sometimes). In the Winter it is not that cold do you can sometimes wear shorts. you probly want to wear a jacket in Winter though.

No, Winter don't wear her tail. You can see her on her website.

They wear winter clothes

clothes.