Depends what "winter" entails. After all, winter in the north and in high mountains means snow, and lots of it. However, winter in the southern flats and plains means more along the lines of rain. It'd make fighting miserable, but not impossible.
Besides which, the Pelennor took place in either late February or early March (I'd have to check my books, which I don't have to hand, being at school, to get the exact dates right).
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