How long will this riding season last?

Today I rode with my face mask for the second time, and things went a little better.  I was not hyperventilating as my first time.  The weather was very cool, but I made myself push along.  I am not sure how long I can continue, but that will depend on the weather. I ordered toe covers to prevent my toes from getting frost bite. The GS/Pro cycling tights are working out fine.  I was cold for the first five or so minutes, but then I warmed up.