having only been serious about astronomy for 18mths, im undecided but ithink winter could be the go, i used to hate going to work in the dark and coming home in the dark, but now i look forward to a couple of hours in the observatory, my wife brings Tea out to me, hot chocolate, and i can still get to bed at a reasonable time for work the next day.
summer was good for the weekends as sitting outside doing an allnighter one didnt turn into a block of ice,
autumn is good for clear days so observing is a fair chance.
hmmmm... how about i just say its all good