The weather during the different times of year definitely influence what I feel like smoking. I like aromatics all year round, but generally like the heavier ones during the colder times. Straight VAs and VaPers are often my go to during the summer. Fall weather and spring weather means I'm usually smoking VaBurs, Burleys, and Orientals. I only smoke outside, so wintertime smokes are rarer, what with the snow and all. But when I can sneak one in, there's nothing like an English/Balkan in the cold, especially on a full stomach.
Of course, these are not hard and fast rules, nor are they rules at all. These are just the trends I have noticed in my 3+ years of smoking a pipe.