I like doing both. I enjoy skiing even though I’m bad at it (and this year it has not treated me well) and I also definitely enjoy taking advantage of off-season deals. If the weather’s not too bad I’m happy to brave the cold, as I did this weekend on Jeju Island where it was snowing and blowing gale force winds. Most of my time in New Zealand was spent in the winter, and I just threw on my thermals and I was happy.
But I also enjoy being warm (but not too warm). This winter (in just a couple of weeks) I’ll be headed to Malaysia and Singapore where it is positively hot (high 80s/low 90s Fahrenheit now).
Weather definitely affects how I see and enjoy a place, as much as I try not to let it. However if something’s beautiful it’s usually beautiful in bad weather too. Basically, I won’t let winter or the weather stop me (within reason).