I only use Winter. Better holidays, more clothing options, no noisy block parties every weekend, and just quieter in general because all the annoying elements are locked indoors begging for the summer again.
I like summer season a lot more, but its clothes are just some t-shirts and shorts (if you are not a fashion geek). Winter clothes are better designed and they show they're designed. I also hate to pay $30 for a basic ass t-shirt but I'd pay $50+ for a jacket or a jumper without a blink.