I definitely like the period from May through July the most. I think late spring when the lilacs and eberrything are in bloom is the prettiest, but I love the summer sun. I don't even mind rainy days in summer that I dislike in colder seasons, although I'm leery now of the thunderstorms I used to enjoy due to having experienced a particularly bad storm a while ago.
Once August comes around, I start feeling depressed. Especially once you start to see the beginnings of the fall foliage on the trees. I don't like the cooler temperatures and much prefer green leaves, but it's all the overcast skies that get me down. I can accept overcast days if there's warm weather and lots of green plant life, but they make me pretty miserable without them.
I don't like winter, but the hoarfrost and freshly fallen snow are definitely beautiful. Then there's also the Christmas season to enjoy.
I don't think I'd inherently mind living in a place that was warm all year round besides not wanting to deal with some of the wildlife that comes with warm climates. I think the lack of white Christmases are a tradeoff I'd be willing to deal with. I'd rather look at pictures of wintry landscapes than have to live in one for more than a few days at a time. I definitely feel like I'm living too far north to be in step with my own preferences.