The decision you need to make is are you really going to be out in winter, as in snow? If so and you can't, as Phat suggested, have a dedicated winter tent, then your choice should be, in my opinion, based on the worst weather you may encounter.

The problem with winter tents is that they are heavy, compared to Tarptents or something similar. There are a few lightweight single wall mountaineering tents, but many of them aren't really designed for rain (they will eventually wet out because of the fabric).

I have a 2 person winter tent. It is a heavy, five pole, two wall tent that would be fine in other seasons because it has two doors and a mesh panel in the roof for ventilation, but again, it is heavy-about 8 lbs. It has a big vestibule and a little one at the back, so it would be fine in rain as well.

If it weighed half as much, it would be just about perfect, but since it doesn't, weight is a big consideration. I tow it on a sled with my other gear, so that makes it a bit easier.