They are moving outwards - you should see how fast the subdivisions are springing up around the GTA (Greater Toronto Area). In fact, the regions around Toronto are some of the fastest growing areas in the country (along with massive growth in Alberta). So, it does sound like it's similar to Dallas-Fort Worth in that respect.

As for the weather, it depends where you head. Going north, there can be quite a change once you hit Barrie (that's about 90-100 km or 56-62 miles) - people pretty much need snowblowers which are not necessary in Toronto. In all honesty though, the weather is weird in this country...haha.