Join the of4wd and connect with other ontario offroaders. Also you'll get access to trail conditions and updates on public land access issues. There are plenty of stock friendly trails with off shoots for the bigger boys to play on. I had my JKU Sahara out two months after purchase and was given guidance by some experienced local wheelers. I had a blast, didn't really get stuck either. Just don't go alone "ever". Always have recovery gear, food and water(not pop and chips).
The only downside I see right now is that you live so far south. The only real legal wheeling here is north of barrie. Unless you've got some private land down there. Another option is to hop over the border to Michigan or Rausch Creek.
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