You found the right place to hookup with some fellow riders. Where in the GTA are you? I'm just south west of Barrie with lots of trails, it's a good area to start from. You can run up the 400 to Innisfil Beach Road head west a couple of miles and leave your truck and trailer in the Tim Horton's parking lot and jump on the trail across the road. It gives you a nice North/South and East/West corridor.
As far a hooking up just keep an eye on this forum and I will be posting some rides as soon as the trails open.