Seriously NW Indiana/michinana
We need to step it up, I need some more people to ride with as I am tired of riding solo. I ride road mainly, but was heavily into offroad, singletrack trails ect, before my Homegrown got stolen awhile back. there are some great trails near my house just get in touch with me and I'll show you around
I'll ride Winona anytime. I'm from the other side of the state, so probably not much help for you.
There's a bunch of us near Dyer, we only go east as far as Portage usually. We use Palos as our usually Sunday morning or weekend ride. There are about 7 of us or so and it is very rare than more than 5 of can get together for a ride. On weekends Portage has people out there, you can usually hook up with somebody. Palos is the same way, always somebody to ride with. Palos has a staging parking lot. We are aware of Westville(not liked too much, rather do Portage). Any other stuff out your way other than westville? See ya