I have heard of one KINDA LEGAL place to go around Southern Conn. Atwater Road in Bethany CT.
Now from what I've heard, it's a street. That's it. Undeveloped & fun! My buddies have been going there for months now, and from what they told me, they've never gotten caught. It's a very long, dead-end street. There is one house, on the corner of Atwater & the main road, but that's it. I've been told that you'll notice it isn't safe for cars. Too many steep inclines & declines. I haven't been able to get up there yet, but I thought I'd pass the info along.
My buddy told me that the trails are very long, and there's a lot of mud pits & a few rock inclines. The only thing is, you don't want to come out the same way you came in. He said he cops don't exactly mind, but would rather not have mud all over the streets. I'm just passing along what I was told.
I have a Google Earth map of the area. Apparently the trails do connect to other streets closeby.
But I have to say, I agree with Toxic Turtle. We should be careful of the environment & any illegal wheeling. I would hate to ruin the experience for other wheelers & future wheelers by doing something illegal & making the situation worse for everyone else.