I'm down if you want to try to throw something together.
You are correct that there is precisely zero places to off-road, which is directly related to why there are so few events here. About a decade ago you could off-road in Pachaug State Forest over on the CT/RI border, but the state closed that down to full-sized vehicles awhile back... so we got nothing.
I will say that
@Tri-State Broncos often has get togethers, usually around the White Plains / Newburgh / Poughkeepsie areas. And BONES (Bronco Owners of North East States) also has quite a few events.
@tasker just did the annual
May It Forward event up in central Massachusetts, and it was pretty awesome. But generally speaking Connecticut is an off-road dead-zone.