As both Messrs. Curtin and Railnut know, I have commented over at another railforum that Litchfield County CT is a "transportation wasteland'.
This is not just rail, it is any mode. The only highway improvement to speak of since WWII has been rebuilding CT 8 Waterbury-Winsted to interstate standards. Otherwise where is I-89 to replace US7? US7 BTW I don't think has had any meaningful improvements since The Depression when the impressive viaduct at Cornwall Bridge was built (OK; a new bridge at Gaylordsville, some lane additions around New Milford, and a traffic signal at Bulls Bridge
). Where is the Litchfield County International Airport (hope nobody thinks I'm advocating THAT
In short, any restoration of service N of Danbury ("The Berkshire' somehow survived until A-Day) is flying in the face of a 'we don't want it' mentality. Of interest, Connecticut recently enacted a $2.3B transportation improvement program impacting all modes. While of course most should be directed towards Fairfield and New Haven Counties as that's where the people are, these initiatives usually have to spread their largese about the entire state. I must wonder what Litchfiled will get...maybe, just maybe, it will be New Milford rail service unless the 'we don't want 'em up here' (that means affluent families earning income in New York, BTW) is heard in Hartford.
Author's note: although my location shows Chicago area, I am from Connecticut and went to secondary (boarding) school in Litchfield County