Hey hey, I'm from Windsor. Cool thing about CT is that, here in Windsor anyways, you are never more than an hour from any part of the sate.
I know of a cool place to meet. In East Granby, I think, place called Marks Auto Parts. He, Mark, has a car show every Monday evening from 5-9, weather permitting. Real nice, and lots of cars, usually over 200!!!! Last yars labor day show had almost 500!!! Mostly classic cars from the 50s, 60s and 70s. Yeah, you can enter you car in the show for a few dollars, It may even be free, I don't know.
If you would like to go let me know in advance, as I work in the evening (2nd shift) and I will have to get the day off.