If I’m not mistaken, isn’t Fairfield Country goes up to Danbury, who has a Republican mayor who is pretty conservative (for CT)? I think senate district 2 (Danbury area IIRC) has a tea party member in Hartford.
I’m not sure about Danbury. Stamford, Greenwich, New Canaan, Darien and Norwalk are pretty much a lost cause.
CT gov Malloy was mayor of Stamford for two terms. He did some good things bringing business into Stamford but there was corruption as well. My kids went to HS with his kids. I heard some interesting stories about some business activities in which his kids were alleged to have been involved. If you know what I mean.