Probably the best times would be in the summer or during foliage season.
Stratford is a small town in CT. Not all that wealthy. We have an big old abandoned theatre where some of the legends of the stage once performed. (Hepburn…) My house is built on the former site of a haunted mansion! (Note: My house is definitly not a mansion!)
I’m a teacher so I would be able to show you around the state of CT in the summer!
Good luck and safe travels!