Grew up in CT, it wasn't super common but there were people that wore them (I was in a semi-rural town.) An old guy I knew when I worked at Dunkin wore one every day. My dad had a straw one he used for fishing, and sometimes wore it generally. CT is very live and let live, I doubt people will care. You will see cowboy hats at the Big E and the RV show that takes place on the Big E grounds too, lol.