My favorite is just taking a day, driving up through Litchfield County and getting completely lost (as much as one can get lost in CT). Basically right where ConBroMitch suggested. I usually just tool around through Kent, Warren, Cornwall. No destination in mind, just taking random back roads. Sometimes I shoot for a lake or a state park so I can get out and stretch my legs a bit. It's a leisurely drive, twisty roads, awesome scenery.