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I used to take the T in Boston all the time when I was living there; my wife and I had a car, but parking is tough/extremely expensive if your office doesn't provide a spot. My wife ended up driving because her office provided one. If I end up working in the Boston area after law school, though, I'll likely have to get a car.
In CT, there's really no way to take public transport. Hartford has a bus line, but, I'm more than hesitant to try it. Parking isn't expensive at all, and you usually can find somewhere to park within walking distance, whether it be a lot, garage, or meter. My job has free parking, and the law school has plenty of parking on campus.
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