I commute from the Hartford area to NYC, it’s a little under 3 hours door to door. I drive 40 min. to West Haven then take Metro North, then it’s 1:45 on the train and a 20 min walk (or 5 min subway ride) to my office. Boston is going to be tougher. One day I hope a commuter train connects Springfield to Boston and you can take the Hartford Line all the way up. Until then, it’s Amtrak (which isn’t really feasible for commuting) or driving. Driving is doable, but it’s a grind (even just 2x/week). I’d aim to negotiate that down to once a week while you look for something else. While Hartford is equidistant from NYC and Boston, NYC has a larger commuter radius thanks to better transit options. Much of Fairfield County commutes to NYC, and even a few maniacs like me are out as far as Central CT. With Boston, CT and even Western MA aren’t considered commutable (though Lamont and MA business leaders have been pushing for a Springfield to Boston connection for years). I could cut a half hour off my commute by driving, but there’s too much day to day uncertainty with traffic, and 4+ hours in the car in one day is too much. I can relax on the train, catch up on work, or take a nap if I need it (and frequently do).