3. Bridgeport, Connecticut
According to P.T. Barnum, Bridgeport’s most famous resident, there’s a sucker born every minute, and that’s what retirees-in-the-making will be if they decide to spend their golden years there. Bridgeport ranks 53rd in healthcare; 116th in activities; 121st in quality of life; and 180th in affordability. Total Score: 37.48.