Lynn, MA, United States

With a population of just over 101,000, Lynn is a gritty industrial city north of Boston struggling to shed its "City of Sin" reputation. While the historic downtown is undergoing a cultural revival, the bureaucracy remains a persistent headache and violent crime is slightly above the national average, though still lower than neighboring Boston. Bitterly cold winters and scorching humid summers also make Lynn a tough sell for many. This working-class city may appeal to those seeking affordable housing and a diverse community, but its challenges mean it's not for the faint of heart.