This next location is ideal for retirees that want a big city life without going financially bankrupt. Pittsburgh, Pennsylvania has some of the best suburbs in the country. Within minutes from the inner city, you can find yourself walking down safe, tree-lined streets with sidewalks. As a city, Pittsburgh is comparable to New York City in culture and entertainment offerings, but has significantly lower crime rates and cost of living. The one downside of this metropolis is the harsh weather. But if you don’t mind the snow-filled winters, this city is one of the best for seniors.