Founded in 1786, Frankfort is a small city with just over 28,500 people. In the 1960s, the city saw significant economic growth, but this cooled around the 1980s and has remained relatively stable ever since. It’s one of the most affordable places to live in the country, where half the population rents and half the population owns.
Frankfort is very pretty, too, marked by historic red brick facades, the Old State Capitol, two distilleries and lovely views along the Kentucky River. It ranked ok in a 2023 WalletHub study for economic well-being, quality of education and health, and quality of life. Still, it didn’t do great in anything except affordability, and there simply isn’t enough to do to earn it a higher spot on this list.
Where to stay: Capital Plaza Hotel