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Settled in the 1780s, Bardstown is the second-oldest city in Kentucky and has been recognized as the Most Beautiful Small Town in America. With its Norman Rockwell-esque neighborhood feel, Bardstown makes you feel welcome as you explore the stories and legends -- some paranormal and some not -- of the historic district, overlooked by the courthouse pictured here. And as the Bourbon Capital of the World with 2 distilleries, you won’t be at a loss for a good time.