37. Charleston, South Carolina
Charleston is one of the oldest cities in South Carolina, reflecting a mix of both Southern charm and a contemporary lifestyle that bring the tourists back year after year (via Oyster). There are striking mansions to peruse along your walk down the street and cobblestone pathways with horse-drawn carriages for those who like to experience a more romantic flair during their trip. Enjoy a trip to the local Fort Sumter or just enjoy some Southern comfort food that will keep you full (via Oyster).