Midway is characterized as Kentucky's first railroad town. In 1831, the Lexington and Ohio Railroad Company began constructing a rail line between Lexington and Frankfort and at the midway point, this town was established. Many of the side streets are namMidway is characterized as Kentucky's first railroad town. In 1831, the Lexington and Ohio Railroad Company began constructing a rail line between Lexington and Frankfort and at the midway point, this town was established. Many of the side streets are named after L & O officials. The train still rumbles down the center of town today, and unfortunately as it did on Sunday, vehicles parked too close are hit. This art, food, and wine festival (three local wineries had booths) occupied the newly refurbished central block of Midway. People could choose from the usual fare of smoked pork bbq, funnel cakes and fresh-squeezed lemonade....or they could lounge on the patio of the Black Tulip or Bacchus flirting with their favorite libation. The eclectic nature of the shops, shop owners, and local artists & crafters made for a lively, friendly, and quite positive fair. John and I were happy to have a booth at this fair.