1890: Governor Buchanon signed Middlesborough’s charter, making it officially a city.
1897: The Cumberland Gap tunnel was closed due to timbers giving away. All freight and passengers had to be transferred over the mountain by wagon.
1898: Surgeon Wertenbaker of the U. s. Marine Hospital arrived to confer with state and local officials about the smallpox epidemic in Middlesboro. County officials had refused to make any money available, and the inmates of the pest houses had had no dinner. Under discussion was a request for U.S. government aid.
1922: The Health Department examined 1317 Middlesboro primary school students It found 408 underweight, 565 with defective teeth, 354 with nose and throat defects and 30 with intestinal parasites.
1930: Exhibition Flyers are in Middlesboro for an Air Carnival with stunt flying. They will also take up passengers–$.50 for children and $1.00 for adults.
1954: The Majestic Bar and Grill was charged with ABC violations for serving beer on Sunday and for employing women in jobs other than as waitresses.