1891: The new chemical fire engine was brought out to fight a fire in a two story frame house and grocery at 22nd and Exeter. The newspaper reported, “Had it been left to those in charge of the fire hall, the engine would probably have rendered good service, but the crowd got hold of the fire hose and in the excitement pulled it in two.” The building burned to the ground.

1892: A building permit was issued to the A.M.E. Church to construct a building worth 4300 in the area known as “Over the Rhine.”

1898: Due to the smallpox epidemic, the State Board of Health has issued an order to allow no one to come into or leave Middlesboro without special permission and a permit from the Board of Health.

1901: The Middlesboro Distilling Company made their first run of whiskey. (Their whiskey would take the gold medal for corn whiskey at the World’s Fair in St. Louis in 1904.)

1911: Alexander Arthur, founder of Middlesborough, died in a modest cottage in Middlesboro.

1922: Middlesboro Country Club was organized. Membership was limited to 100 and already 50 had joined.