1890: Fire swept through a livery stable, killing 10 horses and mules. This was the second of three fires that devastated early Middlesboro
1893: The Saratoga Saloon on the southwest corner of 21st and Cumberland Ave. was advertising beer, liquor, wine, cigars and a free lunch. The lunch featured roast pig, boiled ham and roast beef.
1914: The City Council voted to allow Rogan Brothers Hardware to put a Bowser self-measuring gasoline tank in the sidewalk at the curb in front of their business.
1932: The petunia was named the official flower of Middlesboro by the Middlesboro Garden Club.
1940: Bill to create Cumberland Gap National Historical Park passed Congress with no dissenting votes.
1948: Residents saw their first airship when the Goodyear blimp, the Mayflower, was in Middlesboro for one day. Several local people were taken up for rides.