Middlesboro is situated about 45 miles (72 kilometers) away from Knoxville and about 110 miles (177 kilometers) from Lexington.
There is no need to limit your sightseeing to the points of interest in Middlesboro because the surrounding region has been graced with numerous terrific natural and man-made attractions. Examples of places within a relatively short distance of Middlesboro are Barbourville, 20 miles (32 kilometers) to the southeast, and Jellico, 25 miles (40 kilometers) to the east.
Approximately 45 miles (72 kilometers) to the south of Middlesboro is Knoxville, a regional center where you can explore Clarence Brown Theatre, Zuma Fun Center and Thompson Boiling Arena. If you are after more entertainment consider checking out Knoxville Convention Center, World's Fair Park and Mabry Hazen House before you head back to Middlesboro.
Should you hear the call of the wild, follow the lead of local thrill seekers and spend a few hours zip-lining and mountain climbing.
The nearest major airport, McGhee Tyson Airport, is located in Knoxville, 55 miles (89 kilometers) to the south of Middlesboro, so take that into account when booking your holiday.