Bridgeport, Kentucky

The name of the community is believed to have come from the two covered bridges that existed in the area, one over Armstrong's Branch and the other over South Benson Creek.[2] Benson Creek was itself named after Richard Benson, who was a part of one of the first explorations of the region in 1774, whereas Armstrong Branch was named after one of the first nearby landowners, William Armstrong, who purchased his 300 acres of land in 1784.[3] Neither covered bridge exists to this day.

Bridgeport was the original location of the Bridgeport Elementary School. The schoolhouse for the community was constructed in 1851 and would see further expansions through the years until it destroyed by a fire. It was replaced with the current building in 1942 and was at the time designed to service both elementary and high school students—on the first and second floors, respectively. The building was closed in 2005 and Bridgeport Elementary was moved to its current location within Frankfort next to both the local middle and high schools.[4] The old school building now serves as an apartment complex.[5]