The Southside Railroad was formed in Virginia in 1846. Construction was begun in 1849 and completed in 1854. The 5 ft (1,524 mm) gauge railroad connected City Point, a port on the James River with the farm country south and west of Petersburg, Virginia, to Lynchburg, Virginia, a distance of about 132 miles (212 km).
The Southside Railroad was important to the Confederate States of America during the American Civil War (1861–1865). Ravaged by the war, it was rebuilt and later became an important part of Norfolk and Western and Norfolk Southern's coal route from the mountains to port at Hampton Roads. In addition to coal, most of the route is in active use in the 20th century for intermodal container and automobile parts and completed vehicle shipments.
The charter for the new Southside Railroad was issued by the State of Virginia in 1846. Construction began from the eastern end in 1849, reaching Burkeville and a connection with the Richmond and Danville Railroad in 1852. (The latter was still also building east-to-west, but had been completed east to Richmond.)
Following a more circuitous route through Farmville in response to financial incentives from the community, the railroad constructed the famous 21 span High Bridge across the Appomattox River valley about 6 miles (9.7 km) east of Farmville. The structure was 2,400 feet (730 m) long and as high as 117 feet (36 m) in the center, one of the largest in the world when built.