Brasington made a deal in the summer of 1950 with France to run a race in Darlington on Labor Day that year. The first Southern 500 carried a record $25,000 purse, and was co-sanctioned by NASCAR and its rival Central States Racing Association. More than 80 entrants showed up for the race. Brasington used a 2 week qualifying scheme similar to the one used at the Indianapolis 500. Brasington was also inspired by Indianapolis when he had the 75 car field aligned in 25 rows of three cars. These practices have curtailed over the years as NASCAR adopted a more uniform set of guidelines with regard to the number of cars which could qualify for a race. The race was won by Johnny Mantz in a car owned by France.
In recent years the track has been reconfigured; what was the front stretch is now the back stretch, and the turns have been renumbered accordingly. Seating has been increased to approximately 65,000; although it has been limited by the proximity of a railroad track to the facility, a highway behind the back stretch, and the still-present pond.
Darlington has something of a legendary quality among drivers and older fans; this is probably due to its long track length relative to other NASCAR speedways of its era and hence the first venue where many of them became cognizant of the truly high speeds that stock cars could achieve on a long track. The title of how the track earned the moniker The Lady in Black was allegedly because the walls around the track are always painted white prior to a race, but are always largely black by the end of it due to a profusion of tire contacts. Darlington is also known as "The Track Too Tough to Tame", and rookie racers hitting the wall are considered to have received their "Darlington stripe".
The track is now owned by International Speedway Corporation, which is controlled by NASCAR's founding France family, so this can be done without incurring legal problems which have sometimes resulted from NASCAR's attempts to move races in the past at tracks which it did not control.
The move is the result of several factors. Recent Darlington races, especially the spring ones, have generally not sold out, which is related to two general factors. One is the track's location in the Textile Belt of South Carolina, where there has been an ongoing general economic decline for many years due to the textile industry moving overseas to countries with lower workforce costs; few new jobs have been coming to the area to replace those lost and the chronically unemployed and underemployed generally cannot afford NASCAR event prices. Another factor in the races' failure to sell out is related to the remoteness of the Darlington area. There is very little of interest to the average fan from outside the Darlington area other than the events at the track itself, with the exception of Myrtle Beach, South Carolina approximately an hour away. Most newer NASCAR venues (Texas, Kansas City, St. Louis, Las Vegas) are near major cities that are in themselves tourist attractions and around which a fan can easily base a vacation of several days or even a week or more with the racing being just part of it, rather than making what would be of necessity a single-purpose trip to see the races and then going home. A further factor in the move is an ongoing desire by NASCAR to spread its events out over more of the country and be even more of a truly national, rather than just a southeastern, sport. Many observers feel that due to these factors that even the remaining Darlington race is threatened in the near future. Purists hope that this is not the case, but have not been encouraged by recent events, although some see the recent large capital outlay to light the track for night racing and resurface the track, along with the relative success of the first race to end there at night in November, 2004, to be positive developments for the track's future. Additionally, the Dodge Charger 500, held on Mother's Day weekend, has sold out each year from 2005-2008.
On March 1-2, 2007 the USAC Silver Crown Series held an open test at Darlington Raceway. Shortly after the test, the USAC Silver Crown Series held a race at Darlington on May 10 as part of Darlington's NASCAR weekend. This race marked USAC's return to Darlington after a 51 year absence.
It was announced on April 5th, 2007 that Darlington would receive a $10 million upgrade, the largest investment in the track's history. This announcement, as well as last year's $6 million upgrade, which will include an entire repaving of the oval for the first since 1995. This announcement silenced any concerns over the future of Darlington Raceway in NASCAR. Some construction will be ready for the 2007 Dodge Avenger 500 with the rest of the enhancements, including the repaving of the oval, added after the race. On May 10, 2008 it was announced that Darlington Raceway has sold out its Mother's Day weekend Sprint Cup race for the fourth year in a row further protecting its place on the Sprint Cup Series schedule in future years.
See also: List of NASCAR race tracks.