In 2008, the track inaugurated The Sprint Festival, four open stakes worth a total of $500,000. These are the 4½ furlong $200,000 Charles Town Invitational Dash for colts and geldings three-years-old and up, the $100,000 Lady Charles Town for 3-year-old fillies at 4½ furlongs, the $100,000 West Virginia Sprint Derby for 3-year-olds at 4½ furlongs, and the $100,000 Red Legend Stakes for 3-year-olds at seven furlongs.
West Virginia Breeders' Classics
In 1987, NFL Hall of FamerSam Huff organized the first West Virginia Breeders’ Classics. Local favorite Onion Juice won the inaugural running and the state’s first $100,000 purse.
Biggest race of the day is the $500,000 West Virginia Breeders' Classic.
Total purses for the day combine for a total $1,000,000.
In 2009, it inaugurated the Charles Town Classic for older horses running a distance of one and 1/8 mile. The purse was "tiered" and was determined by the graded status of the winner. The purse's range was from between $500,000 and $1,000,000. Researcher won the 1st and 2nd Charles Town Classic races. In 2013, the purse was increased to $1,500,000 with the winner receiving $1,000,000, making the Grade 3 Charles Town Classic one of the richest Thoroughbred race contested in U.S. surpassed only by the Kentucky Derby and Breeders' Cup World Championships. The race has attracted top-class performers including Game On Dude and Shared Belief.
Graded events
The following Graded events were held at Charles Town Races in 2019. Grade III
Charles Town Classic
Charles Town Oaks
Other facilities
Hotel
Also on the property is a 153-room hotel, The Inn at Charles Town, and several dining facilities including: a food court, sports bar, fine dining restaurant, and the Skyline Terrace which overlooks the track. However, while a hot buffet breakfast is served at the hotel, the previously mentioned dining facilities are not located in the hotel. The property offers a shuttle between the hotel and casino/race track for its patrons.
Table games
On December 5, 2009, a second referendum was held on table games and this time voters approved the referendum to allow table games at the venue. As of July 2, 2010, the facility, for years known as "Charles Town Races & Slots," was renamed "Hollywood Casino at Charles Town Races".
Sports betting
On August 30, 2018, sports betting began at Hollywood Casino at Charles Town Races. The casino is the first in West Virginia to offer sports betting.