Wilcox Hall contains the Head of School’s office, Upper School administrative and offices, the library, the school store, and two floors of resident boys in Neville and Moser Houses.
Located next to Silver Lake, Wilcox Hall was the first building to be erected when the school moved to DeSoto Park in 1923. This structure was called "Old Main" until it was remodeled and rechristened in honor of former Darlington President C.R. Wilcox in 1973.