Since the 1920s, the building at 2108 Jefferson Avenue—currently the site of Pearlie’s Restaurant—in the East End community of the City of Newport News has been home to a variety of restaurants owned and operated by African Americans, including African American women. In 1962 the present Commercial-style building, constructed ca. 1951, was listed as Grant’s Restaurant in Virginia’s Negro Motorist Green Book, a guide to hotels, restaurants, service stations, and other businesses that welcomed Black travelers during Jim Crow. 2108 Jefferson Avenue was listed in the Green Book as The Tavern restaurant from 1939 to 1950. The building is the only documented Green Book resource in Newport News that has remained under the same use as its Green Book listing. 2108 Jefferson Avenue was designated a landmark under The Negro Traveler’s Green Book in Virginia Multiple Property Documentation form