This series contains materials relating to Gregory B. Webb's wife, Clarine Matson Webb, including correspondence, brochures, newsletters, clippings, and additional ephemera. These items illuminate Clarine's involvement in local social and cultural affairs, with an emphasis on her activities as an alumni representative of the Class of 1900 of Adelphi Academy in Brooklyn, and her involvement in several historical societies and museums, particularly the Long Island Historical Society (later the Brooklyn Historical Society). A photographic portrait of Clarine is also included.
The series also includes a diary belonging to Isabel Hawxhurst Hall, an artist specializing in book illustrations, ornamental rugs, and stained glass window designs. While the nature of Hall's relationship to the Webbs is not fully known, the entries and supplemental items contained throughout her diary suggest that she was a personal friend of Clarine's and may have worked with Gregory in a professional capacity. In addition to daily entries, Hall's diary contains stained glass window drawings and designs, correspondence, newspaper clippings, photographs, and programs relating to fine and performing arts, literature, fashion, architecture and interior design, social and cultural life in New York City, and the events of World War II. There are also several postcards that seem to have been collected by Hall while on various vacation trips.