Josephine Haywood was born in 1887 in Windsor County, Georgia. She moved to Hartford in 1916 with her husband, Noah Haywood. The couple lived in Sumter, Georgia, prior to moving to Hartford. In 1918 Noah registered for the draft for World War I.
The 1920 census indicates that Josephine worked as a seamstress in her home where they had three boarders. The couple had a son, Marshall H. Haywood, in 1923. Tragically, Marshall died at the age of 22 at Cedarcrest Sanatorium in Newington, perhaps from tuberculosis.
Haywood was strongly active in Republican politics in Hartford. She served on the precinct 31 Republican committee for the 3rd Ward for a decade. A resident of Hartford for 47 years, Haywood died in Preston, Connecticut, in 1963.