Henry married Anna Jerusha Will in 1878. Anna (daughter of John Will and Elmisa Hepsey Anna Salisbury) was born on 25 Jun 1857 in Wisconsin, USA; died in 1927 in Edmonton, Edmonton Census Division, Alberta, Canada; was buried in Regina Cemetery, Regina, Regina Census Division, Saskatchewan, Canada. [Group Sheet] [Family Chart]

1. Myrtle Eunice Bailey was born in 1881 in Illinois, USA; died in 1938 in Regina, Regina Census Division, Saskatchewan, Canada; was buried in Regina Cemetery, Regina, Regina Census Division, Saskatchewan, Canada.
2. Zella Mae Bailey was born on 3 Feb 1888; died on 21 May 1971; was buried in Memory Gardens Cemetery, Iowa City, Johnson, Iowa, USA.
3. Elma Maida Bailey was born on 22 May 1891 in Streator, LaSalle, Illinois, USA; died on 29 Jul 1966 in Maple Ridge, Greater Vancouver Regional District, British Columbia, Canada; was buried in Maple Ridge Cemetery, Maple Ridge, Greater Vancouver Regional District, British Columbia, Canada.
4. Irene LaBelle Bailey was born in 1893; died in 1989; was buried in Maple Ridge Cemetery, Maple Ridge, Greater Vancouver Regional District, British Columbia, Canada.
5. Bertram Henry Bailey was born on 14 Jun 1895 in Illinois, USA; died on 9 Dec 1988 in Redding, Shasta, California, USA; was buried in Cottonwood Cemetery, Cottonwood, Shasta, California, USA.