Christopher's first wife was Clara Shumate, daughter of Tollison and Nancy (Green) Shumate:

Virginia, Compiled Marriages, 1740-1850
Name: Christopher Callaway
Gender: Male
Spouse Name: Clara Shumate
Spouse Gender: Female
Marriage Date: 6 Feb 1838
County: Giles
State: Virginia
Christopher and Clara had two children; Mary Jane b:1839 and Parkerson Green b: 1840.

Christopher is on a double marker with his second wife, Eliza Jane Taylor. They were married on November 19, 1846 in Monroe County, Virginia.

1850 United States Federal Census Monroe, Virginia
Name: Christopher Calaway
Age: 34
Birth Year: abt 1816
Home in 1850: District 39 and a half, Monroe, Virginia, USA
Gender: Male
Family Number: 114
Household Members:
Name Age
Christopher Calaway 34
Eliza Calaway 34
Mary Jane Calaway 11
Parkerson Y Calaway 10
Hugh P Calaway 2

According to census records, children that were Christophers and Eliza Janes are: Hugh P., Harry, George, William and Rhoda Elizabeth.
1860 Federal Census:
Christopher callaway
Born about. 1816
Gender: Male
Home in 1860: Peterstown, Monroe, Virginia
Post Office: Peterstown
Dwelling Number: 275
Family Number: 275
Occupation: Farmer
Real Estate Value: 1450
Personal Estate Value: 783
Household Members:
Name Age
Lewis Crawford 27
Christopher Calaway 44
Eliza J Calaway 32
Parkerson G Calaway 20
Hugh P Calaway 12
Wm A Calaway 7
George W Calaway 5
Hary W Calaway 2

View 1880 United States Federal Census

Name: Christopher Callaway
Age: 63
Birth Date: Abt 1817
Birthplace: Virginia
Home in 1880: Precinct 2, Cass, Texas, USA
Dwelling Number: 102
Race: White
Gender: Male
Relation to Head of House: Self (Head)
Marital Status: Married
Spouse's Name: Eliza J. Callaway
Father's Birthplace: Virginia
Mother's Birthplace: Virginia
Occupation: Farmer & Magistrate
Household Members:
Name Age
Christopher Callaway 63
Eliza J. Callaway 57
William E. Callaway 26
George W Callaway 24
Elizabeth Callaway 16