He married Sarah J. Baugher on June 22, 1813 in Livingston County, Kentucky. In the Spring of 1829 the family moved to the Coulterville area of Randolph County, Illinois, where Samuel continued his farming. According to Portrait and Biographical record of Randolph, Jackson, Perry and Monroe Counties, Illinois, the biographical sketch of his son, John J. Woodside, states that he was a member of the Covenanter Presbyterian Church.
Samuel and Sarah had 7 known children:
- Martha - born about 1814 in South Carolina. Believed to have married Isaac Newton Franklin, but I have found no proof of this.
- John J. - born August 11, 1816, in Livingston County, Kentucky; died December 8, 1894, in Randolph County, Illinois. He married Mary Ann Burns, daughter of Samuel Burns of South Carolina, about 1834 in Illinois. Both are buried in the Caledonia Cemetery, Sparta, Randolph County, Illinois.
- Robert H. - born 1818 in Kentucky; died June 25, 1898, in Randolph County, Illinois. He married Sarah Miller about 1845. Sarah was born October 27, 1823 in Pennsylvania, and died July 25, 1902 in Randolph County, Illinois. They had 1 child, Sarah M., born September 11, 1855 and died October 2, 1855, in Illinois. All are buried in the Coulterville Cemetery.
- Samuel - born about 1819 in Kentucky. Married Jane M. (surname unknown) about 1846, place unknown. Both died sometime after the 1900 U.S. Census for Randolph County, Illinois.
- William H. - born about 1822 in Kentucky. Nothing more is known.
- Sarah J. - born about 1826 in Kentucky. Nothing more is known.
- James - born August 1829 in Illinois. Married Margaret (surname unknown) about 1863, place unknown. Margaret died sometime between 1888 and 1900. James died sometime after the June 1900 U.S. Census for Randolph County, Illinois.