They then eloped and were married on November 25, 1795, at the North Bend home of Stephen Wood, treasurer of the Northwest Territory.[20] They honeymooned at Fort Washington, since Harrison was still on military duty.[21] Judge Symmes confronted him two weeks later at a farewell dinner for General Wayne, sternly demanding to know how he intended to support a family. Harrison responded, "by my sword, and my own right arm, sir".[22] The match was advantageous for Harrison, as he eventually exploited his father-in-law's connections with land speculators, which facilitated his departure from the army.[5] Judge Symmes' doubts about him persisted, as he wrote to a friend, "He can neither bleed, plead, nor preach, and if he could plow I should be satisfied."[5] Matters eventually became cordial with the father-in-law, who later sold the Harrisons 160 acres (65 ha) of land in North Bend, which enabled Harrison to build a home and start a farm.[21]
Anna was frequently in poor health during the marriage, primarily because of her many pregnancies, yet she outlived William by 23 years, dying on February 25, 1864, at 88.