Harry Dwight Sisson (January 9, 1863 – November 4, 1938) was an American businessman and politician who served as the eighth mayor of Pittsfield, Massachusetts from 1903 to 1904.

Sisson was a member of the Sons of Veterans. In 1919, he was elected to a one year term as national commander-in-chief of the organization.

Sisson's parents were Henry Dwight Sisson (1836–1914) and Emilie Persis Spaulding (1836–1923). Sisson married Elizabeth C. Wells (1860–1955) on February 17, 1886. He is buried in the Pittsfield Cemetery in Pittsfield, Massachusetts.

• Massachusetts legislature: 1929–1930, 1931–1932, 1933–1934, 1935–1936, 1937–1938