This is a list of sheriffs of Worcester County, Massachusetts. The sheriff originally was an appointed office, it has been an elected position since 1856. The sheriff is elected to serve a six-year term.
The current Worcester County Sheriff is Lewis Evangelidis Sheriff Picture Term PartyNote1Daniel GookinJune 30, 1731 – June 1743 2Benjamin Flagg1743–1751 3John Chandler1751 – August 7, 1762 4Gardner Chandler1762–1775 Last Worcester County sheriff of the royal Province of Massachusetts Bay. 5Simon Dwight1775–1778 6William Greenleaf 1778–1788 Impeached and removed for misconduct.7John Sprague 1788–1792 8Dwight Foster 1792–1793 Federalist9William Caldwell 1793–1805 10Thomas Walker Ward1805–1824 11Calvin Willard 1824–1844 Resigned rather than hang a condemned prisoner.12John W. Lincoln 1844–1851 13James Estabrook 1851–1853 Democratic 14George W. Richardson 1854–1856 Know Nothing15John S.C. Knowlton1857–June 11, 1871 DemocraticFirst sheriff elected by popular vote. Died in office on June 11, 1871.16Augustus B. R. SpragueJuly 5, 1871 – January 1890 Appointed to fill the vacancy caused by the death of sheriff John S.C. Knowlton who died in office.Subsequently elected for six three year terms.17Samuel D. Nye 1890–1892 Democratic 18Robert H. Chamberlain 1892 – January 14, 1910 RepublicanResigned on January 14, 1910.19Benjamin D. Dwinnell 1910 – December 15, 1916 Republican Died on December 15, 1916.20Albert F. Richardson December 1916 – March 13, 1932 RepublicanDied on March 13, 1932.21Henri Oscar RocheleauMarch 23, 1932 – January 1945 DemocraticAppointed to the office by Joseph B. Ely to fill the vacancycaused by the death of sheriff Albert F. Richardson.22William A. Bennett January 1945 – January 1963 Republican23Joseph A. Smith January 1963 – 1977 Democratic24Francis J."Bud" Deignan, Jr. January 1977 – 1983 Democratic 25Theodore M. HermanJanuary 4, 1983 – 1987 Democratic Appointed Worcester County Sheriff, to fill vacancy; on January 4, 1983, by Governor Edward J. King. Herman won the 1984 Democratic primary and the subsequent November 1984 election to fill the unexpired term.26John M. Flynn1987–2005 Democratic27Guy Glodis2005 – January 5, 2011 Democratic28Lewis EvangelidisJanuary 5, 2011 – present Republican