List of Sheriffs of Worcester County, Massachusetts

This is a list of Sheriffs of Worcester County, Massachusetts. The Sheriff originally was an appointed office, it has been an elected position since 1857. The Sheriff is elected to serve a six year term.

The current Worcester County Sheriff is Lewis Evangelidis

# Sheriff Picture Term Party Note
1st Daniel Gookin 1731-June 1743
2nd Benjamin Flagg 1743–1751
3rd John Chandler 1751-August 7, 1762
4th Gardner Chandler 1762–1775
5th Simon Dwight 1775–1778
6th William Greenleaf 1778–1788 Impeached and removed for misconduct.
7th John Sprague 1788–1792
8th Dwight Foster 1792–1793 Federalist
9th William Caldwell 1793–1805
10th Thomas Walker Ward 1805–1824
11th Calvin Willard 1824–1844 Resigned rather than hang a condemned prisoner.
12th John W. Lincoln 1844–1851
13th James Estabrook 1851–1853
14th George W. Richardson 1854–1856 Know Nothing
15th John S.C. Knowlton 1857–1871 Democratic First Sheriff elected by popular vote.
16th Augustus B. R. Sprague 1871-January 1890
17th Samuel D. Nye 1890–1892 Democratic
18th Robert H. Chamberlain 1894–1910 Republican
19th Benjamin D. Dwinnell 1910 – December 15, 1916 Died on December 15, 1916.
20th Albert F. Richardson December 1916 - March 13, 1932 Republican Died on March 13, 1932.
21st Henri Oscar Rocheleau March 23, 1932 - January 1945 Democratic Appointed to the office by Joseph B. Ely to fill the vacancy
caused by the death of Sheriff Albert F. Richardson.
22nd William A. Bennett January 1945-January 1963 Republican
23rd Joseph A. Smith January 1963–1977 Democratic
Theodore M. Herman January 4, 1983 - 1987 Appointed Worcester County Sheriff, to fill vacancy;
on January 4, 1983, by Governor Edward J. King.
John M. Flynn 1987–2005 Democratic
Guy Glodis 2005–January 5, 2011 Democratic
Lewis Evangelidis January 5, 2011 – Republican