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 1856.^[1] 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		June 30, 1731 - June 1743
2nd	Benjamin Flagg		1743–1751
3rd	John Chandler		1751-August 7, 1762
4th	Gardner Chandler		1762–1775		Last of Worcester County's Sheriff during the period of the royal Province of Massachusetts Bay.
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		1892–January 14, 1910	Republican	Resigned on January 14, 1910
19th	Benjamin D. Dwinnell		1910 – December 15, 1916	Republican	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
24th	Francis J."Bud" Deignan, Jr.		January 1977 - 1983	Democratic
25th	Theodore M. Herman		January 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.
26th	John M. Flynn		1987–2005	Democratic
27th	Guy Glodis		2005–January 5, 2011	Democratic
28th	Lewis Evangelidis		January 5, 2011 –	Republican

1. Hurd, Duane Hamilton (1888), History of Essex County, Massachusetts: With Biographical Sketches of Many of Its Pioneers and Prominent Men, Volume I., Philadelphia, Pennsylvania: J. W. Lewis & Company, p. xi.