The Sheriff is the oldest secular office under the Crown: there has been a Sheriff of Rutland since 1129. Under the provisions of the Local Government Act 1972, on 1 April 1974 the office previously known as Sheriff was retitled High Sheriff. The High Sheriff changes every March/April.
After some 23 years as part of Leicestershire, Rutland became a Unitary Authority on 1 April 1997 with its own shrievalty, thus reestablishing the separate High Sheriff of Rutland.
Rutland’s High Sheriffs since 1997:
- 1997 David Barry Owen of Teigh
- 1998 Lorna Lee Taylor of Ashwell
- 1999 Lady Wendy Margaret Lancaster Goldring of Preston
- 2000 Robert Noel Charles Bingley of Wing
- 2001 Michael Martin Allen of Brooke
- 2002 Stuart Geer Paton of Clipsham
- 2003 Mary Constance Lloyd of Uppingham
- 2004 Mark Edward Taylor of Manton
- 2005 Robert Edmund John Boyle of Bisbrooke
- 2006 Miranda Lynne Hall of Hambleton
- 2007 Barbara Elizabeth Gilman of Pilton
- 2008 Thomas Hornby Graham (Tommy) Cooper of Exton
- 2009 Elizabeth Anne Mills of Empingham and Ashwell
- 2010 Sarah Catharine Forsyth of Uppingham
- 2011 Peter Outram Lawson of Lyddington
- 2012 Bartle Grimston Hellyer of Ridlington
- 2013 Trish Ruddle of Oakham
- 2014 Air Commodore S Miles D Williamson-Noble of Pickworth
- 2015 Andrew Jonathon Brown of Caldecott
- 2016 Dr Sarah H Furness of Whissendine
- 2017 Craig L. Mitchell of Barrowden
- 2018 Margaret Susan Jarron of Edith Weston
- 2019 Margaret Allan Miles of Clipsham
- 2020 Richard Cole of Uppingham
- 2021 Roger David Wood of Wing
- 2022 Peter Geoffrey Thompson of Uppingham