Our Sheriff

Sheriff Les Taylor

Sheriff Les Taylor

Sheriff Les R. Taylor traveled the world with his parents while his father served his country in the United States Army. Sheriff Taylor moved to Winchester in 1996 and instantly fell in love with the area and its people.

Sheriff Taylor’s career in Law Enforcement started as a reserve deputy with the Frederick County Sheriff’s Office. He became a fulltime deputy with Frederick County in 2002. Sheriff Taylor was assigned to the Northwest Regional Drug Task Force in 2006 and spent the next five years working with other jurisdictions in the war on drugs. He then went onto Criminal Investigations in 2011 until his election as the Winchester City Sheriff in November 2013. Sheriff Taylor also served in the Army National Guard and Army Reserves for 10 years with his last two years as Military Police. Sheriff Taylor attended Lord Fairfax Community College and received a Police Science certificate.

Since taking over as Sheriff on January 1st, 2014 Sheriff Taylor has greatly improved security at the Joint Judicial Center and also has increased the Deputies involvement in the community. The Sheriff’s Office has worked with various youth-based organizations, started an Explorer program as well as a youth offender program called “Running Strong”. Sheriff Taylor also helped revive both the local and regional TRIAD program for seniors.  Sheriff Taylor strives to lead by example and wants to help make Winchester a better place for all of its citizens and visitors.