Harry Oliver Middleton (born 12 April 1995) is an English former professional footballer who played as a midfielder. He began his career at Doncaster Rovers, making his first-team debut in November 2012. He established himself in the first-team in the 2015–16 relegation campaign, before helping Rovers to secure promotion out of League Two in 2016–17. He signed with Port Vale in August 2017, and was loaned out to Halifax Town three months later. He signed with Alfreton Town in August 2018 and moved on to Gainsborough Trinity three months later. He joined Cleethorpes Town in December 2019 and also had brief spells with Grantham Town and Barton Town. He became a police officer in 2022.