Career
Wigan Athletic
Watson made a progress throughout as a youth player for Wigan Athletic of the Premier League. Watson played for the Wigan Athletic Development Squad for the 2011–12 season. On 10 August 2012 it was announced that Watson would join Football League Two side Accrington Stanley F.C. on loan until January 2013.
Watson made his professional debut for Accrington Stanley against Morecambe on 4 September 2012 in the Football League Trophy. He returned early from his loan spell on 13 September 2012. In the summer of 2013, Watson was among ten players to be released by the club.
The next year, Watson signed a contract extension with the club, keeping him until 2016. Leicester City
Having featured in all four of Leicester's Barclays Under-21 Premier League matches on trial and impressing both in central midfield and at right-back, Ryan signed for the remainder of the 2013-14 season as part of Leicester City's Development Squad. Watson made his Leicester City debut, making his first start in the 0-1 defeat to Shrewsbury Town in the League Cup 2nd round on 26 August 2014.
On 1 September 2014, Watson joined Northampton Town on loan until the start of January. Watson made his debut in the 2-0 victory against Dagenham & Redbridge on 6 September 2014. Having made 5 appearances for Northampton, Watson returned to Leicester City on 2 October 2014 after picking up a cruciate ligament injury, ruling him out beyond the end of his loan period.
On 20 August 2015, after recovering from his cruciate ligament injury, Watson re-joined League Two side Northampton Town on loan until 3 January.