[3] He made rapid progress in Lincoln's youth set-up and in the 2003–04 season, the second year of his scholarship, moved towards the first team first impressing against Manchester City in a friendly game and then making his debut in the Football League Trophy against Telford United in October 2003.
He continued his progression in the final season of his scholarship, making his Football League debut as a substitute in the game at Rochdale on 12 February 2005 and it was no surprise that he was handed a one-year professional contract by then manager Keith Alexander.
In his first season as a professional, Frecklington did not initially make the first team squad and in September 2005 he was loaned to Stamford in the Southern League Division One East to gain further experience, remaining until Lincoln recalled him in December 2005.
In the 2006–07 season, however, he featured heavily in a very pivotal role towards Lincoln's unsuccessful push for promotion to League One, already boasting a number of exceptional performances.
Frecklington came on as a triple substitution on 3 December, when Peterborough were losing 3–0 with half an hour left to play, at home to Barnsley.
[6] On 2 January 2013 following a successful loan spell, Frecklington signed for Rotherham United for an undisclosed fee on a two-and-a-half-year contract.
Millers boss Steve Evans said "The competition to sign him has been fierce, but... Lee made it clear that his first choice was Rotherham.
On 3 September 2015, Rotherham confirmed that Frecklington had been appointed new club captain, replacing former Millers skipper Greg Halford.
[16] After six appearances in all competitions for Frickley, and one goal, Frecklington retired due to an injury sustained while playing at the age of 36.