[4] He later added a Leinster medal to his collection when Ballyhale secured a comprehensive 1–20 to 1–8 defeat of Birr to take the provincial title for the first time in seventeen years.
On a day when Henry Shefflin and James "Cha" Fitzpatrick were held scoreless, the three Reid brothers contributed 3–7 from play.
[9] Fennelly won a fourth successive championship medal in 2009, as Ballyhale claimed a record-equaling four-in-a-row following a 1–14 to 1–11 defeat of James Stephens once again.
[10] The subsequent provincial decider saw Ballyhale hit fifteen wides, however, Fennelly still collected a third Leinster medal following a 1–16 to 1–8 defeat of Tullamore.
[12] Five-in-a-row proved beyond Ballyhale Shamrocks, however, the team bounced back in 2012 having lost the championship decider the previous year.
On 14 July 2004, Fennelly won a Leinster Championship medal after lining out at left corner-back in a 1-16 to 2-03 defeat of Wexford in the final.
[20] He was back on the starting fifteen for the All-Ireland final against Galway on 18 September 2005, however, Fennelly ended the game on the losing side after a 1-15 to 1-14 defeat.
[21] On 27 July 2006, Fennelly won a third successive Leinster Championship medal - his second on the field of play - after lining out at midfield in the 2-18 to 2-10 defeat of Dublin in the final.
He made his debut during the National Hurling League, and subsequently collected his first winners' medal following a 3–11 to 0–14 victory over Limerick.
[27] On 2 September 2007 Kilkenny faced defeated Munster finalists and surprise All-Ireland semi-final winners Limerick in the championship decider.
Kilkenny got off to a flying start with Eddie Brennan and Henry Shefflin scoring two goals within the first ten minutes to set the tone.
[31][32] On 6 September Kilkenny were poised to become the second team ever in the history of hurling to win four successive All-Ireland championships when they faced Tipperary in the decider.
For long periods Tipp looked the likely winners, however, late goals from Henry Shefflin and substitute Martin Comerford finally killed off their efforts to secure a 2–22 to 0–23 victory.
"The Cats" lost talisman Henry Shefflin due to injury, while Tipperary's Lar Corbett ran riot and scored a hat-trick of goals as Fennelly's side fell to a 4–17 to 1–18 defeat.
Galway stunned the reigning champions with two first-half goals, however, Kilkenny's championship debutant Walter Walsh gave a man of the match performance, claiming a 1–3 haul.
[43] Kilkenny's dominance showed no sign of abating in 2013, Fennelly winning a third National League medal following a 2–17 to 0–20 defeat of Tipperary in the decider.
[44] In 2014 Fennelly collected his fourth league medal, as Kilkenny secured a narrow one-point 2–25 to 1–27 extra-time victory over Tipperary.
[45] He missed much of the provincial campaign but was restored to the starting fifteen on 7 September 2014 when Kilkenny faced Tipperary in the All-Ireland decider.
An ongoing back injury hindered Fennelly's championship campaign in 2015, resulting in him missing Kilkenny's 1-25 to 2-15 defeat of Galway in the provincial decider.
[48] Fennelly fought his way back to full fitness as Kilkenny subsequently renewed their rivalry with Galway in the All-Ireland decider on 6 September 2015.
On 13 August 2016, it was confirmed that Fennelly would miss the 2016 All-Ireland final after he ruptured his achilles tendon in the semi-final replay victory over Waterford.
His last game was the 2017 qualifier defeat to Waterford on 8 July 2017 [51][52][53] After a two-year hiatus and a period of uncertainty surrounding the competition, the Railway Cup returned in 2012 with Fennelly starting at midfield as Leinster faced Connacht in the decider.
His grandfather, Kevin Fennelly, Snr, played with Kilkenny in the 1940s before later becoming heavily involved in the establishment of Ballyhale Shamrocks in 1972.
In 2012 Fennelly left his banking job and completed a one-year MSC in Sports Performance at the University of Limerick.