Previously the competition was a knock-out tournament contested by the six member clubs of the Stirlingshire Football Association. In the first round draw, two teams receive byes into the semi-final with the remaining four clubs paired against each other. The winners of the two first round matches progress to the semi-final and the losers are eliminated from the tournament.[1]
In season 2024/25 a group stage was introduced with the winners of group 1 (Alloa Athletic, East Stirlingshire & Stirling Albion) playing the winners of group 2 (Dumbarton, Falkirk & Stenhousemuir) in the final.
The Stirlingshire Cup tournament commenced in the 1883–84 football season as a competition for member clubs of the newly created Stirlingshire Football Association which was founded on 25 December 1883. The original meeting to form the organisation was held in Larbert and was attended by representatives from seven football clubs: Campsie, Dunipace, East Stirlingshire, Falkirk, King's Park, Stenhousemuir and Tayavalla.[3] The first tournament began in January 1884 and was contested by the seven original attendees of the meeting as well as seven other clubs from Stirlingshire: Comely Park, Grahamston, Grasshoppers, Milngavie, Ochil Rangers, Strathblane and Vale of Bannock.[3] The inaugural tournament was won by Falkirk who defeated East Stirlingshire 3–1 in a final replay after an initial 1–1 draw.[4]