Cookstown's oldest Band is Killymoon Flute Band and it was formed in Strifehill Orange Hall inside the walls of Killymoon Estate about the year 1887.

The band's first conductor was the late Mr Thomas Harper, Tullyhogue, and one of the first tunes ever played by them was "The Old Folks at Home". After him the late Mr Thomas Lyons a resident of Louisville, Cookstown, took over the position of conductor. Some considerable time later the band was invited to play at a Sale of Work which was held in the recently opened Orange Hall.

It was at this function that some members fell into a conversation with the late Mr Jack Forsythe, a native of Belfast but at that time he was working as a printer with the "Mid-Ulster Mail" in Cookstown. It was he who, with the assistance of some members of Oldtown Flute Band introduced part music to Killymoon. For over one hundred years now the band has been playing part music. Since then the conductors have been David Hollingsworth, William Taylor, William Duffy and Thomas McNally and Samuel Duffy, John Robinson and the late Stewart Bloomer.

In the stirring old days of the Home Rule Bill when the late Sir Edward Carson fought against the Bill and formed the Ulster Volunteers, Killymoon Band accompanied many of the Volunteers on route marches, church parades and to Carson's famous all-Ireland demonstration against the Home Rule Bill in the Balmoral Show Grounds, Belfast on 28th September 1912. This was the largest and most impressive demonstration that the band has had the honour of taking part in. They also accompanied the Volunteers to another demonstration in the Killymoon demesne at which the speaker was Sir Edward Carson.

The Great War (1914-18) terminated many of these functions and the band accompanied Servicemen from the Orange Hall to the station en route to the battlefields of Europe. The band lapsed for the duration of the war, but it was re-formed later and they then held their practices in the hay loft in Church Street, known then as Betty's Green. A short time later, however, Betty's Green was demolished and they had to move again. This time they went to a loft in Chapel Street, belonging to Mrs McIntyre, then to the band hut in Killymoon Road and finally now practice in the Parish Hall in Cookstown

For the part 65 years the band has accompanied Cookstown "True Blues" LOL 459 every "Twelfth". They have also accompanied Gravesend RBP 65 on many occasions. On Easter Monday, 28th March 1932, the band had the honour of leading a large and impressive parade to the official opening of the Lord Northland Memorial Orange Hall, Dungannon. The ceremony was performed by the Rt. Hon. Sir Hugh O'Neill.

At the outbreak of the Second World War the band was again disbanded. However, seeing that the war was coming to an end, a few interested members called a meeting and decided to reorganise it. As a result of this decision the hand had the great honour of accompanying the many parades organised for the Victory Celebrations, in particular the one with the British Troops who were stationed in the town and also the British Legion.