During the 1959-60 season, twelve players were "capped" for their representative appearances for the Association over a number of seasons. Permission had been gained from the Maitland Cricket Council to use the city's coat-of-arms on the front of the maroon caps. The Mayor of Maitland presented the caps to DRawling, K Hannan, Ray K Smith, C Johnston, M Callaghan, J Hayward, Ron Allen, J French, D Evans and D Rutherford.
Maitland again won the Coal Board Cup which defeated Muswellbrook in the final. In the John Shield competition, it finished level on points with Dungog but lost on averages.
John Hayward, Joe French, and Dave Rutherford were selected in the Hunter Valley team that played a touring Fijian team at Gosford on February 16 and 17 1960. The visiting team added some variety to cricket dress by playing barefoot and in "sulus (skirts).
Colin Elliott, a late replacement for the Hunter Valley Colts team at the JS White Carnival, was selected in the Emu Colts team that played the NZ Colts at Tamworth.
Colin and Allan Elliott, who had their first season in first grade with Northern District, were chosen for the Country Boys Coaching Class in Sydney.
Ray Allen, Eastern Suburbs had a strong line-up that included Dave Evans, Arch Pankhurst, Ted Skinner, Ron Allen and Terry Finch.
The final was restricted to one day after rain washed out the first day's play. Following the pattern of the three previous seasons, the premiers Northern Division were defeated. Eastern Suburbs scored 7 for 205 (Ron Allen 77, D Evans 51) and in reply, Northern District was dismissed for 105 with Arch Pankhurst taking 4-31 and Dave Evans 4-41.
After being out for a season following a serious leg injury in a Rugby Union match, John Hayward (Western Suburbs) made a comeback. He was the leading run-getter in first grade with 457 runs and also captained the Maitland representative team. He was "rated by many as one of the most knowledgeable skippers in the district in spite of his age".
Col Johnston, President of the Association, went on an Old Collegians Cricket Tour, which involved 65 matches in 53 countries.