Eastern Suburbs continued its success in the 1965-66 season by again winning the first-grade premiership and final. It also won the club championship for the fourth consecutive season.
Under the captaincy of Don Brooker, the first-grade team suffered only one defeat - its first loss in 20 successive matches. The spin combination of Jim Berthold and Earl Cochrane was particularly effective, with each taking over 40 wickets for the season. In the final against Northern District, Eastern Suburbs had a comfortable win, scoring 261 to Northern District's 111 and 3-147. For Eastern Suburbs Peter Macmillan scored a century. Colin Johnston, who had captained Northern District since 1937-38 during which time the club had won 11 first grade premierships, stepped down as captain and was succeeded by John Cox.
Colin Elliott (Police Boys) was the leading first-grade batsman with 584 runs at 58.4. Three other batsmen - Jeff Crittenden (Northern District), Warren Pepper (Raymond Terrace), and Ron Allen (Eastern Suburbs) - passed 500 runs for the season.
Warren Trappel, Northern District's opening bowler, was the only bowler to take 50 wickets in first grade.
At the start of the season, Police Boys was boosted by the transfer of a number of leading players to that club, including Terry Finch from Eastern Suburbs, Glenn Brooker and Robert Robilliard from Northern District, and Geoff Mitchell and Brian Lethbridge from Combined City. However, their first grade had a disappointing season and finished sixth on the points table.
There was controversy in the first half of the season when Allan Elliott, after playing a couple of early matches for Northern District, made application to the Association to transfer to Police Boys. However, this was refused on two occasions and after a couple of months "on the sidelines" he ended up returning to play for Northern District.
Greta Club continued its run of success by winning second and third-grade premierships and finals for the second season in a row. Their second-grade division 1 team went through undefeated, with much of their success due to the performance of Neville Brazier, Ron Duggan and John Gulliver. Next season Duggan and Brazier were to try their luck in first grade with Black Hill.
EMU (East Maitland United), a new club, had a first-up success when it won the third-grade division 2 premiership. Arthur Single, a 68-year-old veteran from Booral, took 50 wickets at 10.84 in second grade for Raymond Terrace. He had been playing cricket for 56 years and joined Raymond Terrace Club in 1963-64 after having played for many seasons with Limeburners Creek.
In third grade division 3 Ray Styles of Clarence town scored 919 runs and Eddie Balkham of East Greta took 91 wickets. The Association conducted its second Single Wicket competition, with Doug Walters the chief attraction. The competition was sponsored by the Leagues Club for £100 and was won by Derek Lonsdale of Jerrys Plains who defeated Terry Finch in the final.
Colin Elliott was again selected for Combined Country. Peter Perkins and Tom Hedges were chosen in the Emu Colts team to tour Tasmania. For the second year, David Rawling was a member of the NSW Under 14 schoolboys team that played in the interstate Carnival in Perth. At the end of the Carnival, he was appointed the captain of the Australian Under 14 team.
At the Annual Meeting, it was resolved that no competitive matches would be played on the Mondays of holiday weekends. A new point score system was also introduced.
Life Membership was conferred on Arthur Lord who had an involvement of more than 20 years with the Association. He had been Assistant Secretary in 1949- 50, Secretary from 1950-56 and had continued on as a member of the Board to 1965-66. He had also served as Secretary of the Umpires Association and the Hunter Valley Cricket Council, and since 1954 had managed Hunter Valley Colts teams at the Tamworth Carnival.