The early 1960s was a period of rapid growth and high morale in the College, and rugby was both a sign and a cause of that strength. Fr Mooney was sportsmaster, Fr Dempsey was a very keen sportsman, and these men, with Fr Doneley, set out to establish Chevalier as a sporting school. Sporting success was used as a vehicle for publicity. The name of the school became well-known and, no doubt, this contributed to the increase of enrolments, especially of day students, that occurred in these years. Despite the emphasis on rugby, the school did diversify into other sports. In 1960 the school established sporting houses: Reid, Riversdale, Giles and Berrima: the first three were for boarders, Berrima was for day boys. Swimming became an interschool sport for the first time in 1961. Fr Bryan Strangman came to Chevalier in 1960 and his first task was to develop the library. He also began the tradition of exploring the local area and of touring further afield. The Old Boys’ Union was active. Branches were established in the Riverina, Berrima District and Wollongong. In Sydney they held a yearly Ball and other functions. Kerrins Wing opened in February 1967. It was the largest building undertaken at Chevalier, a $400,000 project to house the senior boarding, including individual merit rooms for sixth form, a chapel, classrooms, infirmary, and, where it linked up with the Kelly Wing, science and woodwork rooms. New basketball courts were built and, in 1970, the squash and handball courts were opened.
- 1960, 121 boys in the cadet corps.
- 1961, athletics team won the Chevalier Shield for the first time.
- 1962, 1200 spectators attend passing out parade.
- 1961 to 1963, great success for rugby teams.
- 1964, there were seven ovals, six tennis courts and two basketball courts.
- 1964, Bosco boarding facilities were extended.
- 1964, 43 students toured Tasmania.
- 1964, Boarders were coming from Sydney, Canberra, Wollongong, the South Coast, Newcastle, Orange, Port Moresby, Auckland, Fiji, Bangkok, Solomon Islands, the Phillipines, Christmas Island and Rabaul – 250 boarders.
- 1965, there were over 100 day boys.
- 1965, 43 students explored Central Australia.
- 1967, February, Kerrins Wing opened.
- 1967, the first time a son (Colin) of an old boy (David McGuiness) was enrolled at Chevalier.
- 1968, the Old Boys, began to publish their magazine, The C.O.B.