At Cheshire Academy, golfers focus on developing their individual game throughout the season. Players recognize that golf is a lifetime sport and identify at the start of the season particular goals they wish to achieve, whether it be simply lowering their score, improving their long game, or working to finesse their short game on and around the green.

Practice rounds and time on the range allow for dedicated and continuous individual improvement. Cheshire Academy plays its home matches at Sleeping Giant Golf Course in Hamden, Connecticut. The Cats play a varsity schedule against other independent schools and travel to various courses around the state.