Racquet sports have long been played at Glenalmond, previously, the game of Fives was popular, but in the 1960s a gift from the Alexander Cross Trust allowed the school to build two squash courts.
These have been popular ever since with inter-house and inter-school competitions taking place over the years. In 2014, the squash courts were modernised and refurbished thanks to a gifts from the Jeniam Foundation and the Clarkson family. They were re-dedicated to W W Clarkson OG in June 2014. A Fives and Squash player, he went on to represent Scotland before retiring from the game. The school has several keen squash players among both the pupil and staff bodies.