First and foremost, activities at Caldicott are fun. There does not have to be a relationship to the curriculum, though there can be; but the boys learn new hobbies and new skills, which are passed on through the teachers' enthusiasms, and can often progress through Senior School life and afterwards into adulthood. There are two forty-minute sessions weekly, the first on Monday for the Seniors, and then Thursday for 4th Forms and below.

The list below shows the activities which are taking place in Autumn 2010:

MONDAY: Bouldering; Card Games; Codes and Cyphers; Cooking; Domestic Survival; Dominoes; Electronic Projects; Farnham Common House; Golf; Stamp Collection; Warhammer

THURSDAY: Board Games; Chess; Cooking; Design Art Project; Italian; Mind Teasers; Movies from Yesteryear; Poker