In 1881 Dickinson went up to King's College, Cambridge, as an exhibitioner, where his brother, Arthur, had again preceded him. Near the end of his first year he received a telegram informing him that his mother had died from asthma. During his college years, his tutor, Oscar Browning, was a strong influence on him, and Dickinson became a close friend of his fellow King's undergraduate C. R. Ashbee. Dickinson won the chancellor's English medal in 1884 for a poem on Savonarola, and in graduating that summer he was awarded a first-class degree in the Classical Tripos.