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Born in Preston, Lancashire, Holmes led a distinguished career as a writer, art historian and administrator, painter and etcher. Educated at Eton and Brasenose College, Oxford, he was introduced to Old Master drawings by his uncle, Sir Richard Holmes, who was Librarian at Windsor. After a period working in the office of the London publishers, Rivington & Co. (1889), he managed the Vale Press for Ricketts and Shannon from 1895 to 1903. He was editor of the newly founded 'Burlington Magazine' between 1903 and 1909 and Slade Professor at Oxford from 1904 to 1910. The lectures he delivered there were published as 'Notes on the Science of Picture-Making', and 'Notes on the Art of Rembrandt'. Holmes was appointed Director of the National Portrait Gallery in 1909, where he stayed until his appointment as Director of the National Gallery in 1916.