Head and shoulders, turned to the left; he wears a scholars' dress with white bow tie, and pink carnation, green background. P.L.M Sherwood was Captain of the King's Scholars in 1958.
Sackville stands in a rural landscape, he is wearing blue and red and holds a cricket bat in his right hand; to the right is a clump of trees and to the left a cricket ball and set of stumps; the grass is parched and yellowish. Inscribed with 'Lord George Sackville'
Half-length portrait of Joseph Tyson, Classics Master and Bursar (1885-1929) sitting; he leans slightly to the right of the picture; he is writing on a piece of paper on his desk; he wears a suit and tie; in the top left is a picture of a ship
Half-length portrait of Wingfield, wearing academic dress and collar; he also wears a fine wig. Bears signature c.l.: John Constable/Pinx. 1818 and later inscribed upper left with the identity of the sitter.
Three-quarters length portrait of Williams, who stands turned to the right wearing black robes with a white ruff, black hat and moustache; his right hand rests horizontally across his stomach while his left hand drops to its natural position. On the right of the picture is Williams' coat of arms, inscribed with the identity of the sitter and the date of 1621. Possibly a variant of a portrait of 1627 by Jackson at St John's College, Cambridge.