Donnington Castle's licence to crenellate was granted by Richard II in 1385 (or 1386) around the same time as at Bodiam. The gatehouse is all that remains of the castle but it would have consisted of a rectangular structure with round towers at the corners. A range of buildings would have occupied the central courtyard. The castle was bought by Thomas Chaucer, the son of the poet Geoffrey, in 1415 for his daughter Alice.
Charles I returned to Donnington Castle to get the guns he had left there. A battle could have been fought, one that the King was willing to take part it, but Manchester and the committee of generals declined because their forces were not in a fit state.