Captain Cook's Schoolroom

Captain Cook's Schoolroom is a pair of houses with an adjoining cottage located on the north side of High Street in Great Ayton. The buildings date from the early and later 18th century and are constructed of large coursed squared stone with a plinth. They feature pantiled roofs with stone copings and brick stacks.

No 99 is two storeys high, with three windows above and one below, arranged irregularly. It has Yorkshire sash windows and a shop window on the ground floor. A bronze plaque commemorating Captain Cook's attendance at the school is located on the left side of the building. Nos 103 and 105 are taller and broader, also two storeys with four irregularly arranged windows. The doors open off a central passage, and the windows include two and three-light Yorkshire sashes, along with two fixed lights with opening panes on the right. The buildings have a high-pitched swept roof with a large coped stack at the junction and a smaller one on the right.

The left return entrance to No 99 features a three-light ground floor window and a small light in the gable peak. The rear elevation displays stone stairs leading to a boarded door of the schoolroom, which has an inscription stating: 'Michael Postgate built this school house in year 1704. Rebuilt 1785'. There is a lean-to structure at the left of the stairs. The rear elevation of Nos 103 and 105 shows similar irregular window arrangements and a boarded passage door.