Hillside Hotel

The Hillside Hotel, built around 1830-1840, is likely the first hotel in Ventnor, established following Sir John Clark's development of the resort. It later became known as John Stanley's House and is believed to be an enlargement of an older cottage. The building has three storeys, with two additional storeys at the rear on the hillside. It features random rubble construction with dressed quoins and a thatched roof that has eaves that wave over three second-floor glazing bar sash windows. The first floor includes three tripartite glazing bar sash windows with louvred shutters. The ground floor has early glazing in a verandah with a tent roof. The gable displays a radial glazed fanlight above a central panelled and glazed door.