 Contemporary with the arrival of the Whitby to Pickering Railway and the establishment of the Whitby Iron Company in Beckhole, in the mid 19th century, the landlords, Ralph and Mary Dowson added a second floor to the original cottages, and added a three storey extension to the building, originally used as a shop with tenements above for industrial workers.The painter Algernon Newton created a pub sign for the inn during his stay in Beck Hole in the 1940s.The main bar 'Big Bar' is within one of the original cottages, a second bar, the 'Little Bar' was added after the Second World War in the Victorian three storey extension.