He started as an architect before becoming a professional painter. As well as Wilson, his pictures are also influenced by John Piper and Raoul Dufy. He paints landscape scenes mostly in Britain, but also in continental Europe, such as France and Italy.
Weatherhead exhibits in London and elsewhere. He has regularly painted scenes of the Henley Royal Regatta that have been exhibited each July in the Stewards' Enclosure during the regatta. As well as original watercolours, he also produces limited edition prints.