Presented by the Castlemaine Art Museum, the Len Fox Painting Award is a biennial acquisitive painting prize and is awarded to a living Australian artist to commemorate the life and work of Emanuel Phillips Fox (1865–1915), the uncle of Len Fox, partner of benefactor Mona Fox. The Len Fox Painting Award and generous acquisitive cash prize of $50,000 is funded through a bequest from Mona Fox.

The Len Fox Painting Award recognises and promotes the work of Australian artists pursuing the artistic interests and qualities of E. P. Fox. These include engagement with colour and light; ambitious connections with international developments in art; and an interest in travel and an engagement with the cultures of diverse regions and peoples.

The Len Fox Painting Award will be made to a painting judged to have addressed the interests of E. P. Fox as an imaginative, inquisitive, and worldly artist. Any style or genre is eligible; however, it is recognised that E. P. Fox is most noted for landscape, figurative and portrait paintings. The painting may be made in any medium, subject to declared practical limitations. This is an acquisitive award, with the winning work becoming part of the Museum’s Art Collection.