Since the publication of J. R. R. Tolkien's The Hobbit in 1937, artists including Tolkien himself have sought to capture aspects of Middle-earth fantasy novels in paintings and drawings. He was followed in his lifetime by artists whose work he liked, such as Pauline Baynes, Mary Fairburn, Queen Margrethe II of Denmark, and Ted Nasmith, and by some whose work he rejected, such as Horus Engels for the German edition of The Hobbit. Tolkien had strong views on illustration of fantasy, especially in the case of his own works. His recorded opinions range from his rejection of the use of images in his 1936 essay On Fairy-Stories, to agreeing the case for decorative images for certain purposes, and his actual creation of images to accompany the text in The Hobbit and The Lord of the Rings. Commentators including Ruth Lacon and Pieter Collier have described his views on illustration as contradictory, and his requirements as being as fastidious as his editing of his novels.
After Tolkien's death in 1973, many artists have created illustrations of Middle-earth characters and landscapes, in media ranging from Alexander Korotich's scraperboard depictions to Margrethe II of Denmark's woodcut-style drawings, Sergey Yuhimov's Russian Orthodox icon-style representations, and Donato Giancola's neoclassical oil paintings. Peter Jackson's 2001–2003 film trilogy of The Lord of the Rings, and later of The Hobbit, made use of concept art by John Howe and Alan Lee; the resulting images of Middle-earth and the story's characters have strongly influenced subsequent representations of Tolkien's work. Jenny Dolfen has specialised in making watercolour paintings of The Silmarillion, winning three awards from The Tolkien Society. Graham A. Judd has illustrated his father's book on the Flora of Middle-earth with woodcuts showing both the flowers and the scenes associated with them in the legendarium.