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.

J. R. R. Tolkien's artwork was a key element of his creativity from the time when he began to write fiction. A professional philologist, J. R. R. Tolkien prepared a wide variety of materials to support his fiction, including illustrations for his Middle-earth fantasy books, facsimile artefacts, more or less "picturesque" maps, calligraphy, and sketches and paintings from life. Some of his artworks combined several of these elements.