The Theodore Bolton Papers contains materials that span from across the entirety of Bolton's life. Bolton was active as a book illustrator and as an art historian, and so there are typescripts, manuscripts, reprints, and periodicals, as well as sketches, prints, drawings, engravings, and sketchbooks.
Bolton's sketches are primarily illustrations for books or Christmas Card designs. Also among the sketches are several done by other illustrators. These include an original illustration by Timothy Cole, as well as a number of original sketches by James Daugherty. Many of these sketches are on Christmas cards sent to Theodore Bolton and Helen, his wife.
Beside his manuscripts and illustrations, of special notice are travel journals by Bolton spanning across several decades, each of which contain illustrations of the places that he visited, and 20 Confederate States of America Banknotes.