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This series is comprised of correspondence, plans, and photographs related to Skylark Farm, a house and tree farm located in the Blue Ridge Mountains of Virginia, owned, designed and furnished by the Cheeks between 1967 and 1977 when it was donated to Washington and Lee University. The Cheeks were also involved in the transformation of the house into a conference center for the University in the 1990s.

This series is comprised of correspondence, interviews, and exhibition details related to the 1985 publication of "Living by Design: Leslie Cheek and the Arts," which was written by Parke Rouse, Jr. and researched by K. Richmond Temple. The photobiography was released at the same time that a corresponding exhibition entitled "Cheek and the Arts" opened at the Muscarelle Museum of Art in December 1985.

This series is comprised of correspondence, drafts, and financial details related to the 1990 publication of "Designing for the Arts: Environments by Leslie Cheek," which was written by K. Richmond Temple. It was designed as a photo essay, and served as volume two to the previously published "Living by Design" in 1985.

This series is mainly comprised of correspondence related to a myriad of activities and projects that Cheek took on throughout his career and during his retirement. There is a considerable amount of material created during his tenure as Director of the VMFA. This series also contains oversized materials, including many drawings done by Cheek while in school in the 1930s and after, as well as photographs, mounted clippings, and some bound volumes and drawings.

This series is comprised of correspondence about and the actual awards and degrees conferred upon Cheek throughout his life.

This series is comprised of correspondence, itineraries, and programs detailing the Cheeks' personal travels around the world.