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The Robert E. Lee and Lee Family papers consist of the personal papers of Robert E. Lee and Mary Custis Lee, including documents bearing their signatures. The papers also include one one letter (dated February 1926) from Mrs. William A. Anderson to Sydney B. Williamson that relates the history of a quilt made by Mary Custis Lee that was donated to the VMI Museum.

A collection of videos (some amateur, some professional) documenting special events such as matriculation, Ring Figure, graduation, speeches, and other topics relating to VMI activities and cadet life. The bulk of this collection dates from the 1980's forward, although a few date from an earlier period.

The John T. L. Preston papers consist of the personal papers of Preston, including:

• A farm account book (1834-1887)
• Bills
• Deeds
• Memoranda
• Receipts
• Correspondence
• A photocopy and transcription of Preston's Civil War journal ("Jottings"), which dates from his military service at Craney Island, Virginia from late July to October 1861. The original journal is held by the Library of Congress.
• Preston's United States passport (May 1851)
• Franklin Society membership certificate (1851)
• A typescript "brief historical sketch" of VMI written as a speech for the Institute's semi-centennial celebration in 1889 (the typescript contains handwritten corrections in ink; Preston's son delivered the address on behalf of his father).

Nineteenth century engravings and lithographs depicting Generals Stonewall Jackson and Robert E. Lee. These were among the many prints that depicted significant figures of the Confederacy and were a popular fixture in many post-Civil War homes in the South.

This collection consists of one letter (dated October 16, 1870) from Cadet William Nalle to his mother, Columbiana Major. The letter contains a detailed account of the death and funeral of General Robert E. Lee. Nalle describes mourning activities at VMI, Washington College, and Lexington (Virginia), standing guard over Lee's body with four other cadets, and the funeral procession. The letter also mentions a flood in Rockbridge County, Virginia that destroyed canal locks, bridges, and other property.

This collection consists of two letters from Washington College (now Washington and Lee) student Alexander S. Brown to his sister, dated September 20, 1846 and September 7, 1848. The 1846 letter mentions the Cincinnati military class, in which Washington College students participated in military training conducted by VMI staff. The 1848 letter expresses Brown's dissatisfaction with Washington College and a desire to transfer to another school.

The Stonewall Jackson papers consist primarily of the personal papers of Civil War General Thomas Jonathan "Stonewall" Jackson (1824-1863). The bulk of the letters date from the pre-Civil War period and concern professional, personal, and domestic matters, including many in which Jackson writes about his religious faith, his concerns about health and diet, and his family.

This collection consists of one letter (dated November 24, 1842) from Cadet James D. Saunders to his cousin John Mitchell. Saunders describes the hardships of cadet life, the dullness of Lexington, Virginia, VMI's 3rd anniversary (Founders Day) celebration, a storm damaging the North wall of barracks, and mentions Edward C. Carrington, Jr. (VMI Class of 1844). This is one of the earliest extant cadet personal letters.

This collection consists of five letters (dated 1848 to 1854) written by Giles Gunn while he was a schoolteacher in Lexington, Virginia. The letters, addressed primarily to his sister Mary (living at the Gunn home in Washington, Litchfield County, Connecticut), include discussions of interesting local events as well as references to family. Topics include:

• VMI commencement
• A detailed description of his school and his methods of instruction
• A description of the communion service at a local church, including references to black communicants
• References to the townspeople's reaction to a rumored slave insurrection
• A discussion of the murder of VMI cadet Thomas Blackburn.

This collection consists of one letter (dated January 15, 1854) from Richard C. Taylor to his father, Walter H. Taylor. Taylor describes in detail the circumstances surrounding the murder of his classmate Cadet Thomas Blackburn by Charles B. Christian, a Washington College law student.