Letter from "Winny" [WSC] (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] informing her of the progress of his school examinations.

Letter from Lumley & Lumley, Solicitors, to WSC, on his income tax return.

Letter from Lumley & Lumley, Solicitors, London to WSC on his accounts.

Note by Antonio Diaz Bento, Spanish Army, Cuba, on WSC and Reginald Barnes.

Note by Alvaro S Valdez, Spanish Army, Cuba, on WSC.

Letter from The Duke of Tetuan, Spanish Foreign Minister, to Sir Henry Drummond Wolff, British Ambassador to Spain, on WSC's visit to Cuba.

Letter from Arsenio M de Campos to The Duke of Tetuan, on WSC's visit to Cuba.

Letter from Thomas Heath Joyce, Editor, Daily Graphic, to WSC, sending cheque for 25 guineas for publication of his letters from Cuba.

Letter from W L Thomas, Manager, Daily Graphic, to WSC, congratulations on articles and sketches from Cuba, commenting that they were widely read and appreciated.

Letter from Sir Henry Drummond Wolff, British Ambassador to Spain, to WSC, on publication of WSC's articles from Cuba. Asking if he could avoid saying things "unpalatable to the Spanish, commenting that having obtained letters of introduction for him "I am reproached for the unfavourable commentaries you make".

Letter from Sir Henry Drummond Wolff, British Ambassador to Spain to WSC, on WSC's articles from Cuba.

Cutting from The New York World, article, "Churchill on Cuba's War" The cutting was sent to WSC by Edith Cooper Hough of Worcester, Mass., U.S.A. in 1952.

Letter from Colonel John Brabazon, Marlborough Club, Pall Mall, London, to WSC, on the success of WSC's libel action against A C Bruce Pryce.

Statement of WSC's claim for £20,000 damages for libel against A C Bruce Pryce, [Printed, 2 copies].

Letter from Sir George Lewis [WSC's solicitor] to WSC, On libel action against A C Bruce Pryce, sending Pryce's retraction and apology, and a cheque for £400.

Retraction and apology by A C Bruce Pryce, withdrawing "all and every imputation" against WSC's character [Pryce had accused WSC of "acts of gross immorality of the Oscar Wilde type".

Letter from Albert Edward, Prince of Wales, [later King Edward VII], Sandringham, Norfolk, to WSC, on his service with the Malakand Field Force. Praising his writing "you have great facility in writing, which is a great advantage", and hoping that he would avoid "acrid criticisms" of the authorities.

Letter from Lord Roberts, Royal Hospital, Dublin, to Lady Randolph Churchill, thanks for sending extract from letter from WSC on the Indian frontier question. Stating that when he got home "I must have a talk with him about the Frontier Question, as I doubt if he quite understands how it affects our position in India.

Letter from Albert Edward, Prince of Wales (later King Edward VII), Marlborough House, London to WSC, congratulations on the success of The Story of the Malakand Field Force. Hoping that he would not follow the example of Lord Fincastle, and leave the Army to enter politics.

Letter from George Curzon, [later Lord Curzon of Kedelston], 4 Carlton Gardens, London, to Lady Randolph Churchill, on the praising WSC's book "The Story of the Malakand Field Force".

Letter from Sir Michael Hicks-Beach, (later Lord St Aldwyn), Netheravon, Salisbury, to WSC, on his speech at the unveiling of the bust of Lord Randolph Churchill in the House of Commons, , and offering congratulations on the success of "The Story of the Malakand Field Force".

Letter from Lumley & Lumley (Solicitors), 37 Conduit Street London, to WSC, on his proposal to borrow £3,500 from an insurance company on his reversionary interest under the will of his grandfather, the 7th Duke of Marlborough.

Letter from Frances, Duchess of Marlborough, Castlemead, Windsor, to WSC, on the draft of his novel Savrola, Suggesting that he should show it to some of Lord Randolph's Literary friends.

Printed orders of General Sir William Lockhart, for the Tirah Expeditionary Force, including the appointment of WSC as Orderly Officer to the General Officer Commanding the Force.