Letter from WSC ([Banstead Manor, Newmarket, Suffolk]) to "Mummy" [Lady Randolph Churchill] describing the number of rabbits he has "slaughtered" and the cold weather.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is looking forward to returning home and asks her to make arrangements for shooting at Banstead [Manor, Newmarket, Suffolk].

Letter from "Clemmie" [CSC](Admiralty Yacht "Between Portsmouth [Hampshire] and Queenstown [South Africa]") to "B M" [Lady Randolph Churchill] in which she says that she hopes that [Lady Randolph] is better; describes her stay on the "Enchantress"; comments that Diana [Churchill, later Diana Bailey and Diana Sandys] is enjoying herself; and reports that WSC has been flying twice and that she has flown once with Lieutenant Spenser Grey.

Pamphlet detailing the stallions, brood mares, foals and horses in training at the stud at Sandringham [Norfolk]. Additional copy in pocket at end of volume.

Photograph of a cartoon of Newmarket races.

Telegram from Lord Randolph Churchill (Newmarket [Suffolk]) to Lady Randolph Churchill informing her that he will return on the following day and asking her not to be angry with him as he has won "a little".

Letter from Lord Randolph Churchill to [Lady Randolph Churchill] including: his hope that she has settled at Brighton [East Sussex]; his lack of success at fishing; the improvement in his health; and an argument he has had with [Lady Wimborne, earlier Lady Cornelia Churchill and Cornelia, Lady Guest] about her invitation to [the Duke of] Connaught [and Srathearn], brother of [Albert Edward, Prince of Wales] which has forced him to leave the house.

Letter from Lord Randolph Churchill to [Lady Randolph Churchill] including his lack of success at fishing and a request that she give orders for WSC's hair to be cut short.

Letter from Lord Randolph Churchill (Normanton Park, Stamford) to Jennie [Jerome, later Lady Randolph Churchill] including: his success at shooting hares and partridges; the death of Colonel Thomas' daughter; and the possibility that he may not have to go to Sandringham [Norfolk].

Letter from Lord Randolph Churchill (Normanton Park, Stamford) to Jennie [Jerome, later Lady Randolph Churchill] including: discussion of his luck in a game of whist; the shooting at Normanton Park; and a request that she explain why she hates Mrs Adare.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he describes the charger bought for him by Duchess Lily [Lady William Beresford, earlier Lilian, Duchess of Marlborough]; discusses his plans for Ascot [races, Berkshire] and scandal over "Ronny" [Ronald] Moncrieffe; speculates about the finances of Sarah [Wilson, earlier Lady Sarah Churchill] and expresses pleasure at "Jim" [James] Baillie's electoral success.

Letter from WSC (Blenheim Palace) to "Mamma" [Lady Randolph Churchill] in which he describes the races at Ascot [Berkshire], the attempts of Lady Angela [St Clair-Erskine] to "captivate" "Sunny" [Charles, 9th Duke of Marlborough] and a visit to the grave of "Papa" [Lord Randolph Churchill] at Bladon [Oxfordshire].

Letter from Lord Randolph Churchill (Le Grand Hotel, Monte Carlo [Monaco]) to [Lady Randolph Churchill] in which he describes the company of "Johnny" Willoughby and [Archibald] Merry, his gambling record and the politicians who are present and who include [Aretas] Akers-Douglas [later Lord Chilston] and Henry Bonsor, and makes observations about the affairs of [Lady] Sarah [Churchill, later Sarah Wilson] whom he describes as a fool.

Letter from WSC (46 Grosvenor Square [London]) to [Lady Randolph Churchill] in which he reports that he has been staying with [Frances, Duchess of Marlborough], that [Elizabeth] Everest has recovered and that he has been given a toy theatre. He discusses plans to see her during term time and a visit to the theatre to see "[HMS] Pinafore" The letter is dated to 1887, but internal evidence suggests that it dates to 1888.

Letter from "Jack" [John S Churchill] (Versailles [France]) to "Mama" [Lady Randolph Churchill] in which he comments on a letter from [James] Cruickshank and on the madness of the Roumanian, discusses piano lessons and dancing".

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he says that he would like to see "Ruddygore", asks to be given a chess set and describes the characters in "The merry men of Sherwood forest" in which he plays Robin Hood.

Letter from Lord Randolph Churchill (Moulton Paddocks, Newmarket [Suffolk]) to [Frances, Duchess of Marlborough] inviting her to dinner with himself and [Lady Randolph Churchill] and describing his lack of success at the races and the friendliness of [Albert Edward, Prince of Wales].

Letter from Lord Randolph Churchill (Royal Hotel, Mallow [County Cork, Ireland]) to [Lady Randolph Churchill] describing his success at fishing and the probable date of his return to London.

Letter from Lord Randolph Churchill (Hotel Bristol, Paris [France]) to [Lady Randolph Churchill] reporting the names of those he has been introduced to, who include Ferry Clemenceau; a description of a visit to the opera to see "Tosca"; and excitement over the French presidential election.

Letter from WSC (Camp Thika, "half way between Nairobi and Fort Hall [Kenya]) to "Mamma" [Lady Randolph Churchill] including: description of game hunting from a train, including rhinoceros and lions; his official work and meeting the natives, presents to him; a visit to Embo; impressions of the country; and his authorisation of the extension of British control of the natives. Three typed transcripts of this letter at end of CHAR 28/27.

Letter from WSC (35A Great Cumberland Place [London]) to "Mamma" [Lady Randolph Churchill] in which he asks her to keep his secrets and those of others, not to bet or play cards as it will bring "the most terrible misery" and to organise a political dinner for him.