Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he says that he is suffering from stiffness and reports that he had been put in charge of 80 or 90 horses.

Letter from WSC (4th Hussars, East Cavalry Barracks, Aldershot [Hampshire]) to "Mummy" [Lady Randolph Churchill] in which he says that he is no longer suffering from stiffness, reports that [Lilian, Duchess of Marlborough, later Lady William Beresford] has given him "carte blanche" to get a charger, that he has seen [Frances, Duchess of Marlborough whom he describes as "not particularly malevolent" and that he has declined an invitation to speak to the electors of Barnesbury.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he describes a horse-riding accident and reports that [John] Milbanke is to join his regiment.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he explains the order he placed for her cigarettes and objects to her opinion of steeplechasing as "idiotic" and "fatal", gives details of his anticipated expenses and says that he is looking forward to seeing her in Paris [France].

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] discussing financial affairs and his search for a charger; saying that he had made friends and that Dudley Marjoribanks [later 3rd Lord Tweedmouth] has been sent to Canada because of an "inconvenient desire" for an actress.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] expressing concern at the news of "Grandmamma" [Clara Jerome] and at the sad time experienced by his mother and asking her to write to him with information.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he says that his leg is improving, apologises for not being able to deliver her messages to Sir Henry [Drummond] Wolff or Lord Wolverton, reports that Colonel [John] Brabazon has been ill and asks her to reconsider allowing a horse to run under his name.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] concerning financial affairs in which he details the amounts he has spent and asks her to send him money to buy a charger. He also reports that his leg is improving, that he has ridden in a point to point, comments that he is glad that he has made friends and discusses horse racing and the possibility that a colt may run under his name.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs and asks her to send him money, describes the wedding of Duchess Lily [Lady William Beresford, earlier Lilian, Duchess of Marlborough] to [Lord William Beresford] and a visit to Newmarket [Suffolk] where he saw the "Allotment colt".

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] thanking her for sending him a cheque and discussing financial affairs, reporting that he has met Prince Alfred of Cobury and the Duke of Connaught and on progress in buying a charger.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] discussing financial affairs and his embarrassment at not being able to pay his mess bill.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs and her possible visit.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs, the payment of his allowance and her irritation with him. He informs her that he is attending the levee of [Albert Edward, Prince of Wales] and describes the celebrations for Queen Victoria's birthday which will be attended by "Molly" [Adela] Hacket and his progress at polo.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs and his gratitude towards her, and says that he escorted the Duke of Cambridge at entertainments for the Shahzada [Nasrulla Khan] and describes the people he met who included [Albert Edward, Prince of Wales].

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 WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] describing the death of [Elizabeth] Everest from peritonitis. He says that he employed a nurse and that he thinks that his visit "made her die happy" and that he visited "Jack" [John S Churchill] and discusses [Elizabeth Everest's] importance to him and Jack.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] describing the funeral of [Elizabeth] Everest and his sadness at her death. He says that he is looking forward to the time that he has a home, reports that he is "getting on extraordinarily well" and comments on the stigma attached to those who are forced to leave a regiment through unpopularity.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] describing his life at Sandhurst, pains in his eye and a visit to Goodwood [races, West Sussex] where he met "Jim" [James] Lowther, [Alfred Edward, Prince of Wales] and [Lady Beatrice Butler]. He also makes observations on the strength of the Unionist Party and the likelihood that they may split over the issue of Protection.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mummy" [Lady Randolph Churchill] in which he expresses his approval of her plan to visit Switzerland; describes the effect of the arrival of a new Inspector General of Cavalry; and makes observations on a speech made by "Sunny" [Charles, 9th Duke of Marlborough], which he thinks would have impressed [Lord Randolph Churchill], and on the "game of politics" and his conviction that the army is not his "metier".

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he expresses his approval of her plan to visit Switzerland with "Jack" [John S Churchill]; describes the "mental stagnation" caused by life in the army, which he alleviates by reading speeches by [Lord Randolph Churchill], his intention to study economics or modern history, and a meeting with [Henry] Norris.

Letter from WSC (4th Hussars, Hounslow [Middlesex]) to "Mamma" [Lady Randolph Churchill] informing her of his decision to go to America and Havana [Cuba] which he anticipates will not cost him more than o90.

Letter from WSC (4th Hussars [Hounslow, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he describes arrangements made by [1st] Lord Wolsey for his visit to Cuba.

Letter from WSC (Bachelors' Club, Hamilton Place [London]) to "Mamma" [Lady Randolph Churchill] informing her that the War Office have given him permission to go to Cuba and that he has been instructed to collect information on the efficacy of a new bullet. He also says that he intends to buy Havana cigars and that he has discussed Cuba with Tito Holden.