Letter from WSC (Chesterfield Lodge, Cromer [Norfolk]) to "Mama" [Lady Randolph Churchill] in which he says that he is not enjoying himself as his governess is "very unkind and strict and stiff", that he is looking forward to seeing her and that his "temper is not of the most amiable" due to a bilious attack.

Letter from Lord Randolph Churchill (Le Nid, Monte Carlo, [Monaco] on the notepaper of 50 Grosvenor Square) to [Lady Randolph Churchill] describing the people he has met, who include [1st Lord] Dufferin [and Ava] and complaining of a cold.

Letter from Lord Randolph Churchill (Le Nid, Monte Carlo [Monaco]) to [Lady Randolph Churchill] complaining of a cold, speculating on the likelihood that the "stupid old Lords" will not pass the Employers' Liability Bill and thus damage his position in Bradford [Yorkshire], commenting on the "dissolute" lifestyle of Mrs [Lily] Langtry and the huge gambling losses of [5th Lord] Rosslyn [earlier James St Clair-Erskine].

Letter from Lord Randolph Churchill (Le Nid [Monte Carlo, Monaco]) to [Lady Randolph Churchill] reproaching her for not writing to him, complaining of a cold, relating an argument between Lady Wilton and "that abominable Duchess [of Montrose]" and his intention to speak to the Duke of Cambridge about "Jack" [John S Churchill], discussing arrangements to return to England and asking her to thank WSC for his letter.

Letter from WSC to "Mamma" [Lady Randolph Churchill] in which he says that he has nearly recovered from a cough and that he has had dinner with Lady Alfred Churchill.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he says that he feels weak and ill and asks her to allow "Woomany" [Elizabeth Everest] to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] thanking her for allowing "Woom" [Elizabeth Everest] visit him and saying that the doctor has advised him that he should rest and that he would like to come home.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mama" [Lady Randolph Churchill] in which he informs her that he has secured his remove, comments that he has become economical and asks her to sign an enclosure to confirm that he has had measles. Envelope present.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] informing her that he is "all right" although is suffering from a cough. Envelope present.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mummy" [Lady Randolph Churchill] asking about the health of "Grandpapa" [John, 7th Duke of Marlborough] and requesting that [Elizabeth] Everest should make him an appointment with [Sir William] MacCormac as his leg is painful. Envelope present.

Letter from WSC (Hotel Brittanique, Bruxelles [Brussels, Belgium] on the notepaper of 50 Grosvenor Square) to "Mamma" [Lady Randolph Churchill] describing his journey, Count [Charles] Kinsky's kindness to "Jack" [John S Churchill] and himself and his impressions of Brussels. He expresses relief at the news that [Lord Randolph Churchill] is better but concern that she is unhappy and says that he has got a photograph of her wearing a star in her hair.

Letter from WSC (Royal Military College, Yorktown, [Sandhurst] Camberley, Surrey) to "Mamma" [Lady Randolph Churchill] in which he thanks her for giving him o2, reports that he has seen [Leonie Leslie, formerly Leonie Jerome], Count [Charles] Kinsky, "Grandmamma" [Frances, Duchess of Marlborough], [Lilian, Duchess of Marlborough, later Lady William Beresford] and John Brabazon and that he is suffering from boils.

Letter from WSC (Royal Military College [Sandhurst, Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he reports that his boils are getting better, asks her to send him items with which to furnish his room and says that he has received a letter from "Papa" [Lord Randolph Churchill].

Letter from WSC (Royal Military College [Sandhurst, Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he discusses a visit [to London], reports that his acne is better, asks about an announcement concerning the engagement of [Sir Egbert Sebright and Frances Guest] and reminds her to give him money and items to furnish his room.

Letter from WSC ([Royal Military College, Sandhurst, Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he complains of toothache, discusses domestic arrangements and lists the items he would like her to send him to furnish his room.

Letter from WSC (Royal Military College, Sandhurst, [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he discusses arrangements for coming [to London] and complains of a cold.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he says that he has been put into hospital as he is suffering from headaches and asks her to write to him.

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he thanks her for writing and sending him a cheque, discusses his ill health which he suspects may have been caused by his liver and describes the hospital.

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] in which he discusses the wedding of Francis Guest, describes his stay with the [Spender-] Clays, details his plans for his visit to Switzerland with "Jack" [John S Churchill] and expresses his pleasure at the news that "Papa" [Lord Randolph Churchill] is better.

Letter from WSC (Hotel du Bar, Grindelwald [Switzerland]) to "Mamma" [Lady Randolph Churchill] describing his impressions of the scenery, reporting that he and "Jack" [John S Churchill] are being economical and that the rules for the Sandhurst entrance examination have been changed. He asks her to write and tell him how "Papa" [Lord Randolph Churchill] is and says that he is looking forward to her return.