Letter from [Lady Randolph Churchill](2 Connaught Place [London]) to [Lord Randolph Churchill] including: her decision not to go to Monte Carlo [Monaco]; the deterioration in the health of "Papa" [Leonard Jerome]; the illness of [Frances, Duchess of Marlborough]; and news that WSC has passed his Preliminary Examination in all subjects and is in a special Sandhurst class, an achievement for which she suggests he should be rewarded.

Letter from [Lady Randolph Churchill](2 Connaught Place [London]) to [Lord Randolph Churchill] including: political news about [Charles] Parnell and the Irish from [Lord] Hartington [later 8th Duke of Devonshire]; her irritation that [Frances, Duchess of Marlborough] has asked her to take [Lady] Sarah [Churchill, later Sarah Wilson] to the theatre; and WSC's improvement at school.

Letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] in which she describes an evening with the de Mondys, reports that the baby [WSC] is better but sad that he is away and asks him to send her regards to [Lord] Blandford [later George, 8th Duke of Marlborough].

Letter from [Lady Randolph Churchill] to [Lord Randolph Churchill] in which she discusses household accounts and the servants; asks about the Hague [The Netherlands] and [Lord] Blandford [later George, 8th Duke of Marlborough] and reports that WSC is missing him.

Letter from [Lady Randolph Churchill](Blenheim Palace) to [Lord Randolph Churchill] in which she discusses the sale of their house; comments on his family's disapproval of their plan to go abroad; reports that the baby [WSC] looks pale and that she feels "melancholy".

Letter from [Lady Randolph Churchill](Paris [France]) to [Lord Randolph Churchill] in which she gives instructions for [Elizabeth] Everest and the care of the baby [WSC]; expresses approval for his letter to [John, 7th] Duke [of Marlborough concerning Lord Blandford, later George, 8th Duke of Marlborough]; comments on the behaviour of [W H] Trafford; discusses financial affairs and the attachment between Clara [Jerome, later Clara Frewen] and Prince de Claremont.

Letter from [Frances, Duchess of Marlborough] (Branksome Dene, Bournemouth [Hampshire]) to [Lord] Randolph [Churchill] discussing arrangements for his return home and her poor health; asking whether he and Jennie [Lady Randolph Churchill] would like "Lily" [Lilian, Duchess of Marlborough, later Lady William Beresford] to care for [WSC and John S Churchill] and expressing a desire to see him.

Letter from [Frances, Duchess of Marlborough] (Grand Hotel, Scarborough [Yorkshire]) to [Lord] Randolph [Churchill] in which she says that she is unsure where to send letters to him; says that she thinks that "Jack" [John S Churchill] has enjoyed spending time with her; recommends that he should advise WSC about "diligence & hard work...economy & self denial" and expresses anxiety about his health.

Letter from [Frances, Duchess of Marlborough] (50 Grosvenor Square [London]) to [Lord Randolph Churchill] including: her health and plans to take "Jack" [John S Churchill] to the sea; news of WSC and her attempts to discipline him "especially ab[ou]t money"; her anxiety about him and appreciation for his letters; news about Erick Curzon and horse racing.

Letter from [Lady Randolph Churchill] (Iwerne Minster House, Blandford [Dorset]) to "Jack" [John S Churchill] in which she says that she has received a letter from Colonel [John] Brabazon enclosing a letter from Sir Bindon Blood which praised WSC, commenting that "he was doing the work of 2 ordinary subalterns", and said that it was likely that WSC would be awarded the Victoria Cross or the DSO [Companion of the Distinguished Service Order]. See also CHAR 28/111/2-3. Signed manuscript.

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.

Letter from Clementine [CSC](Admiralty, Whitehall) to "B M" [Lady Randolph Churchill] in which she apologises for losing her temper, explains that it was because [Lady Randolph] appeared to ignore "Goonie" [Gwendeline Churchill], and invites her to dine with WSC.

Letter from Diana [Churchill, later Diana Bailey and Diana Sandys] (2 Sussex Square [London]) to "Grannie" [Lady Randolph Churchill] in which she thanks her for a box of chocolates, reports that she is to attend the Trooping of the Colour with WSC, that Sarah [Churchill, later Sarah Oliver, Sarah Beauchamp and Sarah, Lady Audley] is better and that Randolph [Churchill] has gone to school. Signed manuscript.

Letter from "Goonie" [Lady Gwendeline Churchill, formerly Lady Gwendeline Bertie] (The Lodge, Brackley, Northamptonshire) to "B M" [Lady Randolph Churchill], expresses concern for her health, discusses plans to go to Scotland on the [Admiralty yacht] Enchantress with WSC and "Jack" [John S Churchill] and reports that the "boys" [John G Churchill and Peregrine Churchill] are well. Signed manuscript.

Letter from Blanche [Lady] Airlie (Airlie Castle, Clythe [Scotland]) to Mrs West [Lady Randolph Churchill] congratulating her on WSC's engagement to Clementine [Hozier, later CSC] and commenting on her fondness for Clementine.

Letter to WSC and CSC from Gladys Gough, enclosing a cutting from the New York Times on Mary Churchill [later Mary Soames] being spanked by a United States soldier at an ATS [Auxiliary Territorial Service] party; also includes press transcripts and notes by John Martin [Private Secretary to WSC] and D Parker-Bowles, Duty Officer, Ministry of Information, on whether the incident should be prevented from appearing in British newspapers.

Note from Francis Brown [Private Secretary to WSC] to Randolph Churchill enclosing a War Cabinet report on foreign propaganda broadcasts: report includes undermining of WSC with a quote from Randolph Churchill on WSC keeping his money safely in the United States, and the suggestion that Sir Stafford Cripps, Lord Privy Seal, is a Bolshevist sympathiser and possible agent.

Telegrams between General Sir Claude Auchinleck, Commander-in- Chief, Middle East, Sir James Grigg, Secretary of State for War and WSC on Major Randolph Churchill being ordered to remain in Britain, the false position he has been placed in, and Auchinleck's request that he should be returned to the Middle East; includes covering correspondence between Sydney Redman [Principal Private Secretary to Grigg], Leslie Rowan and Francis Brown [Private Secretaries to WSC].

Correspondence between Randolph Churchill and William Connor, "Cassandra" of the Daily Mirror, on Randolph Churchill's recent unopposed election success at Preston [Lancashire] and his criticism of Admiral of the Fleet 1st Lord Chatfield but not Lord Halifax [earlier Edward Wood and Lord Irwin] and Sir Kingsley Wood as former advocates of appeasement; includes covering notes by Lilian Buck, Secretary to Randolph Churchill and John Martin [Private Secretary to WSC].

Correspondence between WSC, and Major Randolph Churchill on the latter's new posting to the Middle East; includes covering correspondence between Edmond Armstrong, War Cabinet Office and John Martin and Francis Brown [Private Secretaries to WSC] and a note from Martin to Pamela Churchill [earlier Pamela Digby, later Pamela Harriman].