Letter from Margaret Davidson dated Toronto, November 19, 1886 to her granddaughter Florence Roos, sending the news of family doings in Toronto (includes envelope).

Letter from Margaret Davidson dated Toronto, June 30, 1890 to her granddaughter Florence Roos, sending the news of family doings in Toronto. She says she received and encloses a letter from Mrs. Argo for Florence's mother to read, and that if she is well she will be there on Tuesday (includes envelope).

Telegram from Irvine Kempt in Glasgow but postmarked Oban, July 30, 1923 to Florence Sims, regretting that he will be unable to meet her.

Letter from Bella King (sister of W.L. Mackenzie King) dated July 17, [1904] to her friend Florence Sims, who has just given birth to her first child. After asking about the baby and Florence's health, Bella announces that "the house question" has finally been settled and that they are to move to 4 Grange Road in the middle of September, talks about holidays, and reports on going to "the Dundonald reception" with her Father John King. Signed Bella.

Letter from Bella King dated 4 Grange Road, Toronto, June 28, 1908 to Florence Sims after the birth of William, her second child. She asks about the baby, mentions family, friends, and plans: "Willie is going to take [mother Isabel King] on a trip when he comes back from Quebec." Signed Isabel King.

Letter from Bella King dated 4 Grange Road, Toronto, February 14, 1915 to Florence Sims, writing on her mother's behalf [Isabel King]. She thanks Florence for sending her mother "the very pretty little knitted wrap", also that it was good of her "to think of Max and his little family," and reports that Max's health is much better. She also mentions "this awful war" and how women have "worked and are working everywhere." She speaks of her mother's health as well. Signed Bella King.

Typewritten letter from William Lyon Mackenzie King to Florence and Harvey J. Sims dated June 6, 1930, declining an invitation to their son Kenneth's wedding on June 28, 1930, due to the pressures of the "present campaign."
Salutation: "My dear Florence & Peter" [handwritten]; Signature: "As ever, Yours very sincerely & affectionately, Billy" [handwritten].

Handwritten letter from William Lyon Mackenzie King to Florence Sims, dated August 10, 1925, containing effusive thanks for her hospitality during the Old Boys' Reunion in Kitchener, many memories of the past, and reminiscences of all he saw and did while in the area.

Handwritten letter from William Lyon Mackenzie King to Florence Sims dated December 23, 1934, affirming Florence's decision to stay home at Christmas but to let her two sons travel to Hartford, CT, where Harvey is in hospital. King offers to help in any way and offers to see Florence should she wish to come to Ottawa and talk: "If you thought a chaperone necessary, it would be well to bring one of the boys along, or Madge Gibson, or Mrs. Patteson would I am sure be glad to make a second or have you stay with her."
Salutation: "My dear Florence [handwritten]" ; Signature: "With every affectionate good wish to yourself, Believe me, as always, Very sincerely yours, Willie [handwritten]."

Typewritten letter from William Lyon Mackenzie King to Florence Sims dated April 25, 1934, thanking her for her hospitality on his most recent visit to Chicopee, expressing satisfaction with the by-election results in South Oxford, and hoping that Florence and Harvey will be able to visit Kingsmere in return: "There are no friends like the old friends, and the talks which I have of the old days when I meet you both always awaken memories that are precious and life-giving as well."
Salutation: "My dear Florence [handwritten]"; Signature: "Yours very sincerely [typewritten], W.L. Mackenzie King [handwritten]." Includes handwritten corrections.

Handwritten letter from William Lyon Mackenzie King to Florence Sims dated "New Year's Eve" 1930, expressing gratitude for the hand-made cushions she had sent him for Christmas, and apologizing for not being able to contact her sooner.
Salutation: "My dear Florence"; Signature: "With all good wishes, Yours very sincerely, W.L. Mackenzie King."

Handwritten letter from William Lyon Mackenzie King to Florence Sims dated June 22, 1933 containing effusive gratitude for and memories of the visit he has just made to Chicopee. He writes lyrically and at length about the changes he has seen, "the glimpses of old Berlin hidden away amid the city of Kitchener which proclaims so much of growth prosperity," also "All these things touched my heart very deeply and stirred as you remarked, my very soul." King describes his trip home and his arrival at Kingsmere at midnight: "As I looked out of my window the heaven was lighted across its entire width with a display of aurora borealis such as I have never seen before. It was like a crown of eternal [illegible] set upon a vision of another world – the world of memory, of imagination, of delight in which I lived from the moment of departure to the moment of return." King finishes the letter with possible arrangements for Florence and Peter's visit to Kingsmere.
Salutation: "My dear Florence [handwritten]"; Signature: "Again my warmest wishes to Peter and yourself, for all your generous hospitality and for the joy you gave me, Believe me, dear Florence, Yours affectionately, Willie [handwritten]."

Typewritten letter from William Lyon Mackenzie King to Florence Sims dated April 18, 1935, sending Easter wishes to Florence, "the boys", and Harvey, "if he is at home with you." King declares himself very busy, pleased with Harvey's progress, and hoping to be able to travel. In a handwritten postscript he adds: "In Harvey's letters he has spoken with great enthusiasm of yourself, of how brave you have been, and how glad he is that you are so strong and well again. He feels that you have helped him immensely to get back into good shape."
Salutation: "My dear Florence [handwritten]"; Signature: "With love to you all, Yours affectionately, Willie [handwritten]."

Telegram from William Lyon Mackenzie King to Florence Sims dated January 31, 1928, expressing sympathy for the death of Florence's mother Elizabeth Roos and mentioning close family ties: "I cannot express too sincerely the deep sympathy I feel for you, Maggie, Ethel and Irvine in your overwhelming bereavement. You know how closely our family and yours have been associated for many years. None of your many friends will feel more deeply for you all than Jennie and myself."
Salutation: "Dear Florence"; Signature: "W.L. Mackenzie King."

Handwritten telegram from William Lyon Mackenzie King to Mr. and Mrs. Harvey James Sims in Berlin, Ont. on October 29, 1902, sending congratulations on their wedding day.
Salutation: none; Signature: W.L. Mackenzie King.

Letter from Mary Elizabeth dated 48 Austin Terrace, Toronto, January 26, 1928, thanking her Aunt Florence for birthday gifts (includes stamped envelope).

Postcard from Norman Nicholson postmarked Berlin, December 24, 1904 to Florence Sims, with Christmas wishes to the family. Postcard is Raphael Tuck & Sons "Write Away" Postcard Series 288 IV: conductor with baton.

Two letters and a drawing from Forsey Page, Architect, concerning a possible addition to Florence's bedroom:
1935 December 5: Forsey Page to Florence describing a sleeping porch or covered balcony off her bedroom
1936 May 13: Forsey Page is disappointed that she has decided against a sun room.
Includes a drawing in pencil dated January 23, 1934: "Sketch showing new door and porch off bed room #1."

Report cards for Florence Roos dated June 1890 and June 1891 from Rolleston House, Toronto, signed by Mrs. Neville.

Two compositions by Florence Roos, with comments by the teacher, dated 1892.

Typescript by Florence K. Sims with note on last page: "Read at the annual meeting of the Waterloo County Historical Society, Oct.1928."

Handwritten information about the Cook family in Pennsylvania: "Information from Mrs. Andrew Markle", transcriber unidentified but probably Florence Sims.

Identity card issued on June 22, 1918 to Florence K. Sims by the Canada Registration Board, "for the national purposes," to be carried at all times.
Grand River Country Club membership card, 1919.
Trip ephemera: Florence Sims and Mrs. William Roos, London and Paris.

Essays both typewritten and handwritten by Florence Sims, one dated October 30, 1905, on literary topics, possibly composed for "The Monday Club."

Photographic postcard (damaged) from Florence Sims dated Prince Rupert B.C. August 18, 1922, to her mother Elizabeth Roos, showing a totem pole in Alert Bay, B.C. The postcard is accompanied by handwritten notes and observations made on a trip.

Photographic postcard from Harvey J. Sims postmarked Berlin, Ont., July 25 1906: "Old Opera House, London, Canada". Handwritten message: "We won our first two games. Am just going out with Buck & Harry Pope – Sam, Irvin Woelfle. Tell Mrs Woelfle they are all well at home. Love to all including Kenneth, Harvey."