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Theodore Roosevelt asks to stay at Anna Roosevelt Cowles’s home over a weekend while he delivers a pre-commencement address and accepts a degree at Trinity College. He also requests that Cowles invite Mr. and Mrs. Leicester Warren to lunch while he will be there.
1918-05-05
Theodore Roosevelt is proud of Anna Roosevelt Cowles’s son William Sheffield Cowles, and encourages her to notify him in advance of their next visit to New York so he can arrange to be home. He also mentions he is pleased that his son Kermit Roosevelt is in the United States Army, and that Kermit will travel through Madrid to reach his assignment in France.
1918-05-01
Theodore Roosevelt writes to Anna Roosevelt Cowles from the hospital, from which he expects to be released in a week to ten days. He appreciates her kind thoughts and thinks of her and her husband William Sheffield Cowles often.
1918-02-23
Theodore Roosevelt writes to Anna Roosevelt Cowles to tell her his family is well and to update her on the news of his sons, who are away at war. Archibald Roosevelt was promoted to captain, Quentin Roosevelt is frustrated at not being permitted to fight, and General Duncan has written to say that Theodore Roosevelt Jr. is the strongest major in the unit.
1917-12-31
Theodore Roosevelt sends an unknown enclosure to Anna Roosevelt Cowles and tells her that Theodore Roosevelt Jr. and Archibald Roosevelt will sail the next day to join John J. Pershing’s troops in World War I.
1917-06-19
Theodore Roosevelt’s sons are at training camp awaiting their deployment orders for the war, but they do not know what they will be sent to do. Roosevelt expresses frustration with this and President Wilson’s approach to the war. Roosevelt tells Anna Roosevelt Cowles about recent dinners where he enjoyed the company of Joseph Joffre. He also mentions that he is receiving between 4,000 and 5,000 letters per week and is having difficulty keeping up with such a workload.
1917-05-17
Theodore Roosevelt writes to Anna Roosevelt Cowles to update her on his potential involvement in the war. He strongly disagrees with President Woodrow Wilson’s approach to the war and does not believe Wilson encourages proper service to the country and patriotism among citizens. Roosevelt notes that Quentin Roosevelt is now a sergeant in the Army Aviation Corps and his other three sons are heading to officers’ training camp at Plattsburgh.
1917-04-26
Theodore Roosevelt assures Anna Roosevelt Cowles that he will notify her if he hears any news of an expedition from the officers’ training camp at Plattsburgh that might include her husband William Sheffield Cowles. Roosevelt is overwhelmed with work, and is unsure whether he will be able to travel to Japan, the Philippines, Australia, or New Zealand in the next year.
1917-02-08
Theodore Roosevelt shares his thoughts with Anna Roosevelt Cowles about the military preparations for the impending war. He suggests that William Sheffield Cowles should enlist at Plattsburgh, where Archibald Roosevelt and Theodore Roosevelt Jr. have completed their two years of training and are now available for deployment in the case of war. Roosevelt states that all young men are duty-bound to serve the country in this way. He has volunteered his own services to the Secretary of War. Roosevelt and his wife Edith are planning an eight-month trip to Polynesia the following year. He mentions an article he has written about Canada’s lesson to the United States in the current issue of Metropolitan.
1917-02-03
Theodore Roosevelt writes to his sister Anna Roosevelt Cowles announcing the birth of his son, Quentin Roosevelt.
Theodore Roosevelt Birthplace National Historic Site
1897-11-19
Theodore Roosevelt writes his sister Anna Roosevelt Cowles about his feelings for Cuban liberation. He feels President Cleveland ought to send the fleet promptly to Havana. Roosevelt describes the winter weather and says he will return to New York City to stay.
1897-01-02
Theodore Roosevelt shares his opinion of Harry and Daisy White with his sister Anna Roosevelt Cowles. He does not understand why they would “denationalize” their children by raising them abroad but compliments Harry White’s skill as a diplomat.
1897-01-08
Police Commissioner Roosevelt reports to his sister Anna Roosevelt Cowles that the trial of his colleague Andrew D. Parker is over but there is no verdict yet. Roosevelt had to testify for six hours and had the chance to express exactly how he feels about Parker.
1896-07-12
Theodore Roosevelt writes his sister Anna Roosevelt Cowles about his concern for sister Corinne Robinson’s health. Jacob Riis visited as well as C. Grant La Farge and Bob. The children enjoyed a belated Fourth of July celebration and Roosevelt offers predictions on the upcoming presidential election.
1896-07-19
Theodore Roosevelt writes his sister Anna Roosevelt Cowles about the importance of the upcoming presidential election between Democrat William Jennings Bryan and Republican William McKinley. He feels Bryan’s election would be “a great calamity.” Roosevelt also describes a recent dinner.
1896-07-26
Theodore Roosevelt writes his sister Anna Roosevelt Cowles about a recent family picnic and Ted learning to shoot a rifle. Bellamy Storer is visiting and Roosevelt thinks if William McKinley is elected he may put Storer in the cabinet. He talks of the Republicans chances in the next election and his feelings on William Jennings Bryan.
1896-08-02
Theodore Roosevelt writes his sister Anna Roosevelt Cowles about the hot weather and John Elliot’s recent visit.
1896-08-09
Police Commissioner Roosevelt informs his sister Anna Roosevelt Cowles that he is heading out west to his ranch. He describes the devastating effect of the recent heat wave, which has killed many people and horses. Roosevelt also points out that presidential candidate William Jennings Bryan has been such a “failure” at oration that he cancelled the rest of his Eastern trip.
1896-08-15
Theodore Roosevelt writes his sister Anna Roosevelt Cowles about his state by state predictions on the outcome of the Presidential election where William McKinley runs against William Jennings Bryan. He mentions a farewell dinner for cousin Emlen Roosevelt and gives updates on the children.
1896-09-20
Theodore Roosevelt writes his sister Anna Roosevelt Cowles he enjoyed his trip to his ranch but was disheartened to see that his cattle are not doing well. He describes the hunting he did and the rifle he used. Roosevelt says there is much animosity out West from the poor toward the prosperous. He is very busy and will have to take part in the campaign.
1896-09-13