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Theodore Roosevelt updates his sister Anna on his hunting trip, which has been very hard but enjoyable. Roosevelt will return to New York soon. He will get back to work on writing his book and will help with the presidential campaign if need be.
1888-09-18
Theodore Roosevelt informs his sister Anna that he has returned home from his North Dakota ranch where he made good sales of his cattle. He will be leaving again soon to campaign in the Midwest, and Edith will accompany him on the trip. Both of the children, Alice and Ted, are doing well. Roosevelt will be writing a piece on New York.
1888-10-05
Theodore Roosevelt consults his sister Anna about enclosed correspondence. He wants to know if he should give, and if so, how much. He also says he cannot afford to “halve” the check she sent Uncle Jimmie but will give her $100 a year toward it.
1888-11-20
Commissioner Roosevelt updates his sister Anna on recent happenings regarding his work with the Civil Service Commission.
1889-02-06
Civil Service Commissioner Roosevelt tells his sister Anna that he will see her at Sagamore Hill.
1889-05-15
In this excerpt from a letter to his sister, Anna Roosevelt Cowles, Theodore Roosevelt writes of a visit from Henry Cabot Lodge, ending with a comment concerning the importance of the Western states in the upcoming presidential election.
1896-06-28
Theodore Roosevelt writes of his honeymoon with Alice Lee Roosevelt to his sister Anna. He describes climbing Mount Pilatus in Munich with two German students and confusing Saturday for Sunday. He has not had any trouble other than mistaking a cavalry officer for a railway porter.
1881-07-19
Theodore Roosevelt writes to his sister Anna about his mountain climbing experience on the Matterhorn during his honeymoon with Alice Lee Roosevelt. He expresses how difficult it was, but also how refreshing it felt.
1881-08-05
Theodore Roosevelt continues to inform his sister Anna of his honeymoon travels with Alice Lee Roosevelt. He describes coming down the Rhine and seeing “robber knight” castles. At Cologne, they met General and Mrs. Cullum who introduced him to Colonel Baldwin. He begins to wonder if he will find everything in life “too big for him.”
1881-08-21
Theodore Roosevelt writes his sister Anna that he will be coming to stay with her soon and that he has something very important to tell her.
1880-01-28
Theodore Roosevelt writes his sister Anna that he is trying to keep his engagement to Alice Hathaway Lee a secret until Saturday and that his brother Elliott is coming to visit. He wants to know which train Anna will be coming on.
1880-02-10
Theodore Roosevelt writes his sister Anna about his honeymoon with Alice Lee Roosevelt in Ireland, traveling around and touring the area. Roosevelt describes many of the places they have been to visit and gives descriptions of what he saw, including Bray, the Wicklow Mountains and Powenscourt Manor. He informs his sister they will be traveling to Liverpool next.
1881-05-26
Theodore Roosevelt continues to write to his sister Anna on honeymoon in Italy with Alice Lee Roosevelt. He describes the pigeons in Venice, the gondolier and the cathedral. He also tells her that he has been practicing his Italian and seems not to be having too much trouble communicating. They head to Como next.
1881-06-23
Writing from Samadan in Croatia, Theodore Roosevelt informs his sister Anna of his and Alice Lee Roosevelt’s continuing travels on their honeymoon. He describes their first “alpine travel” and says they enjoyed Switzerland the most so far. He reminisces about traveling with Anna in Switzerland in their youth.
1881-07-03
Theodore Roosevelt updates his sister Anna on where he is at in his travels with his brother Elliott. He reminds his sister of a list of things he needs sent to him in his travel bag. Roosevelt also describes his view of Chicago and going shooting.
1880-09-02
Theodore Roosevelt writes about his hunting trip with his brother Elliott to his sister Anna. After hunting in Iowa they have decided to move to Wisconsin. He says when they will be returning and asks that his sister please send his belongings.
1880-09-12
Theodore Roosevelt writes his sister Anna that he is very happy, and describes how he and his new wife Alice Lee Roosevelt have been spending their honeymoon in Oyster Bay, New York. He says that they will be making a trip to New York City soon, but he needs to find somewhere to stable his horse.
1880-11-10
Theodore Roosevelt has sent some tintypes to his sister Anna so she can see the girls he so often talks about. He describes each of the tintypes and who is in them. He makes sure to stress that his sister must send them back. He asks her and Bessie to come visit.
1879-05-20
Theodore Roosevelt reports to his sister Anna he has finished all of his examinations for the year. He believes he did fairly well, though not as well if he had not spent so much time at Chestnut Hill. He explains that he will be home in a short time, but will have to go to Mt. Desert as he promised Jack.
1879-06-16
Theodore Roosevelt writes his sister Anna that he has arrived at Island Falls after leaving Chestnut Hill. Roosevelt and some friends are going to explore Maine. He asks his sister to make sure his stuff is returned to Harvard when he arrives.
1879-08-25