The bulk of letters are from 1910 to 1912. The letters are mostly between Stockwell and her parents. There are also several letters (including wedding invitations) from other family members, some during the summer from Smith friends. The friend from whom there is the most correspondence is Stockwell's roommate Ruth Benjamin (?), Class of 1912. Letters post-1912 are mostly from former students, but there is correspondence with her family as well.

The letters deal with a wide variety of topics. They provide a picture of daily life at home and at college, including descriptions of what Stockwell and her friends in Hubbard House did for fun and her worries about exams and spending money. She mentions Smith traditions such as Mountain Day, the Junior Frolic and Glee Club Concerts, and important individuals such as President Laurenus C. Seelye. Several of the letters also discuss topics of broader historical interest, including a detailed description of her work as a nurse in a New York City Hospital during the 1918 Flu Epidemic, letters from friends serving in World War I, and others which describe the anxieties of the war. She also mentions attending suffragist meetings and seeing an exhibition on child abuse put on by Hull House.

The collection also contains memorabilia from Stockwell's years at Smith, including a commencement program, tuition bill, calling cards, and photographs.