Map of New York City, covering all of Manhattan and much of Brooklyn, Queens, and the Bronx (Morrisania) as well as adjacent parts of New Jersey. Ferry lines, streets, boroughs, community districts, and neighborhoods are also labeled. The map includes a red overprint of four Manhattan Elevated Railway lines in Manhattan and the Bronx. The sides and back of the map also include extensive directories of churches, financial institutions, insurance companies, and public officials collected January 1, 1891. Relief shown in hachures. No scale information given.

Letter from Theodore Roosevelt to T. A. Bledsoe discussing the various types of men he had in his regiment and how he only cares about the character of men and not where they come from. The letter is written on paper with a Rough Riders Association header, which lists T. A. Bledsoe as the president.

Letter from T. A. Bledsoe to Theodore Roosevelt congratulating Roosevelt on his election to Governor of New York and expressing gratitude for his contributions as a member of the Rough Riders Association. The letter is co-signed by secretary Bruce E. Oliver.