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Gaylord discusses his life in the southern United States and his enlistment in the 1st Regiment of the Tennessee Infantry, Band Company.

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Gaylord describes his voyage to the Philippine Islands, includes a newspaper clipping and details the positions of the US Army around Manila.

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Gaylord states that he is grateful to go to war and mentions Colonel W. C. Smith. Includes a hand-drawn map of Manila Bay, the Navy Yard, and various American military instillations.

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Letter discusses the transfer of troops to Iloilo, the death of Colonel W. C. Smith, and the dissolvement of Band Company.

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Letter describes the victory at Iloilo city and the burning of the city by insurgents.

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Letter describes the sickness and poor medical facilities. Also includes an example of Asian writing.

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Discusses smuggling of cigars to America and describes the local people.

Scope and Contents From the Collection: This collection contains the outgoing correspondence of Leon C. Gaylord to his friend Ed H. Stanard and to his sister Eva Gaylord Westfall while he served in the Philippines from 1898 to 1900 during the Spanish American War. His correspondence, primarily to Stanard, describes in detail his role in the military, various battles he participated in, troop moral, general conditions in the Philippine Islands, and other similar topics. His letters specifically mention the capture of Iloilo Island...

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Letter discusses Leon's desire for a promotion.

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Letter discusses in detail Leon's participation in a Battle of Muntinlupa. He discusses the firefight and how the enemy's position was shelled.