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The Henry A. S. Dearborn collection (176 items) contains the correspondence of the Massachusetts politician and author Henry Alexander Scammell Dearborn, son of the Revolutionary War General, Henry Dearborn. The papers largely document his career as the collector of the Boston Customs House and include letters from prominent government officials in Boston, New York, and Washington, D.C. The papers also include 16 speeches, orations, and documents pertinent to Dearborn's horticultural interests, Grecian architecture, politics, and other subjects.

The Henry A. S. Dearborn collection contains correspondence (160 items) and speeches, reports, and documents (16 items) of the Massachusetts politician, and author, Henry Alexander Scammell Dearborn. The bulk of the Correspondence Series documents Dearborn's career as the collector at the Boston Customs House. Dearborn corresponded with government officials in Boston, New York, and Washington D.C. These letters largely concern his management of the customs department and political matters. Of particular interest are 22 letters from the French émigré, Louis Dampus, which constitute a case history of customs problems (May to November 1814). Most of these are in French. Also of interest are 11 letters between Dearborn and Thomas Aspinwall, United States consul to London. They discussed exchanging political favors, purchasing books in London, and, in the July 11, 1817 letter, President James Monroe's tour of New England and the North West Territory.

• James Leander Cathcart, United States diplomat, on the state of commerce on the Black Sea and his career as a diplomat with the Ottomans (June 8 and 12, 1818).
• Fiction writer and scholar William S. Cardell, regarding his election as member of American Academy of Language and Belles Lettres (October 30, 1821).
• Colonel Nathan Towson, paymaster general of the United States, on John C. Calhoun's political fortunes as a presidential candidate and the political ramifications of raising taxes (December 22, 1821).
• Harvard University Overseer and Massachusetts Senator, Harrison Gray Otis, on "St. Domingo's" (Hispaniola) terrain, agriculture, export potential, its white and black populations, and its importance, as a trade partner, to the French. Otis supported bolstering the United States' trade relationship with the island (January 17, 1823).
• Nathaniel Austin, regarding an enclosed sketch of "Mr. Sullivan's land," located near Charlestown, Massachusetts (April 13, 1825).
• Federalist pamphlet writer, John Lowell, about his illness that him unable to contribute to [Massachusetts Agricultural Society] meetings (June 5, 1825).
• Massachusetts Senator, James Lloyd, concerning funding the building of light houses in the harbor at Ipswich, Massachusetts (April 11, 1826).
• H. A. S. Dearborn to state senator and later Massachusetts governor, Emory Washburn, regarding the American aristocracy. He accused the Jackson administration of putting "the Union in jeopardy,” and dishonoring the Republic with an “unprincipled, ignorant and imbecile administration" (May 22, 1831). Dearborn also summarized many of his ideas on the political and social state of the Union.
• Abraham Eustis, commander of the school for Artillery Practice at Fort Monroe, commenting that the "dissolution of the Union is almost inevitable. Unless you in Congress adopt some very decided measures to counteract the federal doctrines of the Proclamation, Virginia will array herself by the side of South Carolina, & then the other southern States join at once" (December 27, 1832).
• The botanist John Lewis Russell, about a charity request for support of the Norfolk Agricultural Society (February 6, 1850).

The collection contains several personal letters from family members, including three from Dearborn's mother, Sarah Bowdoin Dearborn, while she was in Lisbon, Portugal (January 29 and 30, 1823, and January 27, 1824); two letters from his father, General Henry Dearborn (May 25, 1814, and undated); and one from his nephew William F. Hobart (November 8, 1822).

The collection's Speeches, Reports, and Documents Series includes 15 of Henry A. S. Dearborn's orations, city or society reports, and a copy of the Revolutionary War roll of Col. John Glover's 21st Regiment. Most of them were not published in Dearborn's lifetime. The topics of these works include the art of printing (1803), Independence Day (4th of July, 1808 and 1831), discussion about the establishment of Mount Auburn Cemetery (1830), education, religion, horticulture, Whig politics, and the state of the country. See the box and folder listing below for more details about each item in this series.