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The Windham County Historical Society was founded in July 1935 at Mortlake, the summer home of Mrs. Theodore Roosevelt in Brooklyn, Connecticut. Its purpose was to encourage the study and collection of all types of material and information of historical value to Windham County.

Correspondence chiefly between Frederick Wolcott (1767-1837), his wife Elizabeth (Betsey) Huntington Wolcott (1774-1812), his brother Oliver Wolcott (1760-1833) who served as Secretary of the Treasury and Governor of Connecticut, and Jabez W. Huntington (1788-1847) who served as a U.S. Senator from Connecticut. Topics include domestic news, local, state, regional and national politics, business affairs, church activities, trade with China and the merchant vessel Trident, raising merino sheep, and manufacture of woolen cloth.

The Woodruff Collection primarily documents the personal life and professional career of George Catlin Woodruff, who not only practiced law for several decades in Litchfield but also served as Litchfield's postmaster and held elected positions both locally and in the United States Congress.

The Works Progress Administration (W.P.A.) was established in May 1935 as a central organ of control for the relief projects supported by the United States Government. In Connecticut, Offices were opened in New Haven, with later district offices in several other cities.

The collection contains administrative records, correspondence, fliers, notes, and transcripts related to the World Education Fellowship from 1969-1992.

The Mansfield Chapter of the World Federalist Association, the oldest continually operating chapter in the U.S, celebrated its fortieth anniversary in 1988 with approximately 120 members. It is a non-profit, tax-deductible, educational organization, whose basic objectives are the abolition of war and the establishment of a world authority or authorities capable of insuring world peace through enforceable world law and the equitable regulation of world issues without resort to the use of arms. In 1949, the chapter asked for a state legislature resolution calling for a federal constitutional amendment that would enable the United States to join a world government.

The World War II Collection contains information relating to the participation in and experiences of Georgetown residents during World War II.

The World War I Collection contains information relating to the participation of Georgetown residents in World War I.