The printing history of Kentucky begins with the August 11, 1787, issue of a Lexington newspaper, The Kentucke Gazette. John Bradford of Fauquier County, Va., established this paper in partnership with his younger brother, Fielding. They purchased their press at Philadelphia in the spring of 1787 and transported it to Lexington by way of Pittsburgh, where the first press to cross the Alleghenies had been active since the preceding summer.[38]

The earliest Kentucky imprint in the Library of Congress is The Kentucke Gazette for March 1, 1788. Like five other issues of the paper, available at the Library in facsimile, this original issue opens with "Extracts from the journals of a convention begun and held for the district of Kentucky at Danville in the county of Mercer on the 17th day of September 1787." The extracts are resolutions looking towards the separation of Kentucky from Virginia, and the following one accounts for their publication in this paper:

At a time for important decisions The Kentucke Gazette served as a means of airing different opinions on statehood, independence, and constitutional questions. A long second portion of this March 1 issue is an essay on liberty and equality signed by "Republicus." Critical of certain sections of the proposed Federal Constitution, he opposes a bicameral legislature, fears undue influence of the Congress over State elections, and denounces any condoning of slavery. The remainder of the issue includes an announcement of the ice breaking up on the Ohio River, a report of an Indian raid, and an advertisement in this vein: "I have been told that a certain Jordan Harris asserted in a public and very positive manner, that I had acknowledged myself a liar and a scoundrel in a letter to maj. Crittenden." The writer, Humphrey Marshall, concludes that if said letter is published, "the public will then see who is the liar and the scoundrel." This early issue bears the name of the subscriber Richard Eastin, one of the first justices of the peace in Jefferson County.[40]

The Library's only other examples of Kentucky printing from 1788 are eight additional issues of the Gazette, for November 8 through December 27, which have been detached from a bound volume and are still joined together. These belonged to Walter Carr, who was serving as a magistrate in Fayette County by 1792 and who in 1799 attended the convention to form the second constitution of Kentucky.[41] Nothing more can be ascertained about the acquisition of these holdings than that the March 1 issue is first listed in the 1912 edition and that the later issues are first listed in the 1936 edition of A Checklist of American Eighteenth-Century Newspapers in the Library of Congress.