The first setÂtlers in this area came out from Virginia and North Carolina in 1775. Led by Daniel Boone under the banÂner of the Transylvania Company, they formed a pioÂneer comÂmuÂniÂty on the Kentucky River at Fort Boonesborough. Settlement on the east side of the rivÂer, now Clark County, began in 1779 with the estabÂlishÂment of John Strode’s and David McGee’s staÂtions. Kentucky sepÂaÂratÂed from Virginia in 1792, and Clark County was creÂatÂed that December, the 14th out of an evenÂtuÂal 120 counÂties, and named in honÂor of Revolutionary War hero Gen. George Rogers Clark.
First Courthouse
The counÂty court jusÂtices appointÂed by Gov. Isaac Shelby met for the first time in March 1793, at the house of John Strode. At their November sesÂsion the court votÂed to erect the pubÂlic buildings—a courÂtÂhouse, jail, stocks, and stray pen—on land owned by John Baker. The court directÂed the sherÂiff to let a conÂstruct conÂtract to the low bidÂder for “a cabÂbin with two rooms, one 20 feet square and the othÂer 10 by Twenty, one stoÂry high...of good oak or ash logs. The Flowers below to be laid with good sound punÂcheons, and the floor above to be laid of good sound plank loose laid down.”


John Baker was awardÂed the privÂiÂlege of namÂing the counÂty seat, which he called Winchester after his homeÂtown in Virginia. On July 22, 1794, the court met for the first time in the new courÂtÂhouse. Although there are no drawÂings of first courÂtÂhouse, detailed sketchÂes were recordÂed for the jail and stocks. Several Clark County pioÂneers left descriptions.
“Winchester had a courÂtÂhouse like a Tobacco house of open round logs in the midst of the cane.” James Stevenson
“The Court House was of open round logs on the hill with a cabÂin roof and a log parÂtiÂtion for a jury room. Old Judge Robert Clarke, the Governor’s father, underÂtook the pubÂlic buildÂings. A man that went to Virginia, talkÂing with someÂone there, said he would bet him a treat he couldn’t tell how much Clarke Court House cost. The perÂson was guessÂing $2,000 and $3,000. It cost just $16.” Benjamin Allen
It was said that peoÂple outÂside could watch the court proÂceedÂings by “peekÂing through the cracks between the logs.”
Second Courthouse
By 1795 the cabÂin court house could no longer meet the county’s needs. The jusÂtices adoptÂed detailed plans for conÂstrucÂtion of a new buildÂing. It was to be “42 Feet long and 30 wide; the founÂdaÂtion walls of which to be two feet thick of Stone laid 18 Inches below the surÂface of the ground and 18 Inches above, from thence of Brick 14 Inches thick, two stoÂries of 9 feet high each; a Chimney in the end of said House, with two fire places thereÂin suitÂable for Jury rooms; the Roof sheetÂed & Shingled with walÂnut or poplar heartÂed Shingles one Inch thick.”
The court room was to have a lobÂby with benchÂes for the pubÂlic and steps to a gallery, a bar for the lawyers, a box for the sherÂiff, and stairs to the seats for the jusÂtices. There were to be two jury rooms upstairs. An adverÂtiseÂment for conÂtracÂtors was placed in the state newsÂpaÂper of record, the Kentucky Gazette. The conÂtract went to Josias Bullock, brothÂer of the first counÂty clerk, David Bullock.
The court held its iniÂtial sesÂsion in the new buildÂing in October 1797. It was in this courÂtÂhouse that Henry Clay began his law pracÂtice. He setÂtled in Lexington in the winÂter of 1797, then on February 27, 1798, the 21-year-old Clay was admitÂted to the Clark County bar. This preÂdatÂed his license to pracÂtice in Fayette, obtained on March 20.
Clay also served as the deputy state’s attorÂney for Clark County, equivÂaÂlent to today’s counÂty attorÂney. Appointed to the post in April 1801, he prosÂeÂcutÂed crimÂiÂnal and civÂil casÂes before the counÂty justices—Robert Clark, John Martin and Original Young. He resigned the post in March 1802.
Third Courthouse
The May 1818 minÂutes of the counÂty court statÂed that the secÂond courÂtÂhouse had been razed. “The County Court House of Clark County havÂing been demolÂished by the order of this Court, it is ordered That this Court and the Clark Circuit Court hold sesÂsions of Court in the house occuÂpied by John Ward as a Tavern.”
Then at their July 1819 meetÂing, the counÂty court “Ordered that this Court and the Clarke Circuit Court hold their sesÂsions at the new Courthouse on the pubÂlic square untill furÂther orders of this Court.”
Their first sesÂsion at the new courÂtÂhouse was held August 23, 1819, although the buildÂing was not comÂpleteÂly finÂished at the time. While few details have been found in the minÂutes of the counÂty court, it appears that the courÂtÂhouse was comÂpletÂed by November 1821, when the folÂlowÂing item was listÂed in the counÂty levy.
“For finÂishÂing the new Courthouse, putting gutÂters and pipes of Copper to said Courthouse, enclosÂing the Courthouse yard with a fence—to be paid to Thomas G. Jones, Samuel M. Taylor, Chilton Allan & Samuel Hanson who are hereÂby appointÂed Commissioners to superÂinÂtend the same—$800.”
Soon afterÂwards, small brick buildÂings were put up on each side of the courÂtÂhouse, one for the counÂty clerk and one for the cirÂcuit clerk. I. N. Massie gave a vivid descripÂtion of the third courÂtÂhouse in his recÂolÂlecÂtions, “Winchester in Olden Times.”
“In my vision I see the old square brick Court House, with its one stoÂry brick offices for the clerks. Sam Taylor was Circuit Clerk and James Bullock was County Clerk. The first floor, or standÂing room, was paved with brick. The next room, about one-third of the court room, was fenced off with a palÂing fence to keep the peoÂple out of the jury rooms. Four large columns supÂportÂed the upper floor, which was dividÂed by a large hall, on both sides of which were rooms for juries to retire to make a verdict.”
Henry Clay made his last speech here in 1847 in the celÂeÂbratÂed will conÂtest of Joel Quisenberry’s heirs. After the wealthy Quisenberry died, his daughÂters brought suit to break his will on grounds of incomÂpeÂtence and undue influÂence by his sons. A verÂiÂtaÂble Who’s Who of attorÂneys repÂreÂsentÂed the parÂties. Henry Clay appeared for the plainÂtiffs (daughÂters). In his openÂing speech, Clay “alludÂed feelÂingÂly to the fact that fifty years before he had made his debut as an attorÂney at the bar of Winchester.”
Another Winchester native, I. N. Massie, recalled that when he was a boy “Alfred Bowren was jailor and did all of the pubÂlic whipÂping in front of the Court House. There was a block in front of the Courthouse where the ownÂers of slaves put up and sold them to the highÂest bidÂder at pubÂlic outcry.”
Fourth Courthouse
In the spring of 1852, a speÂcial committee—composed of “pracÂtiÂcal Mechanics, Stone masons, Brick masons, and house Carpenters”—inspected the courÂtÂhouse. Their report statÂed that they “found it to be in a danÂgerÂous and dilapÂiÂdatÂed conÂdiÂtion, with faulty founÂdaÂtion and bad superstructure.”

They conÂcludÂed that repairs were impracÂtiÂcal and recÂomÂmendÂed “that the present buildÂing be takÂen down and a new courÂtÂhouse erectÂed.” The court appointÂed comÂmisÂsionÂers to receive proÂposÂals for a new buildÂing, and ordered that the courÂtÂhouse walls be suitÂably propped up in the interÂim. That November the court acceptÂed the plans subÂmitÂted by John McMurtry.
McMurtry’s work is well known in Kentucky today. Both an archiÂtect and a builder, he designed and/or conÂstructÂed over 200 buildÂings, includÂing Lexington’s Botherum, Christ Church Episcopal, Elley Villa, Floral Hall, Sayre Female Institute and Loudoun House, just to name a few. He has been called the man whose work is most repÂreÂsenÂtaÂtive of 19th cenÂtuÂry archiÂtecÂture of cenÂtral Kentucky.

The court also hired McMurtry to conÂstruct the buildÂing, which was to be topped with a bell towÂer, clock and cupoÂla. McMurtry finÂished the new courÂtÂhouse in the fall of 1855. It was said that he underÂtook the work for the sum of $25,000, but it ultiÂmateÂly cost him over $40,000 to comÂplete. The counÂty awardÂed him an addiÂtionÂal $10,000, which still left him with a heavy loss.
The buildÂing has a stone founÂdaÂtion with brick masonÂry bearÂing walls supÂportÂing a wood-framed floor and roof sysÂtem. There is a finÂished sandÂstone cap on top of the founÂdaÂtion. The origÂiÂnal buildÂing was T‑shaped (before a 1938 addiÂtion) with the main entrance facÂing Main Street.
The counÂty jail stood behind the courÂtÂhouse. The stone jail was surÂroundÂed by an 18-foot-tall stone wall that gave the name to the adjaÂcent Wall Alley. The jail was locatÂed here until a new jail was built across Wall Alley in 1912. A sad affair occurred in March 1880 when “Ben Johnson, of colÂor, alias Plunkton, was takÂen from jail at midÂnight and hanged to a maple tree in the Courthouse yard.”
In 1923, the Clark County Historical Society pubÂlished a descripÂtion in the Winchester Sun.
“The present buildÂing, up till the time of its remodÂelÂing about thirÂty-four years ago, was surÂroundÂed in front and on the north and south sides by a tall iron fence with a douÂble iron gate in front, swung on heavy conÂcrete pilÂlars. This fence and the gates and pilÂlars now adorn the front of the resÂiÂdence and grounds of Mrs. Susan G. Anderson. [The fence stands today at 245 S. Main St.]
“In one corÂner of the Court House yard was locatÂed the pubÂlic well and in the othÂer corÂner a large cisÂtern, both of which were freely used by the genÂerÂal public.
“Shortly after the comÂpleÂtion of the present buildÂing William Lindsay and Daniel Scott plantÂed maple trees in the front yard of the Court House and they soon attained large size and affordÂed grateÂful shade in the warm months to the citÂiÂzens and offiÂcials who were wont to conÂgreÂgate around the Court House and disÂcuss the events of the day.
“Up to and includÂing the year 1877, theÂatriÂcal enterÂtainÂments were freÂquentÂly held in the court room on a temÂpoÂrary stage erectÂed each time for the perÂforÂmance, on the south side of the court room.
“In the year 1889 it was decidÂed by the Justices to remodÂel the buildÂing and place the court room upstairs where it is now locatÂed, the secÂond stoÂry before that havÂing been occuÂpied by jury rooms and rooms for the clerks of the County and Circuit court.
“The origÂiÂnal towÂer or cupoÂla on the present buildÂing was an addiÂtionÂal stoÂry taller than it is now and was surÂmountÂed by a large gildÂed globe or ball about two feet in diamÂeÂter, though it appeared from the street to be only about the size of an orange, and this in turn was surÂmountÂed by a large weathÂer vane which all the oldÂer inhabÂiÂtants observed daiÂly for indiÂcaÂtions of a change in weather.
“Clark counÂty was notÂed throughÂout all Eastern and Central Kentucky as havÂing the finest pubÂlic buildÂing in the State, outÂside of Louisville.”

As menÂtioned above, the origÂiÂnal towÂer was replaced in 1889 with one designed by E. N. Lamm. The posiÂtion of the clock was raised to proÂvide betÂter visÂiÂbilÂiÂty from the ground. The towÂer had a brick base, a louÂvered colÂumn surÂround secÂtion, a clock secÂtion and finalÂly the cupola.
In 1938 the courÂtÂhouse was remodÂeled under the direcÂtion of John Gillig, one of the best archiÂtects then pracÂticÂing in Kentucky. Gillig’s large addiÂtion on the west side of the courÂtÂhouse turned the T‑plan into an H‑plan. The design and mateÂriÂals match the old secÂtion, and with the brick paintÂed white the addiÂtion is not readÂiÂly apparÂent. A new baseÂment entry was added along with a twin curved stairÂcase to the first floor.
Over the years the courÂtÂhouse was the home for a numÂber of local agenÂcies, includÂing the health departÂment, coöperÂaÂtive extenÂsion office, emerÂgency serÂvices and a library. The courÂtÂhouse was listÂed on the National Register of Historic Places in 1974.
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In 2017 Clark County Fiscal Court approved a meaÂsure to replace the clock towÂer that had become unstaÂble over the years. The folÂlowÂing year a new clock towÂer was raised—topped by a gildÂed dome.
The Courthouse Today
The hisÂtoric courÂtÂhouse today housÂes offices of the Clark County Judge Executive, Treasurer, County Clerk, PVA, and Geographic Information Services. The Fiscal Court Room, on the first floor, is lined with porÂtraits of our past counÂty judges. Circuit Court Room, jury room, law library and cirÂcuit judge offices are on the secÂond floor. The walls of the Circuit Court Room are graced with a porÂtrait gallery of notable persons—Gen. George Rogers Clark, Gov. James Clark, Chief Justice James Simpson, sculpÂtor Joel Tanner Hart and numerÂous others.

The first floor hallÂway has a bust of Daniel Boone and a porÂtrait of Boone at Pilot Knob, both by Jack Hodgkin. At the front entrance are plaques comÂmemÂoÂratÂing Clark County Revolutionary War vetÂerÂans and the City-County Joint Resolution on Racial Harmony. The courÂtÂhouse lawn is home to three Kentucky Historical Markers (Clark County Courthouse, County Named 1793, Confederate Raids in Kentucky), a Doughboy monÂuÂment, a Vietnam Memorial, the old courÂtÂhouse bell, and a map of the Winchester African American Heritage Trail.
The counÂty has nevÂer sufÂfered the loss of a courÂtÂhouse by fire and, thus, counÂty records—from the beginÂning in 1793 until today—are essenÂtialÂly intact, surÂprisÂing givÂen that that recordÂkeepÂing began in a log cabin.

