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Winchester dates from 1793, so the city can claim a colorful history of more than 200 years, and connections with Daniel Boone and the Civil War. History buffs and visitors interested in local culture, architecture, and the ever-present gorgeous scenery will find plenty of landmarks to tell the long and engrossing tale.
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Civil War Fort at Boonesboro – The Union army constructed this earthwork redoubt and manned it (at times with African American soldiers) to defend the ford and ferry at Boonesboro, and deter Confederate raiders, which included General John Hunt Morgan. Today, the road built by Union soldiers is a scenic walking trail with impressive views of the Kentucky River. Self-guided walking tours, or guided tours by appointment. 800-298-9105.
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Civil War Driving Tour – Take a couple of hours and travel Clark County’s scenic byways and back roads to significant Civil War locations: historic homes, cemeteries, fortifications, buildings, and other sites. Learn the story of the Hanson brothers, how three of them came to wear the Blue, while two wore the Gray. Get information at the Winchester-Clark County Tourism Commission, 2 South Maple Street, Winchester, KY 40391, or call 800-298-9105
 
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Guided Cell Phone Tours – Modern technology provides you with a knowledgeable companion as you explore Winchester’s past. Pick up a brochure at the Winchester-Clark County Tourism Commission, 2 South Maple Street, and for each point of interest, enter a corresponding number on your cell phone keypad. There are cell phone tours for downtown Winchester – on the national Register of Historic Places – and for the Civil War fort at Boonesboro. Call 859-592-9166 for complete details.
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Mural at Fort Boonesboro – Among the many reasons to visit the Civil War fort at Boonesboro is the impressive mural adjacent to the parking lot. The mural’s 12 colorful panels illustrate significant eras and events in the history of the area, including the era of Native Americans, Clark County’s first church, and commerce and industry through the centuries.
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Bluegrass Heritage Museum – The Romanesque revival building, one of the most distinctive in Winchester, is reason enough to visit this repository of artifacts and historical exhibits. Built circa 1895 and converted to a hospital in the late 1920’s, today the museum is home to photos, memorabilia, agricultural and military relics, a gift shop, and a highly regarded monthly lecture series. Visit www.bgheritage.com or call 859-745-1358 for information.
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Genealogy Room, Clark County Public Library – For those researching family histories, this is a fabulous source of information for Clark and surrounding counties, with records dating back to the 1700’s, decades of local newspapers, and best of all: a helpful, well informed staff. Call or visit online for details on the lecture series and other programs: www.clarkbooks.org or call 859-744-5661
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Stone Fence Driving Tour – As if the alluring scenery were not enough to draw you into rural Clark County, the stone fences that lace farms and pastureland make for an additional  fascinating and visually appealing attraction. Built according to methods brought to the area by Scottish immigrants in the 1700’s and 1800’s, the fences came to be associated with African American stonemasons, who made their own contributions to the construction technique. Pick up a brochure at the Winchester-Clark County Tourism Commission, 2 South Maple Street, learn how to spot the difference in turnpike, plantation, and edge-type fences, then go and enjoy the Central Kentucky scenery and these enduring examples of human ingenuity and sound engineering.