Lexington's East End Walking Tour

Before the Civil War, the land on which the East End neighborhood now resides was mostly dotted with large estates owned by Lexington's elite. These estates, on the outskirts of the then-smaller city, sat on large tracts of land. After the Civil War, these large parcels were divided into smaller parcels to create neighborhoods for recently freed African Americans to rent, purchase, and build housing. The East End, as we know it today, was once a collection of these neighborhoods, small sections named "Gunntown," "Kinkeadtown," and "Goodloetown," to name a few. Thanks to the talented and driven Black professionals in the neighborhood, it was also a center for the creation and growth of the racing industry in Kentucky.


Take this tour to learn about the prominent doctors, builders, and jockeys who made the thriving East End their home. By casting a spotlight on these individuals and the environment they inhabited, this tour emphasizes the East End’s core role in Lexington’s history and stresses the necessity (and urgency) of its continued preservation.

Lexington's East End Walking Tour: Start Here

As you begin your tour, please enjoy the Blue Grass Trust's recording of Frank X Walker reading his poem, "Ode to the East End." The poem is displayed as a mural on the side of the MET at 576 E. Third Street and functions as the beginning of this…

Murphy House Lot and Murphy Memorial Garden

In the late nineteenth century, Isaac Murphy was the highest-paid jockey in the United States and had the best win percentage in Thoroughbred-racing history. He was a frequent rider of magnate James Ben Ali Haggin’s horses, including the famed…

Kentucky Association Race Track

In 1826, the Kentucky Association for the Improvement of the Breeds of Stock was established “to improve the breed of horses by encouraging the sports of the turf.” Fifty members of the group met at Mrs. Keen’s Inn to foster the industry that would…

Ansel Williamson

Ansel Williamson was sold to A. Keene Richards of Kentucky after working as an enslaved trainer in Alabama. He was later sold to the owner of Woodburn farm, Robert A. Alexander. After emancipation he was employed as a trainer to H. Price McGrath,…

Courtney Mathews House

Built around 1903 by J. T. Christian, a produce merchant and manager of the Lexington Cold Storage Company, this unusual house is composed of rough-hewn sandstone blocks. Subsequent owners included K. C. Kirtley, an occasional saloon keeper and movie…

African Cemetery No. 2

The African Cemetery No. 2 was originally established in a rural setting and was known as the old Union Benevolent Society No. 2 Cemetery. 159 African Americans critical to the horse industry are buried in this cemetery, as well as 121 Civil War…

Dunbar High School

The parcel on N. Upper St. where the Dunbar Community Center is presently situated has contained several notable buildings over the past century. In 1901, it was the location of the Blue Grass Commission Co. Feed and Meal Mill; by 1907, the Society…

Shiloh Baptist Church

Fifth Street Baptist, a white congregation, began as a mission church in 1888 for a presence in the newly developing northside section of the city – north of Fourth Street and east of Limestone. But times change and church buildings receive new…

Palmer Pharmacy

Dr. Zirl Augustus Palmer was born in 1920 in Bluefield, Virginia. He attained a BS in chemistry from Bluefield College and sought to further his studies in the field of pharmacy in neighboring West Virginia. But at the time, African Americans were…

Constitution School

In 1904, the Trustees of the Colored Public Schools petitioned the city council to use funds from taxes paid by African Americans to build the East End’s Constitution School (also known as Colored School No. 2). The resultant brick, vaguely…

Kinkead House / Kinkeadtown

The Kinkead House was built as a two-story, single-family 1840s Greek Revival dwelling. Alterations that occurred during the Kinkead family’s long occupancy included a third-floor attic addition in the Italianate style and a two-story ell extension…

Dudley Allen

Dudley Allen (1845-1911) lived at 416 Kinkead Street in Kinkeadtown (now roughly Hummons Avenue). Born into slavery in Lexington, Kentucky, Allen eventually served in the Army with Company M of the 5th U.S. Colored Cavalry, 1864-1866, as a…

Old Episcopal Burying Grounds

Purchased in 1832 by Christ Church, the Old Episcopal Burying Grounds (OEBG) is Lexington’s oldest surviving cemetery. The old graveyard has been called “Lexington’s Westminster Abbey” due to the many famous citizens buried here. No one has been…

The Lyric Theatre

The Lyric Theater opened in 1948, originally built as a movie-house in the Art Deco style. It quickly became a cultural icon and fostered the height of entertainment for Lexington’s African American community. It hosted movies, fashion shows,…

Les McCann

Born in 1935, Les McCann grew up watching his father draw on their front porch after work in the evenings and listening to opera with his mother while she cleaned and sang along. The family resided in a small, one-story, wood frame house at 580…

Deweese Street

Deweese Street, often called the “do as you please street”, was, by the late 1800s, the center of culture for the East End and the site of numerous prosperous African-American businesses. The Lyric Theater and Sterling Barbershop are two such…

Perry House

In 1880, Clara Perry purchased two adjoining lots on what was then Vertner Ave from Winn Gunn and Samuel A. Cairns for $320 apiece. The late Italianate, brick house on the property was built shortly thereafter. Here, Clara resided with her husband,…

Edward Dudley Brown House

The Blue Grass Trust plaque property at 234 Eastern Ave (formerly 140 Vertner Ave) has a rich history associated with the horse-racing industry.This parcel once formed the eastern boundary of Gunntown, a settlement composed largely of formerly…

Luxon House

In 1866, builder and brickyard owner G. D. Wilgus purchased 11 acres of land in the East End from William McCracken, who had inherited the parcel from his brother, John, three years prior. At this time, Wilgus was in business with T. C. Luxon, with…

Winn Gunn House / Gunntown

City surveyor and engineer William A. Gunn built this Italianate residence in 1866 for his uncle, Winn Gunn, a wealthy farmer and ardent Union supporter who moved to Lexington after the Civil War. Winn proceeded to subdivide the 14 acres behind his…

Dr. Thomas Wendell House

The exuberant “Free Classic” Queen Anne house at 335 E. Third Street was built around 1900 by Thomas Jones, a bartender. Richly ornamented, it features brick corbelling, rough-hewn stone lintels, and carved wooden spandrels and panels. From 1907…

Greater Liberty Baptist Church

The brick church at 330 Chestnut Street was constructed in 1889 as a joint enterprise between the College of the Bible and the Broadway Christian Church, which was at capacity. It replaced a cottage on the site that was previously used for worship.…

Ellen Davis House

This brick cottage with an unusual rounded bay was built around 1880 by Annie Welsh, who had acquired the bulk of the lots on the west side of Chestnut Street from G. D. Wilgus in 1876. When the house was put up for sale as the result of a lawsuit in…

The McCracken Wilgus House

For much of the nineteenth century, the well-camouflaged plaque property at 327 Wilgus Avenue (then 285 East Third) was the sole dwelling in its neck of the woods. The deed records do not confirm its build date, but according to its National Register…

Grafton Graham House / Goodloetown

The African-American population in Lexington more than doubled between 1860 and 1870. This was due largely to recently freed people migrating from rural areas to more urban areas. In response to this influx, landowners and developers created urban…

Shotgun Houses

Shotgun houses were commonly built in developing African American neighborhoods after the Civil War. They generally have a gabled front porch and two or more rooms laid out in a straight line with rooms directly connected. It was said a bullet shot…

503/505 East Third Street

In the early twentieth century, brick houses associated with two prominent East End residents - John Caulder and William Perkins - stood on this site. Caulder, who lived at 505 East Third Street, was the principal of Constitution Elementary…

James "Jimmy" Winkfield

Winkfield raced in the United States from 1899 to 1904. He won 161 races in 1901 alone. When Jim Crow injustice finally reached the racetracks, like many other African American jockeys, it eventually forced him off the tracks. Winkfield was the last…

The Charles Young Park and Community Center

Both the Charles Young Park and its community center were listed on the National Register of Historic Places in 2016. In 1930 the city of Lexington purchased the lot that would become the second public park to honor African Americans. The park was…

Book of Genesis, East End Chapter

Limestone filtered waters and tall grass meadows sustained buffalo and deer and fowl. The happy hunting grounds nourished and fedthe Paleoindians who begat the Shawnee, the Chickasaw and Cherokee who were forced out by the settlers who built…