The Parking Lots of Winchester, part one

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Estimated time to read:

4–6 minutes

A tour of places no longer there

This is part one of a three-part series.

As you walk or dri­ve around Winchester, you will notice we have many park­ing lots, dri­ve-thru lanes and oth­er paved areas down­town.  Some of these were once occu­pied by archi­tec­tural­ly sig­nif­i­cant or his­tor­i­cal­ly impor­tant homes and busi­ness­es.  Some of the struc­tures sim­ply out­lived their use­ful­ness and could not be eco­nom­i­cal­ly repur­posed.  Other build­ings, how­ev­er, fell vic­tim to neglect as own­ers failed to pro­vide need­ed struc­tur­al repairs and main­te­nance.  There were also a num­ber of per­fect­ly good build­ings that were razed specif­i­cal­ly to pro­vide park­ing lots.  I picked out 17 park­ing lots to include here.  There are many more, of course, but I only used those for which we have pic­tures of the build­ings that once stood on them. 


C&O and L&N Passenger Depot

The build­ing that caused the great­est uproar in Winchester when it was razed was the old rail­road sta­tion on Depot Street.  The depot was built in 1907 as a joint pas­sen­ger sta­tion for the C&O and L&N rail­roads.  The Kentucky Heritage Commission declared that the sta­tion “is one of the rich­est and most authen­tic in detail in addi­tion to being the ear­li­est of its type in Kentucky.” 

Demolition of the C&O and L&N Passenger Depot, 1981
Demolition of the C&O and L&N Passenger Depot, 1981

By 1981, the old depot sat unused, and the city was nego­ti­at­ing with L&N offi­cials about acquir­ing the build­ing.  A devel­op­er had expressed inter­est in con­vert­ing the sta­tion into a restau­rant.  The front page sto­ry in the Winchester Sun for Monday, July 27, 1981, report­ed that “an L&N crew, begin­ning before day­light on a fog­gy Saturday morn­ing, lev­eled the build­ing.”  The depot was destroyed with­out notice and “came as a com­plete sur­prise to cit­i­zens and offi­cials alike.”  The site now pro­vides park­ing for the Winchester/Clark County Farmers’ Market.


Jones & Gay Warehouse

Jones & Gay Warehouse
Jones & Gay Warehouse

W. M. Jones and David S. Gay were pro­pri­etors of the three-sto­ry brick ware­house shown here (1889).  This ware­house stood on Main Street on a sid­ing of the Newport News and Mississippi Valley Railway (lat­er the C&O Railroad). 

The facil­i­ty stored hemp seed, blue­grass seed, and grain (capac­i­ty of 80,000 bushels) and was also equipped for clean­ing seed. 

“Jones & Gay have a very com­plete ware­house for stor­age of hemp, wheat, and oth­er pro­duce.  They have con­nect­ed with their estab­lish­ment a hack­ling house where their hemp is cleaned and pre­pared for mar­ket.  They do an immense business.” 

The ware­house burned in 1905, destroy­ing the machin­ery and $15,000 worth of blue­grass seed.  The site now serves as the park­ing lot for WMU.  David S. Gay lived on an estate on Lexington Road.  His love­ly home on the place, Breeze Hill, was razed a few years ago.


G. L. Wainscott Bottling House

G. L. Wainscott Bottling House
G. L. Wainscott Bottling House

In 1899, G. Lee Wainscott pur­chased a store­house and lot on Main Street, just south of the C&O Railroad.  Here in 1902, Wainscott start­ed mak­ing can­dy and bot­tling soda water.  He soon intro­duced a num­ber of fruit-fla­vored drinks. 

In 1906, he began bot­tling and sell­ing Roxa Kola, sup­pos­ed­ly named after his first wife Roxanne.  After the drink became pop­u­lar in the area, Wainscott start­ed sell­ing syrup to oth­er bot­tlers.  There were Roxa Kola plants in Lexington, Irvine, Beattyville, Georgetown, Cynthiana, and Carlisle, each with its own licensed territory. 

Wainscott achieved his great­est suc­cess mar­ket­ing anoth­er soft drink, Ale-8-One, launched in 1926.  In 1935 he moved his fac­to­ry to a two-sto­ry brick build­ing on Broadway.  This flour­ish­ing local busi­ness, owned and oper­at­ed by the Rogers fam­i­ly, now has a mod­ern bot­tling plant on Carol Road. 

The site on Main Street is the park­ing lot for the U.S. Post Office.


St. George Hotel

St. George Hotel
St. George Hotel

When it opened on the evening of February 3, 1904, the St. George Hotel was pro­claimed “the finest hotel in Winchester.”  Just one block from the train sta­tion, the St. George pros­pered from the grow­ing num­ber of rail­road trav­el­ers com­ing through Winchester at that time. 

Ground floor busi­ness­es includ­ed a drug­store, café, bil­liard par­lor, bar­ber shop, cig­ar stand, and bar.  The St. George was remod­eled and ren­o­vat­ed numer­ous times.  In lat­er years, how­ev­er, it was allowed to dete­ri­o­rate and became run down. 

Close-up of the plaque on St. George Hotel
Close-up of the plaque on the St. George Hotel

The end final­ly came on June 26, 1987, when the hand­some old hotel was torn down to make room for the new post office build­ing and its park­ing lot.

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J. W. Hollar’s Grocery — Dr. O. R. Venable’s Office

J. W. Hollar’s Grocery - Dr. O. R. Venable’s Office
J. W. Hollar’s Grocery — Dr. O. R. Venable’s Office

A pair of build­ings stood at Main and Washington where the Dairy Queen park­ing lot is locat­ed now. 

The white build­ing on the left was the Hollar Grocery.  J. W. Hollar came to Winchester from Nicholas County in 1889 and opened a gro­cery on this cor­ner five years lat­er.  After his death in 1936, his son William and two spin­ster daugh­ters, Cora and Klein, car­ried on the busi­ness until 1968, mak­ing Hollar’s an insti­tu­tion on North Main for near­ly 75 years.  According to the late Kathryn Owen, the build­ing had been erect­ed in 1812, plac­ing it among the old­est in the city. 

The red brick build­ing on the right housed the prac­tice of Dr. O. R. Venable from 1889 until his death in 1920.  Doctor Venable, a Georgia native with a med­ical degree from the University of Michigan, was an eye, ear, nose, and throat specialist.


Be sure to check back next week for the sec­ond install­ment of this series. 


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