
Downtown Winchester is welÂcomÂing a new storeÂfront, eager to serve up comÂmuÂniÂty conÂnecÂtions alongÂside a servÂing of banana pudÂding. The Winchester CafĂ© is aimÂing to open this sumÂmer, bringÂing along many surprises.
Valerie Smaldone and Monty Hobbs, co-founders and execÂuÂtive proÂducÂers of Just Do GOOD Entertainment, have selectÂed Winchester as the backÂdrop for their award-winÂning teleÂviÂsion series, Finding Kindness.
The show feaÂtures celebriÂty guest hosts, and the first host has already been signed on. It’s a name familÂiar to Kentuckians: Grammy Award-winÂning counÂtry music icon Crystal Gayle.
“I’m honÂored to be part of a project that celÂeÂbrates kindÂness and comÂmuÂniÂty,” said Gayle. “Returning to the state where I was born for someÂthing so posÂiÂtive and upliftÂing makes it even more special.”
With the filmÂing comes the excitÂing estabÂlishÂment of The Winchester CafĂ©.
The cafĂ© ownÂers are hopÂing to get the space ready enough for its preÂlimÂiÂnary inspecÂtion by the end of July and to open someÂtime in August. When the cafĂ© doors finalÂly open, they will serve breakÂfast and lunch from 6 to 2 every day.

Planning to serve up Southern clasÂsics like banana pudÂding and ham bisÂcuits, The Winchester CafĂ© is hopÂing to be a tourist desÂtiÂnaÂtion withÂin our small town. They are also aimÂing to cater to tourists by incorÂpoÂratÂing local Kentucky art and hisÂtoÂry into the dĂ©cor.
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“We want this to be more than a place to get a hot dog, but also a spot for the comÂmuÂniÂty,” said Hobbs.
Hobbs and Smaldone have high expecÂtaÂtions for the renÂoÂvaÂtion of the space, which once belonged to Cheesecake and Company and, more recentÂly, to Thee Cake Carpenter. Instead of the forÂmer bright pinks, The Winchester CafĂ© will be remÂiÂnisÂcent of old-school dinÂers, with neuÂtrals balÂanced out with the glow of neon signage.
A bilÂliards table will take up resÂiÂdence in the cafĂ©, accomÂpaÂnied by pool memÂoÂraÂbilÂia on the wall behind it. With this addiÂtion, along with local art, Smaldone and Hobbs truÂly want to inteÂgrate a sense of comÂmuÂniÂty into the space.
But a pool table and local art are not the only surÂprisÂes Smaldone and Hobbs have set in store. Starting in July, they will welÂcome celebriÂties into town. With these celebriÂties come minor accomÂmoÂdaÂtions in the cafĂ©. If an NBA playÂer shows up to dine at The Winchester CafĂ©, there just may be a basÂketÂball goal in place of the pool table.
With a heart focused on highÂlightÂing Kentucky herÂitage and caterÂing to Winchester tourism, The Winchester CafĂ© hopes to add to the unique charm of the othÂer great eaterÂies in town.


