Entrepreneur opens downtown club with additional entertainment hopes
Published 1:30 pm Wednesday, October 29, 2025
The building at 24 N. Main Street is a spot on the tour of Winchester due to its notable history.
However, it also proudly boasts of some new developments.
The Past Time Social Club and Cigar Lounge will now operate at the location, allowing those ages 21 and up to enjoy a unique and enjoyable experience right here in Winchester.
“We’ve lived here about two years in Winchester…we were looking to kind of broaden what people do. We have options,” said Jack Jarrell, owner of Past Time Social Club and Cigar Lounge. “One of the [things] that drew us to downtown Winchester was the entertainment district [and] being able to walk from place to place [to] support all the businesses in the community, whether it be the karaoke bar, Asian restaurants, the Italian restaurants, barbecue restaurants…we want to try to support all those businesses.”
On the second floor of the building, one can already see the environment set up for a convenient lounging experience.
Along with a series of cigar boxes from various brands, located inside a glass cabinet, numerous leather chairs, tables, and more are situated throughout the room.
Building owner Brenda Salyers, who leases the space to Jarrell, even has some of her personal art showcasing different areas of Winchester spread throughout the room.
To provide effective lighting, several lamps or pendant lights hanging from the ceiling provide ideal illumination.
Plus, as Salyers herself pointed out, hopes are high that rooftop seating will be available one day.
Jarrell pointed out that the building—formerly the site of Pastime Theater—made for an easy title.
“We call it the Past Time Social Club because of the Pasttime Theater and what happened here, and the importance of what this building means to Winchester,” he said. “You can’t let those things fade away.”
While already having one business up and running, Jarrell doesn’t want to stop there.
The first floor, where evidence of the old movie theater remains, will be used.
Presently, live music can be played.
Such was evident recently, along with a dance floor that, according to one Facebook video, invited others to “[c]ome dance the night away at the Past Time.”
Those entering the building could be immediately entertained at the walls, which showcased a poster of a fight between boxers Muhammad Ali and Mike Tyson, AC/DC’s “Highway to Hell” studio album, Gottfried Helnwein’s “Boulevard of Broken Dreams” painting, and much more.
Recently, a teen night—welcoming adolescents to play darts, dance, sing, eat popcorn, and more—also took place.
Jarrell has also expressed interest in the venue being used for comedy.
“We’re looking at opening an entertainment venue with comedy, live music, open mic night [and] stuff on that line to bring more people downtown,” Jarrell said. “[We’ve] got some poetry reading that’s scheduled, so [we’re] trying to bring some diversity to the nightlife downtown and give people options.”
Jarrell looks to move forward with an optimistic vision.
“[We’re] just glad to be in Winchester and hope to be [a] productive business here,” he said.
‘ The preceding article may include information circulated by third parties ’
‘ Some details of this article were extracted from the following source winchestersun.com ’
