Pittsburgh Winery

08/14/2026

Our final shows in the Tasting Room and Cellar tonight and tomorrow. Join us for one last glass! Tickets for this weekend's shows are available online and at the door. Last Call with Kevin Garrett & Jimbo Jackson this Saturday will be $20 cash at the door.

Thank for your patronage.

08/06/2026

🚨 JUST ANNOUNCED 🚨 By now you've likely heard that we're hanging it up for good. Sad, to be sure. But we wanted to go out with one last hurrah ~ featuring a happy hour Tasting Room performance by Mike Marks (5pm) followed by Kevin Garrett & Jimbo Jackson in The Cellar at 8pm! There are no presale tickets for these shows ~ just $20 cash at the door. Click below for more info.

Info: Last Call: Kevin Garrett & Jimbo Jackson - 8/15 at The Original Pittsburgh Winery

08/01/2026

TONIGHT!

Join us for this incredible collaboration of Lyndsey Smith & BigJus Short + Steeltown Horns & Deezil Money as they grace our stage and venue one last time!

🎫 still available online until 8pm and tickets will be available at the door starting at 7pm!

Stop into the Tasting Room today from 12pm to 9pm to grab some wine and see the space before we close on August 15th.

07/24/2026

07/23/2026

🚨 JUST ANNOUNCED 🚨 Accalaimed PGH-based blues duo Soulful Femme are back at The Original Pittsburgh Winery ~ Fri. August 14th in The Tasting Room! There are no presale tickets for this show ~ just a $5 live music charge added to your bill. Click below for more info!

Info: Soulful Femme - 8/14 at The Original Pittsburgh Winery

07/20/2026

🚨 JUST ANNOUNCED 🚨, We've got the next iteration of Songwriters Sunday, this time featuring Gibson Musisko, Jeff Taylor, & Ursula Hansberry ~ Sun. July 26th at The Original Pittsburgh Winery! Tickets are on sale now. Click below to grab yours!

Tix/Info: Songwriters Sunday: Gibson Musisko | Jeff Taylor | Ursula Hansberry - 7/26 at Pittsburgh Winery

07/16/2026

Standup In The Cellar is BACK ~ hosted by Alex Homyak and featuring Chrissy Costa, Jeff Konkle, Joe Esch, & Rebecca Canterbury ~ Fri. July 31st at The Original Pittsburgh Winery! Tickets are still availabl. Click below to grab yours!
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Alex Homyak Chrissy Costa Joe Esch Rebecca Canterbury

07/16/2026

🚨 JUST ANNOUNCED 🚨 Reuben's Painted Mandolin ~ A tribute to Jerry Garcia Band ~ are BACK at The Original Pittsburgh Winery for a cast party as part of 'The Days Between' celebration ~ 8/8 in The Cellar! This show features Pappy, Lyle Borger , Jordan Allen, pUNK, Pat Lanips, Bill Maruca, Rachel Nawrocki, Sarah Haywhacker, Tony Theil, Jess Davis, Eric Koester, & Jim Powell! Tickets are on sale now. Click below to grab yours!

Tix/Info: Reuben's Painted Mandolin Cast Party - 8/8 at The Original Pittsburgh Winery

07/07/2026

🚨 JUST ANNOUNCED 🚨 Pittsburgh Jam acts Sahūagin + Org Dröl make their Pittsburgh Winery debut ~ Fri. August 14th in The Cellar! Tickets are on sale now. Click below to grab yours!

Tix/Info: Sahūagin & Org Dröl - 8/14 at The Original Pittsburgh Winery

*Artwork by Grant Skelton // Scooped Doodles

07/02/2026

🚨 JUST ANNOUNCED 🚨 Standup In The Cellar is BACK ~ hosted by Alex Homyak and featuring Chrissy Costa, Jeff Konkle, Joe Esch, & Rebecca Canterbury ~ Fri. July 31st at The Original Pittsburgh Winery! Tickets are still availabl. Click below to grab yours!
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Alex Homyak Chrissy Costa Joe Esch Rebecca Canterbury