Skip to content
HOME
ABOUT US
EVENTS
WINE CLUB
SHOP
SHOP WINES
GIFT CARDS
HOME
ABOUT US
EVENTS
WINE CLUB
SHOP
SHOP WINES
GIFT CARDS
Upcoming Events
Filter Events
Month
Month
January
February
March
April
May
June
July
August
September
October
November
December
Just Announced
December 2025
Sat, Dec 13
Calliope Presents
Lily Henley with Duncan Wickel
Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
GET TICKETS
MORE INFO
Sun, Dec 14
Just Announced
The Original Pittsburgh Winery Presents
Joey Papadakos
Ages 21 and up
Doors: 12:30 pm // Show: 1:30 pm
$0
GET TICKETS
MORE INFO
Wed, Dec 17
Just Announced
The Original Pittsburgh Winery Presents
Wine Club Holiday Happy Hour
Ages 21 and up
Show: 6 pm
$0
GET TICKETS
MORE INFO
Wed, Dec 17
The Original Pittsburgh Winery & SCALE Fellowship Present
Classic Holiday
Ages 21 and up
Doors: 7 pm // Show: 7:30 pm
$26.88
GET TICKETS
MORE INFO
Fri, Dec 19
Just Announced
The Original Pittsburgh Winery Presents
Jimbo Jackson & Jason Caliguri
Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
GET TICKETS
MORE INFO
Fri, Dec 19
The Original Pittsburgh Winery Presents
A Charlie Brown Christmas ft. The Pleaktunes Trio
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
GET TICKETS
MORE INFO
Sat, Dec 20
Just Announced
The Original Pittsburgh Winery Presents
Don’t Tell Comedy (Strip District)
Ages 21 and up
Doors: 7:30 pm // Show: 8 pm
$40.32
GET TICKETS
MORE INFO
Tue, Dec 23
Just Announced
The Original Pittsburgh Winery Presents
Back Home for the Holidays – Fireside Acoustic Food Drive
Ages 21 and up
Doors: 6 pm // Show: 7 pm
$20.72 / Day Of : $26.88
GET TICKETS
MORE INFO
Fri, Dec 26
Just Announced
The Original Pittsburgh Winery Presents
Ben Gage
Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
GET TICKETS
MORE INFO
Fri, Dec 26
The Original Pittsburgh Winery Presents
Brownie Mary’s Kelsey & Co. ~ 55th Birthday Celebration!
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
GET TICKETS
MORE INFO
Sat, Dec 27
The Original Pittsburgh Winery Presents
Reuben’s Painted Mandolin – A Tribute to Jerry Garcia Band
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
GET TICKETS
MORE INFO
Sun, Dec 28
The Original Pittsburgh Winery Presents
Letizia Collini & Grace Elliott w/ special guest Skye Burkett
Ages 21 and up
Doors: 6 pm // Show: 7 pm
$20.72 / Day Of : $26.88
GET TICKETS
MORE INFO
Tue, Dec 30
Just Announced
The Original Pittsburgh Winery Presents
Broken Fences & Dominick Antonelli
Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
GET TICKETS
MORE INFO
Wed, Dec 31
The Original Pittsburgh Winery Presents
Norside NYE: A Soul Revue feat. The BGV’s & Steeltown Horns
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$33.60 / Day Of : $40.32
GET TICKETS
MORE INFO
January 2026
Sat, Jan 10
The Original Pittsburgh Winery Presents
Woodland Creatures ‘A Little Prophecy’ EP Release
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $23.19
GET TICKETS
MORE INFO
Fri, Jan 16
The Original Pittsburgh Winery Presents
Jim Krenn
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$33.60 / Day Of : $40.32
GET TICKETS
MORE INFO
Tue, Jan 20
Drusky Entertainment Presents
Stephen Kellogg and The Homecoming
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$47.04 / Day Of : $53.48
GET TICKETS
MORE INFO
Fri, Jan 23
The Original Pittsburgh Winery Presents
Donora ‘Out Here Bleeding Again’ Album Release
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
GET TICKETS
MORE INFO
February 2026
Thu, Feb 05
Just Announced
The Original Pittsburgh Winery Presents
Brave the Sea w/ Wired Tae The Moon & Hold Fast
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88
GET TICKETS
MORE INFO
Sat, Feb 07
Drusky Entertainment Presents
Mike Dawes
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$33.60 / Day Of : $40.32
GET TICKETS
MORE INFO
Fri, Feb 13
Just Announced
Big Fat Mallard & The Original Pittsburgh Winery Present
Brown Sugar Voodoo: A D’Angelo Tribute w/ special guest Natalie Rogers
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
GET TICKETS
MORE INFO
Thu, Feb 19
Drusky Entertainment Presents
Makaya McCraven
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$47.04 / Day Of : $53.48
GET TICKETS
MORE INFO
Wed, Feb 25
Drusky Entertainment Presents
Elise Trouw: The Diary of Elon Lust
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
GET TICKETS
MORE INFO
Fri, Feb 27
The Original Pittsburgh Winery Presents
Driftwood
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
GET TICKETS
MORE INFO
Sat, Feb 28
Calliope Presents
Jerron Paxton and Dennis Lichtman
Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
GET TICKETS
MORE INFO
March 2026
Sat, Mar 07
Bottlerocket Presents
Mary Beth Barone: GALAXY BRAIN TOUR
Ages 21 and up
Doors: 6 pm // Show: 7 pm
$40.32
SOLD OUT
MORE INFO
Sat, Mar 07
Bottlerocket Presents
Mary Beth Barone: GALAXY BRAIN TOUR
Ages 21 and up
Doors: 8:30 pm // Show: 9:30 pm
$40.32
SOLD OUT
MORE INFO
Thu, Mar 12
Calliope Presents
Hildaland
Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
GET TICKETS
MORE INFO
April 2026
Sat, Apr 04
Drusky Entertainment Presents
Todd Barry
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$33.60 / Day Of : $40.32
GET TICKETS
MORE INFO
Thu, Apr 09
Just Announced
Drusky Entertainment Presents
Chris Knight
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$40.32 / Day Of : $47.04
GET TICKETS
MORE INFO
Sat, Apr 11
Calliope Presents
Nidia Góngora
Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
GET TICKETS
MORE INFO
Tue, Apr 14
Just Announced
Drusky Entertainment Presents
Yasmin Williams
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
GET TICKETS
MORE INFO
May 2026
Sat, May 02
Just Announced
Drusky Entertainment Presents
The Coast to Coast Tour: Colin James, Matt Andersen, & Terra Lightfoot
Ages 21 and up
Doors: 7 pm // Show: 8 pm
$40.32 / Day Of : $47.04
GET TICKETS
MORE INFO
Sat, May 09
Calliope Presents
An Evening with Joy Clark
Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
GET TICKETS
MORE INFO
