Upcoming Events
August 2025
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
September 2025
Roots Sessions & The Original Pittsburgh Winery Present

Ages 21 and up
Doors: 5:30pm // Show: 7pm
$47.04
The Original Pittsburgh Winery & Thunderbird Music Hall Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$24.42 / Day Of : $26.88
Britsburgh & Half Step Collective Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 4pm // Show: 5pm
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 4pm // Show: 5pm
Drusky Entertainment Presents

Ages 21 and up
Doors: 6pm // Show: 7pm
$26.88 / Day Of : $33.6
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 6pm // Show: 7pm
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 8pm // Show: 8pm
$26.88 / Day Of : $33.6
Drusky Entertainment Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$47.04 / Day Of : $53.48
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$33.60 / Day Of : $40.32
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
$20.72 / Day Of : $26.88
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Show: 8pm
$20.72 / Day Of : $26.88
October 2025
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 6pm // Show: 7pm
$53.48 / Day Of : $59.64
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 3pm // Show: 4pm
$20.72
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 5pm // Show: 6pm
$26.88 / Day Of : $33.6
The Original Pittsburgh Winery & Thunderbird Music Hall Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
November 2025
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72 / Day Of : $24.42
Just Announced
Steel City Cabaret Presents

Ages 21 and up
Doors: 2:30pm // Show: 3pm
$20.72 / Day Of : $26.88
Just Announced
Drusky Entertainment Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72 / Day Of : $24.42
The Original Pittsburgh Winery & Sidequest Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72
91.3 WYEP & Drusky Entertainment Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$33.60 / Day Of : $40.32
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
December 2025
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
February 2026
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
March 2026
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
April 2026
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
May 2026
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
Fri, Aug 29
Clunkers & Friends w/ special guests Dress Code
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Sat, Aug 30
Soul Show 30th Anniversary featuring Water Seed
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Tue, Sept 02
Barrington Levy
Roots Sessions & The Original Pittsburgh Winery Present

Ages 21 and up
Doors: 5:30pm // Show: 7pm
$47.04
Thu, Sept 04
Kendall Street Company
The Original Pittsburgh Winery & Thunderbird Music Hall Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$24.42 / Day Of : $26.88
Fri, Sept 05
Union Jack Tracks: A Night Celebrating British Music Influences
Britsburgh & Half Step Collective Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88
Fri, Sept 12
Joey Papadakos
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 4pm // Show: 5pm
Fri, Sept 12
Runaway Gin: A Tribute to Phish
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Sat, Sept 13
Davey O.
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 4pm // Show: 5pm
Tue, Sept 16
The Wildwoods
Drusky Entertainment Presents

Ages 21 and up
Doors: 6pm // Show: 7pm
$26.88 / Day Of : $33.6
Fri, Sept 19
Kelly McCafferty
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 6pm // Show: 7pm
Fri, Sept 19
Big Jus & Steeltown Horns
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 8pm // Show: 8pm
$26.88 / Day Of : $33.6
Sat, Sept 20
Heartless Bastards
Drusky Entertainment Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$47.04 / Day Of : $53.48
Wed, Sept 24
Luke Winslow-King
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$33.60 / Day Of : $40.32
Fri, Sept 26
Songwriters Night feat. Brooke Annibale, Liz Berlin, & Morgan Erina
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
$20.72 / Day Of : $26.88
Fri, Sept 26
Bill Henry Band
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Sat, Sept 27
Reuben’s Painted Mandolin – A Tribute to Jerry Garcia Band
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Show: 8pm
$20.72 / Day Of : $26.88
Wed, Oct 01
The Lightfoot Band: Featuring Original Members of Gordon Lightfoot’s Band
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 6pm // Show: 7pm
$53.48 / Day Of : $59.64
Sun, Oct 05
Vocal Confluence: Small Group Showcase
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 3pm // Show: 4pm
$20.72
Fri, Oct 10
Gathering Field
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Sun, Oct 12
Helen Gillet
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 5pm // Show: 6pm
$26.88 / Day Of : $33.6
Thu, Oct 16
Dizgo & Squeaky Feet
The Original Pittsburgh Winery & Thunderbird Music Hall Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Sat, Oct 18
Damn Tall Buildings
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
Fri, Oct 24
Whiskey River: A Tribute to Willie Nelson
Just Announced
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
Sat, Nov 01
Rachel Grae
The Original Pittsburgh Winery Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72 / Day Of : $24.42
Sun, Nov 02
Steel City Cabaret: The Last Five Years
Just Announced
Steel City Cabaret Presents

Ages 21 and up
Doors: 2:30pm // Show: 3pm
$20.72 / Day Of : $26.88
Tue, Nov 11
Joshua Burnside
Just Announced
Drusky Entertainment Presents

Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72 / Day Of : $24.42
Thu, Nov 13
The Niche feat. Rob Compa plus special guests Neon Belly
The Original Pittsburgh Winery & Sidequest Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72
Fri, Nov 14
Fantastic Cat
91.3 WYEP & Drusky Entertainment Present

Ages 21 and up
Doors: 7pm // Show: 8pm
$33.60 / Day Of : $40.32
Sat, Nov 15
The Barefoot Movement
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
Sat, Dec 13
Lily Henley with Duncan Wickel
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
Sat, Feb 28
Jerron Paxton and Dennis Lichtman
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
Thu, Mar 12
Hildaland
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
Sat, Apr 11
Nidia Góngora
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
Sat, May 09
An Evening with Joy Clark
Just Announced
Calliope Presents

Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
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