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October 2025
Thu, Oct 16
The Original Pittsburgh Winery & Thunderbird Music Hall Present
Dizgo & Squeaky Feet
Ages 21 and up
Doors: 7pm // Show: 8pm
$33.60 / Day Of : $33.6
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Fri, Oct 17
The Original Pittsburgh Winery & Redfishbowl Present
PGH Artist Label Series: Opening + Series Kickoff Party
Ages 21 and up
Doors: 6pm // Show: 7pm
$0 to $36.96
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Sat, Oct 18
The Original Pittsburgh Winery Presents
Pete Hewlett
Ages 21 and up
Doors: 4pm // Show: 5pm
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Sat, Oct 18
Calliope Presents
Damn Tall Buildings
Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
$59.64
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Sun, Oct 19
The Original Pittsburgh Winery Presents
Kaston Guffey & Georgia English
Ages 21 and up
Doors: 12:30pm // Show: 1:30pm
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Sun, Oct 19
Flamenco Pittsburgh Presents
Gala Baila
Ages 21 and up
Doors: 6pm // Show: 6:30pm
$20.72 to $33.60
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Wed, Oct 22
Del Caiman Presents
Sojourn with Cueva: An Immersive Night of Art & Jazz
Ages 21 and up
Doors: 5:45pm // Show: 6:45pm
$33.02
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Fri, Oct 24
The Original Pittsburgh Winery Presents
Whiskey River: A Tribute to Willie Nelson
Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
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Sat, Oct 25
The Original Pittsburgh Winery Presents
Dress Code
Ages 21 and up
Doors: 4pm // Show: 5pm
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Fri, Oct 31
The Original Pittsburgh Winery Presents
Halloween w/ theCAUSE ~ Digging Up The Dead
Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72 / Day Of : $26.88
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November 2025
Sat, Nov 01
The Original Pittsburgh Winery Presents
Songs for Gaza – Fundraising Concert for World Central Kitchen for Gaza Famine
Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88
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Sun, Nov 02
Steel City Cabaret Presents
Steel City Cabaret: The Last Five Years
Ages 21 and up
Doors: 2:30pm // Show: 3pm
$20.72 / Day Of : $26.88
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Sat, Nov 08
The Original Pittsburgh Winery Presents
Good Brother Earl
Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72 / Day Of : $26.88
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Tue, Nov 11
Drusky Entertainment Presents
Joshua Burnside
Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72 / Day Of : $24.42
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Thu, Nov 13
The Original Pittsburgh Winery & Sidequest Present
The Niche feat. Rob Compa plus special guests Neon Belly
Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72
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Fri, Nov 14
91.3 WYEP & Drusky Entertainment Present
Fantastic Cat
Ages 21 and up
Doors: 7pm // Show: 8pm
$33.60 / Day Of : $40.32
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Sat, Nov 15
Calliope Presents
The Barefoot Movement
Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
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Thu, Nov 20
Drusky Entertainment Presents
John Westford
Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
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Sat, Nov 22
The Original Pittsburgh Winery Presents
Delta Struts Trio
Ages 21 and up
Doors: 4pm // Show: 5pm
$14.56
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Sat, Nov 22
Just Announced
The Original Pittsburgh Winery Presents
Pitt Floyd: Pittsburgh’s Pink Floyd Tribute Band
Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
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Fri, Nov 28
The Original Pittsburgh Winery Presents
Buzz Poets
Ages 21 and up
Doors: 7pm // Show: 8pm
$33.60 / Day Of : $40.32
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December 2025
Fri, Dec 05
The Original Pittsburgh Winery Presents
Feliz Navibrah feat. Brahctopus plus special guests The Other Bugs & The Sun Champs
Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72 / Day Of : $26.88
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Sat, Dec 06
The Original Pittsburgh Winery Presents
New Invisible Joy w/ special guests Morgan Erina
Ages 21 and up
Doors: 8pm // Show: 8pm
$24.42
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Sun, Dec 07
Drusky Entertainment Presents
Storm Large of Pink Martini: Holiday Ordeal
Ages 21 and up
Doors: 7pm // Show: 8pm
$36.29 / Day Of : $40.32
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Fri, Dec 12
Drusky Entertainment Presents
Armchair Boogie
Ages 21 and up
Doors: 7pm // Show: 8pm
$20.72 / Day Of : $26.88
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Sat, Dec 13
Calliope Presents
Lily Henley with Duncan Wickel
Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
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Wed, Dec 31
Just Announced
The Original Pittsburgh Winery Presents
Norside New Years Eve feat. Steeltown Horns & The BGV’s
Ages 21 and up
Doors: 7pm // Show: 8pm
$33.60 / Day Of : $40.32
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January 2026
Tue, Jan 20
Drusky Entertainment Presents
Stephen Kellogg and The Homecoming
Ages 21 and up
Doors: 7pm // Show: 8pm
$47.04 / Day Of : $53.48
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February 2026
Fri, Feb 27
Just Announced
The Original Pittsburgh Winery Presents
Driftwood
Ages 21 and up
Doors: 7pm // Show: 8pm
$26.88 / Day Of : $33.6
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Sat, Feb 28
Calliope Presents
Jerron Paxton and Dennis Lichtman
Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
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March 2026
Thu, Mar 12
Calliope Presents
Hildaland
Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
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April 2026
Sat, Apr 11
Calliope Presents
Nidia Góngora
Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
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May 2026
Sat, May 09
Calliope Presents
An Evening with Joy Clark
Ages 21 and up
Doors: 6:30pm // Show: 7:30pm
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