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October 2025
Sat, Oct 04
TJ Isenberg
The Original Pittsburgh Winery Presents

TJ Isenberg

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
Sun, Oct 05
Vocal Confluence: Small Group Showcase
The Original Pittsburgh Winery Presents

Vocal Confluence: Small Group Showcase

Ages 21 and up
Doors: 3 pm // Show: 4 pm
$20.72
Pittsburgh Winery
Buy Tickets
More Info
Fri, Oct 10
Skye Burkett
The Original Pittsburgh Winery Presents

Skye Burkett

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
Fri, Oct 10
Gathering Field
The Original Pittsburgh Winery Presents

Gathering Field

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

Helen Gillet

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

Dizgo & Squeaky Feet

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
Pittsburgh Winery
Buy Tickets
More Info
Fri, Oct 17
PGH Artist Label Series: Opening + Series Kickoff Party
Just Announced
The Original Pittsburgh Winery & Redfishbowl Present

PGH Artist Label Series: Opening + Series Kickoff Party

Ages 21 and up
Doors: 6 pm // Show: 7 pm
$0 to $36.96
Pittsburgh Winery
Buy Tickets
More Info
Sat, Oct 18
Pete Hewlett
The Original Pittsburgh Winery Presents

Pete Hewlett

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
Sat, Oct 18
Damn Tall Buildings
Calliope Presents

Damn Tall Buildings

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
Sun, Oct 19
Kaston Guffey & Georgia English
The Original Pittsburgh Winery Presents

Kaston Guffey & Georgia English

Ages 21 and up
Doors: 12:30 pm // Show: 1:30 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
Sun, Oct 19
Gala Baila
Just Announced
Flamenco Pittsburgh Presents

Gala Baila

Ages 21 and up
Doors: 6 pm // Show: 6:30 pm
$20.72 to $33.60
Pittsburgh Winery
Buy Tickets
More Info
Wed, Oct 22
Sojourn with Cueva: An Immersive Night of Art & Jazz
Del Caiman Presents

Sojourn with Cueva: An Immersive Night of Art & Jazz

Ages 21 and up
Doors: 5:45 pm // Show: 6:45 pm
$33.02
Pittsburgh Winery
Buy Tickets
More Info
Fri, Oct 24
Whiskey River: A Tribute to Willie Nelson
The Original Pittsburgh Winery Presents

Whiskey River: A Tribute to Willie Nelson

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
Pittsburgh Winery
Buy Tickets
More Info
Sat, Oct 25
Dress Code
The Original Pittsburgh Winery Presents

Dress Code

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
Fri, Oct 31
Halloween w/ theCAUSE ~ Digging Up The Dead
Just Announced
The Original Pittsburgh Winery Presents

Halloween w/ theCAUSE ~ Digging Up The Dead

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
Buy Tickets
More Info
November 2025
Sat, Nov 01
Songs for Gaza – Fundraising Concert for World Central Kitchen for Gaza Famine
The Original Pittsburgh Winery Presents

Songs for Gaza – Fundraising Concert for World Central Kitchen for Gaza Famine

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88
Pittsburgh Winery
Buy Tickets
More Info
Sun, Nov 02
Steel City Cabaret: The Last Five Years
Steel City Cabaret Presents

Steel City Cabaret: The Last Five Years

Ages 21 and up
Doors: 2:30 pm // Show: 3 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
Buy Tickets
More Info
Sat, Nov 08
Good Brother Earl
The Original Pittsburgh Winery Presents

Good Brother Earl

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
Buy Tickets
More Info
Tue, Nov 11
Joshua Burnside
Drusky Entertainment Presents

Joshua Burnside

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

The Niche feat. Rob Compa plus special guests Neon Belly

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

Fantastic Cat

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$33.60 / Day Of : $40.32
Pittsburgh Winery
Buy Tickets
More Info
Sat, Nov 15
The Barefoot Movement
Calliope Presents

The Barefoot Movement

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
Thu, Nov 20
John Westford
Drusky Entertainment Presents

John Westford

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
Pittsburgh Winery
Buy Tickets
More Info
Sat, Nov 22
Delta Struts Trio
Just Announced
The Original Pittsburgh Winery Presents

Delta Struts Trio

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$14.56
Pittsburgh Winery
Buy Tickets
More Info
Fri, Nov 28
Buzz Poets
The Original Pittsburgh Winery Presents

Buzz Poets

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$33.60 / Day Of : $40.32
Pittsburgh Winery
Buy Tickets
More Info
December 2025
Fri, Dec 05
Feliz Navibrah feat. Brahctopus plus special guests The Other Bugs & The Sun Champs
Just Announced
The Original Pittsburgh Winery Presents

Feliz Navibrah feat. Brahctopus plus special guests The Other Bugs & The Sun Champs

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
Buy Tickets
More Info
Sat, Dec 06
New Invisible Joy w/ special guests Morgan Erina
The Original Pittsburgh Winery Presents

New Invisible Joy w/ special guests Morgan Erina

Ages 21 and up
Doors: 8 pm // Show: 8 pm
$24.42
Pittsburgh Winery
Buy Tickets
More Info
Sun, Dec 07
Storm Large of Pink Martini: Holiday Ordeal
Drusky Entertainment Presents

Storm Large of Pink Martini: Holiday Ordeal

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$36.29 / Day Of : $40.32
Pittsburgh Winery
Buy Tickets
More Info
Fri, Dec 12
Armchair Boogie
Drusky Entertainment Presents

Armchair Boogie

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
Buy Tickets
More Info
Sat, Dec 13
Lily Henley with Duncan Wickel
Calliope Presents

Lily Henley with Duncan Wickel

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
January 2026
Tue, Jan 20
Stephen Kellogg and The Homecoming
Just Announced
Drusky Entertainment Presents

Stephen Kellogg and The Homecoming

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$47.04 / Day Of : $53.48
Pittsburgh Winery
Buy Tickets
More Info
February 2026
Sat, Feb 28
Jerron Paxton and Dennis Lichtman
Calliope Presents

Jerron Paxton and Dennis Lichtman

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
March 2026
Thu, Mar 12
Hildaland
Calliope Presents

Hildaland

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
April 2026
Sat, Apr 11
Nidia Góngora
Calliope Presents

Nidia Góngora

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
May 2026
Sat, May 09
An Evening with Joy Clark
Calliope Presents

An Evening with Joy Clark

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
Buy Tickets
More Info
Sat, Oct 04
TJ Isenberg
The Original Pittsburgh Winery Presents

TJ Isenberg

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
Pittsburgh Winery
More Info
Sun, Oct 05
Vocal Confluence: Small Group Showcase
The Original Pittsburgh Winery Presents

Vocal Confluence: Small Group Showcase

Ages 21 and up
Doors: 3 pm // Show: 4 pm
$20.72
Pittsburgh Winery
More Info
Fri, Oct 10
Skye Burkett
The Original Pittsburgh Winery Presents

Skye Burkett

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
Pittsburgh Winery
More Info
Fri, Oct 10
Gathering Field
The Original Pittsburgh Winery Presents

Gathering Field

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

Helen Gillet

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

Dizgo & Squeaky Feet

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
Pittsburgh Winery
More Info
Fri, Oct 17
PGH Artist Label Series: Opening + Series Kickoff Party
Just Announced
The Original Pittsburgh Winery & Redfishbowl Present

PGH Artist Label Series: Opening + Series Kickoff Party

Ages 21 and up
Doors: 6 pm // Show: 7 pm
$0 to $36.96
Pittsburgh Winery
More Info
Sat, Oct 18
Pete Hewlett
The Original Pittsburgh Winery Presents

Pete Hewlett

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
Pittsburgh Winery
More Info
Sat, Oct 18
Damn Tall Buildings
Calliope Presents

Damn Tall Buildings

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
More Info
Sun, Oct 19
Kaston Guffey & Georgia English
The Original Pittsburgh Winery Presents

Kaston Guffey & Georgia English

Ages 21 and up
Doors: 12:30 pm // Show: 1:30 pm
$0
Pittsburgh Winery
More Info
Sun, Oct 19
Gala Baila
Just Announced
Flamenco Pittsburgh Presents

Gala Baila

Ages 21 and up
Doors: 6 pm // Show: 6:30 pm
$20.72 to $33.60
Pittsburgh Winery
More Info
Wed, Oct 22
Sojourn with Cueva: An Immersive Night of Art & Jazz
Del Caiman Presents

Sojourn with Cueva: An Immersive Night of Art & Jazz

Ages 21 and up
Doors: 5:45 pm // Show: 6:45 pm
$33.02
Pittsburgh Winery
More Info
Fri, Oct 24
Whiskey River: A Tribute to Willie Nelson
The Original Pittsburgh Winery Presents

Whiskey River: A Tribute to Willie Nelson

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
Pittsburgh Winery
More Info
Sat, Oct 25
Dress Code
The Original Pittsburgh Winery Presents

Dress Code

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$0
Pittsburgh Winery
More Info
Fri, Oct 31
Halloween w/ theCAUSE ~ Digging Up The Dead
Just Announced
The Original Pittsburgh Winery Presents

Halloween w/ theCAUSE ~ Digging Up The Dead

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
More Info
Sat, Nov 01
Songs for Gaza – Fundraising Concert for World Central Kitchen for Gaza Famine
The Original Pittsburgh Winery Presents

Songs for Gaza – Fundraising Concert for World Central Kitchen for Gaza Famine

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88
Pittsburgh Winery
More Info
Sun, Nov 02
Steel City Cabaret: The Last Five Years
Steel City Cabaret Presents

Steel City Cabaret: The Last Five Years

Ages 21 and up
Doors: 2:30 pm // Show: 3 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
More Info
Sat, Nov 08
Good Brother Earl
The Original Pittsburgh Winery Presents

Good Brother Earl

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
More Info
Tue, Nov 11
Joshua Burnside
Drusky Entertainment Presents

Joshua Burnside

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

The Niche feat. Rob Compa plus special guests Neon Belly

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

Fantastic Cat

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

The Barefoot Movement

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
More Info
Thu, Nov 20
John Westford
Drusky Entertainment Presents

John Westford

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$26.88 / Day Of : $33.6
Pittsburgh Winery
More Info
Sat, Nov 22
Delta Struts Trio
Just Announced
The Original Pittsburgh Winery Presents

Delta Struts Trio

Ages 21 and up
Doors: 4 pm // Show: 5 pm
$14.56
Pittsburgh Winery
More Info
Fri, Nov 28
Buzz Poets
The Original Pittsburgh Winery Presents

Buzz Poets

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$33.60 / Day Of : $40.32
Pittsburgh Winery
More Info
Fri, Dec 05
Feliz Navibrah feat. Brahctopus plus special guests The Other Bugs & The Sun Champs
Just Announced
The Original Pittsburgh Winery Presents

Feliz Navibrah feat. Brahctopus plus special guests The Other Bugs & The Sun Champs

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
More Info
Sat, Dec 06
New Invisible Joy w/ special guests Morgan Erina
The Original Pittsburgh Winery Presents

New Invisible Joy w/ special guests Morgan Erina

Ages 21 and up
Doors: 8 pm // Show: 8 pm
$24.42
Pittsburgh Winery
More Info
Sun, Dec 07
Storm Large of Pink Martini: Holiday Ordeal
Drusky Entertainment Presents

Storm Large of Pink Martini: Holiday Ordeal

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$36.29 / Day Of : $40.32
Pittsburgh Winery
More Info
Fri, Dec 12
Armchair Boogie
Drusky Entertainment Presents

Armchair Boogie

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$20.72 / Day Of : $26.88
Pittsburgh Winery
More Info
Sat, Dec 13
Lily Henley with Duncan Wickel
Calliope Presents

Lily Henley with Duncan Wickel

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
More Info
Tue, Jan 20
Stephen Kellogg and The Homecoming
Just Announced
Drusky Entertainment Presents

Stephen Kellogg and The Homecoming

Ages 21 and up
Doors: 7 pm // Show: 8 pm
$47.04 / Day Of : $53.48
Pittsburgh Winery
More Info
Sat, Feb 28
Jerron Paxton and Dennis Lichtman
Calliope Presents

Jerron Paxton and Dennis Lichtman

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
More Info
Thu, Mar 12
Hildaland
Calliope Presents

Hildaland

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
More Info
Sat, Apr 11
Nidia Góngora
Calliope Presents

Nidia Góngora

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
More Info
Sat, May 09
An Evening with Joy Clark
Calliope Presents

An Evening with Joy Clark

Ages 21 and up
Doors: 6:30 pm // Show: 7:30 pm
$0
Pittsburgh Winery
More Info

CONTACT

E  |  info@pghwinery.com

T  |  412-566-1000

Contact Us

HOURS

Monday - Tuesday
Closed
Wednesday - Thursday
4PM - 7PM
Friday
4PM - 9PM
Saturday
12PM -8PM
Sunday
12PM - 8PM

VISIT US

2809 Penn Avenue
Pittsburgh, PA 15222

©

2025

PITTSBURGH WINERY

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