The Original Pittsburgh Winery Events 2026-2027

See upcoming events, concerts, schedules, and ticket prices at The Original Pittsburgh Winery.

Address: 2815 Penn Ave, Pittsburgh, PA 15222

The Original Pittsburgh Winery hosts outdoor festivals, live music, and seasonal events throughout the year. Check the latest schedule, compare ticket prices, and see what’s coming up next in Pittsburgh, PA.

Updated: July 28, 2026

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Upcoming Events

$18

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Venue Type

2026

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Upcoming Events at The Original Pittsburgh Winery

Browse the complete schedule of upcoming events at this venue

Aug
07
2026
8:00 PM
Fri
ALTERNATIVE
Buzz Poets
Buzz Poets
The Original Pittsburgh Winery
The Original Pittsburgh Winery
Pittsburgh, PA, US15222, 2815 Penn Ave Pittsburgh, PA, US
From $37Avg. price ~ $4518 tickets remaining!
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Sep
05
2026
8:00 PM
Sat
POP / ROCK
High Demand
Weekend Event
Chet Vincent
Chet Vincent
The Original Pittsburgh Winery
The Original Pittsburgh Winery
Pittsburgh, PA, US15222, 2815 Penn Ave Pittsburgh, PA, US
From $167Avg. price ~ $1932 tickets remaining!
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Sep
18
2026
8:00 PM
Fri
POP / ROCK
Best Value
Aaron Rowe
Aaron Rowe
The Original Pittsburgh Winery
The Original Pittsburgh Winery
Pittsburgh, PA, US15222, 2815 Penn Ave Pittsburgh, PA, US
From $18Avg. price ~ $2716 tickets remaining!
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Oct
21
2026
8:00 PM
Wed
POP / ROCK
Mike Dawes
Mike Dawes
The Original Pittsburgh Winery
The Original Pittsburgh Winery
Pittsburgh, PA, US15222, 2815 Penn Ave Pittsburgh, PA, US
From $46Avg. price ~ $5416 tickets remaining!
Select Seats

About Events at The Original Pittsburgh Winery

Discover upcoming events at The Original Pittsburgh Winery in 2026-2027. Browse concerts, sports, theatre, comedy, family shows, festivals, and live entertainment. Explore event schedules, compare ticket options, and plan your next visit.