top of page
The tasting room at Pittsburgh Winery where guests can sip wine, eat local Pittsburgh food, and listen to music in the Strip District.

With its roll-up windows and sidewalk seating, the Tasting Room brings the Pittsburgh Winery experience directly to the streets of the Strip District. Guests can leisurely stop by to enjoy a glass of wine, a pint of craft beer, or a bite to eat while catching a performance from the best local talent on the new open-air acoustic stage. Not to mention, all Tasting Room shows are free of charge and open to the public! The aesthetics of this open-air venue elegantly blends abundant natural light with a stunning decor replete with old-world gas lanterns, antique chandeliers, and artwork from local Pittsburgh artists. Make sure to stop by for one of our weekly happy hours including half price food and rotating $5 glasses!

dianoiasedited.png

Upcoming EVENTS

  • Daniel  Rylander
    Daniel  Rylander
    Wed, Feb 21
    Pittsburgh Winery @ The Tasting Room
    Feb 21, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Feb 21, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    FREE
  • Jimbo Jackson & The Grape Stompers
    Jimbo Jackson & The Grape Stompers
    Fri, Feb 23
    Pittsburgh Winery @ The Tasting Room
    Feb 23, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Feb 23, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    FREE
  • Joey Papadakos
    Joey Papadakos
    Sat, Feb 24
    Pittsburgh Winery @ The Tasting Room
    Feb 24, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Feb 24, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    FREE
  • Juan Vasquez
    Juan Vasquez
    Sun, Feb 25
    Pittsburgh Winery @ The Tasting Room
    Feb 25, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Feb 25, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    FREE
  • Soulful Femme
    Soulful Femme
    Fri, Mar 01
    Pittsburgh Winery @ The Tasting Room
    Mar 01, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 01, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Byron Nash & Jaquea Mae
    Byron Nash & Jaquea Mae
    Sat, Mar 02
    Pittsburgh Winery @ The Tasting Room
    Mar 02, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 02, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Kaston Guffey & Georgia English
    Kaston Guffey & Georgia English
    Sun, Mar 03
    Pittsburgh Winery @ The Tasting Room
    Mar 03, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 03, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Melina Bowser
    Melina Bowser
    Fri, Mar 08
    Pittsburgh Winery @ The Tasting Room
    Mar 08, 2024, 7:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 08, 2024, 7:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Dress Code
    Dress Code
    Sat, Mar 09
    Pittsburgh Winery @ The Tasting Room
    Mar 09, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 09, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Mikey Deluca ft. Mike Minda
    Mikey Deluca ft. Mike Minda
    Sun, Mar 10
    Pittsburgh Winery @ The Tasting Room
    Mar 10, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 10, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Trinity Wiseman Trio
    Trinity Wiseman Trio
    Fri, Mar 15
    Pittsburgh Winery @ The Tasting Room
    Mar 15, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 15, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Ursula Hansberry
    Ursula Hansberry
    Fri, Mar 22
    Pittsburgh Winery @ The Tasting Room
    Mar 22, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 22, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Pete Hewlett
    Pete Hewlett
    Sat, Mar 23
    Pittsburgh Winery @ The Tasting Room
    Mar 23, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 23, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Curtis Lovell
    Curtis Lovell
    Sun, Mar 24
    Pittsburgh Winery @ The Tasting Room
    Mar 24, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 24, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Jimbo Jackson
    Jimbo Jackson
    Fri, Mar 29
    Pittsburgh Winery @ The Tasting Room
    Mar 29, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Mar 29, 2024, 5:00 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist
  • Allison Mahal
    Allison Mahal
    Sun, Apr 07
    Pittsburgh Winery @ The Tasting Room
    Apr 07, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    Apr 07, 2024, 3:30 PM
    Pittsburgh Winery @ The Tasting Room, 2809 Penn Ave, Pittsburgh, PA 15222, USA
    A $5 "Live Music Cover Charge" will be added to guest checks during performances which goes directly to the artist

INTERESTED IN BOOKING THIS SPACE?

bottom of page