The Original Pittsburgh Winery events
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The Original Pittsburgh Winery tickets & upcoming events
Parking & Directions for The Original Pittsburgh Winery
2815 Penn Ave, Pittsburgh, PA
15222, US
1. Street parking - 0.1 miles - Free
2. Lot at 400 S. 7th St. - 0.2 miles - $5
3. Lot at 1500 S. 12th St. - 0.3 miles - $6
4. Parking garage at 101 S. 7th St. - 0.4 miles - $8
5. Lot at 1100 S. 12th St. - 0.5 miles - $5
The Original Pittsburgh Winery concerts - 2026 event schedule highlights in Pittsburgh
The Original Pittsburgh Winery is a vibrant venue hosting a diverse lineup of live performances and events throughout the year. Fans can enjoy comedy shows, musical performances, and cultural celebrations in an intimate setting. Notable upcoming events include stand-up comedy by Kevin Nealon on june 19 and 20, 2026, with three performances scheduled over the weekend. Music lovers can look forward to shows such as Mike Dawes on october 21, 2026, and The Deslondes on july 7, 2026. Other highlighted performances feature East Nash Grass on July 11, 2026, and Larry McCray on July 17, 2026, offering a rich variety of genres. The venue will also host performances by Vittorio Angelone on may 29, 2026, Vincen Garcia on June 6, 2026, and Buzz Poets on august 7, 2026. Additionally, there are special events like 'Standup In The Cellar' on May 30, 2026, and 'Flamenco Pittsburgh: Duende - A Student's Journey' on May 31, 2026, celebrating arts and culture. Other musical acts include Sierra Sellers on July 3, 2026, Chet Vincent on september 5, 2026, and Aaron Rowe on September 18, 2026. The venue also features recurring performances such as Brownie Mary's Kelsey & Co. on June 26, 2026. With a calendar packed with diverse entertainment, The Original Pittsburgh Winery continues to be a premier destination for live performances in Pittsburgh, PA.