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 that hosts a diverse lineup of live performances and events throughout the year. Fans can enjoy stand-up comedy, musical concerts, and cultural shows in an intimate setting that captures the city's lively spirit. In june 2026, the winery will feature renowned comedian Kevin Nealon performing on June 19th at 8:00 pm and again on June 20th with three shows at 7:00 pm and 9:30 pm. Music enthusiasts can look forward to performances by artists like Billy Allen & The Pollies on June 7th at 8:00 pm, and the talented Vincen Garcia on June 6th at 8:00 pm. The summer months also bring a variety of musical acts, including The Clunkers on June 12th, Brownie Mary's Kelsey & Co. on June 26th, and the folk band The Deslondes on july 7th at 8:00 pm. Other notable performances include Larry McCray on July 17th, East Nash Grass on July 11th, and Sierra Sellers on July 3rd. The venue continues its entertainment lineup into the fall with shows like Mike Dawes on october 21st at 8:00 pm, Chet Vincent on september 5th, and Aaron Rowe on September 18th. Additional events feature cultural performances such as Flamenco Pittsburgh: Duende - A Student's Journey on may 31st at 5:30 pm, and comedy nights like Standup In The Cellar on May 30th at 8:00 pm. With such a dynamic schedule, The Original Pittsburgh Winery promises unforgettable experiences for all attendees, blending entertainment, community, and the city's rich cultural tapestry.