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The Original Pittsburgh Winery Tickets
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About The Original Pittsburgh Winery
Welcome to The Original Pittsburgh Winery, a lively urban winery in the heart of downtown Pittsburgh. With two distinct performance spaces—the street-level Tasting Room and the intimate underground Cellar—this venue offers a versatile setting for wine lovers and live music fans alike. Capacity at The Cellar seats approximately 300 people, with general admission seating for most events and seating available but not guaranteed. Whether you’re catching a local act or a special event, we’ve got you covered with practical details to help you plan a smooth night out.
Located at 2809 Penn Avenue, this venue blends food, drink, and music in a convenient Downtown Pittsburgh location, close to cultural attractions, dining, and lodging. Read on for seating info, parking options, transit accessibility, and nearby hotels and restaurants to enhance your visit.
Security checks and venue policies vary by event, so please check event pages for any specific entry guidelines. To secure your seats or general admission entry, browse our listings for The Original Pittsburgh Winery and choose the option that matches your plans. For a comfortable, hassle-free experience, consider nearby hotels and dining partners listed below to create a complete night out in Pittsburgh’s Cultural District.
Parking and transit details are handy: Theater Square Garage (667 Penn Ave) and Benedum Lot (650 Penn Ave) are convenient options, with event parking rates often varying by show. Port Authority services—including buses and light rail near the Cultural District—offer additional travel flexibility. For the latest transit routes and schedules, check local resources before you travel.
Good to know
Seating, Parking & Venue Information
- Address: 2809 Penn Avenue, Pittsburgh, PA 15222.
- Venue type: urban winery with two performance spaces — the Tasting Room (street level) and The Cellar (underground live music venue).
- Capacity: The Cellar seats approximately 300 people.
- Seating/chart: events are largely general admission with seating available but not guaranteed; no publicly published fixed seating chart.
- Notable events hosted: Gathering Field (The Original Pittsburgh Winery Presents, Oct 10, 2025), Bob Marley 81st Earthstrong Celebration (Feb 6, 2026), Valentine's Day Chocolate & Wine Pairings (Feb 14, 2026).
- Parking: nearby options include Theater Square Garage (667 Penn Ave) and Benedum Lot (650 Penn Ave); event parking rates vary.
- Transit: located in Downtown Pittsburgh with access to Port Authority buses and light rail (near Cultural District); parking/transfer guidance available via local transit resources.
- Nearby hotels: Kimpton Hotel Monaco Pittsburgh (620 William Penn Place), The Westin Pittsburgh (1000 Penn Ave), Wyndham Grand Pittsburgh Downtown (600 Commonwealth Place).