City Winery Boston is a premier destination for comedy shows in Boston, offering an intimate setting for unforgettable nights of stand-up comedy and live entertainment. Over the years, our stage has welcomed acclaimed comedians including Patton Oswalt, D.L. Hughley, Michelle Wolf, Bruce Bruce, and Sejoe, alongside a full lineup of touring and emerging talent. Beyond comedy, explore our full calendar of live entertainment including rock concerts, R&B performances, jazz shows, and brunch events, all paired with dinner service and award-winning wines.

Browse upcoming Boston comedy shows to discover what’s coming next. Whether you're searching for live comedy in Boston or a full dinner and show experience, City Winery Boston delivers it all in an intimate, seated venue in Downtown Boston near the North End.