Upstairs Comedy Night at the VFW – Valentine’s Edition

Upstairs Comedy at the VFW returns for it’s first show of 2026 and it just so happens to fall on Valentine’s Day weekend. What could be more romantic then supporting live comedy? Lineup includes Davin Rosenblatt, Paul Taro, Autumn Harvist, Joe Pontillo and hosted by the legendary Matt Zako. Tickets are $20 online or at the door and there is a one drink minimum at the show. The bar also has a light food menu. A cheap date night or just a cheap regular night out. But don’t worry the laughs are anything but. These shows are always a hit. Find out what everyone else in Westport is talking about.

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Plenty of parking and the best part is it’s free!

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