The Woodstock Opera House is one of the city's Victorian landmarks, and has been a functioning performance space since the inaugural performance in 1890. A few famous actors have cut their teeth on the stage here, including locals Paul Newman and Orson Wells. Nowadays, the opera house has expanded to include an art gallery space featuring a regular rotation of exhibits and the Stage Left Cafe, which has a full dining room and a small secondary stage that hosts dinner theater events and live music. Even if there is no performance, certain parts of the building's interior are open to explore and admire during business hours.
Residents are very proud of the fact that the Bill Murray film Groundhog Day was filmed in their town. Although the film is set in the town of Punxsutawney, Pennsylvania the writer, Harold Ramis, said that Woodstock looked better on camera, and he fell in love with the quaint atmosphere. To commemorate the filming and celebrate Woodstock's community, there is an annual Groundhog Days festival that lasts for six days and includes free screenings of the movie, a chili cook-off, walking tours of filming sites, and a groundhog ceremony similar to the famous one in Punxsutawney. The town even has its own groundhog known as Woodstock Willie.