Free events in Poughkeepsie, NY

Take a 90-minute guided hike through Mills-Norrie State Park and discover the stories behind the park’s ruins and three historic estates. Hear how Staatsburgh began in the 18th century as a farm for a gentleman landowner, then learn about the later 19th-century development of The Point and Stonehurst. The route is roughly 1.5 miles on uneven terrain, so sturdy footwear is recommended. Reservations are required, and admission is free.

High-energy, game show style buzzer trivia returns to Quinn's in Beacon, hosted by JB from Hudson Valley Trivia Co. Compete for prizes with free entry for all ages. Each event carries a theme that can earn bonus points, and the action includes special challenges and costume contests. A full bar with drink specials and a menu featuring ramen add to the experience. Recognized as the Hudson Valley's Best Trivia Night in 2024 and 2025, this award-winning series delivers lively competition and plenty of flavor.

Explore Staatsburgh’s historic grounds on a complimentary guided walk that reveals the landscape’s hidden stories. Across roughly one hour, the tour looks at how the grounds were shaped to showcase the owners’ lavish lifestyle while intentionally concealing turn-of-the-century technology and the labor that kept the estate running. The route covers about a mile of mostly level paths with a few uphill sections. Advance reservations are required. Admission is free.

A lively karaoke night at Barton Orchards hosted by Studio Karaoke LLC offers a welcoming stage for singers and an upbeat atmosphere for fans. Admission is free, and food and beverages are available. There is a sign-up to sing, so performers can take turns at the mic while friends cheer them on. Whether belting out favorites or soaking in the show, it is all about music, fun, and a friendly crowd.