Free events in Poughkeepsie, NY

Explore Staatsburgh’s historic grounds on a free guided walk that reveals how the estate’s landscape was crafted to showcase the owners’ luxury while concealing the early twentieth century technology and labor that kept everything running. The experience lasts about an hour and covers roughly a mile on mostly level paths with a few uphill stretches. Reservations are required in advance, and there is no cost to attend.

Clear out your closets to help Troop 3077 of Beekman. Sort through items you no longer need and take part in a simple effort that benefits the troop.

Explore Staatsburg on a guided 90-minute walk that uncovers the village’s rich past and its ties to the nearby Staatsburgh estate. The route features historic buildings, out-of-the-way spots, and stories of once-thriving hotels, long-quiet factories, and memorials with medieval flair. The narrative highlights the enduring influence of Ruth and Ogden Mills outside the estate grounds. The tour sets off from St. Margaret’s Church, not from the Staatsburgh State Historic Site. Admission is free, and advance reservations are required.

A statewide ska collaboration brings Ben Basile, The Doomstompers, Girth Control, and The Abruptors to Kaal Rock Park for a free, all-ages show that blends modern ska, rocksteady, ska-punk, and reggae. Hudson Valley bassist, educator, and composer Ben Basile headlines with an all-star band, drawing on a career that spans performances across six continents, work with Boston’s Big D and The Kids Table, and founding The Poughkeepsie Jazz Project. His debut solo album, Benergy, arrived on Sleep Walk Sounds, an imprint of Wiretap Records, and his set weaves ska, reggae, and jazz. Queens outfit The Doomstompers deliver punk-infused rocksteady with an organ-led five-piece lineup, channeling 60s Jamaican influences alongside touchstones like Bad Brains, The Beastie Boys, and MF Doom. Their debut, Take A Beat, is on Bad Time Records. From Albany, Girth Control packs catchy ska-punk singalongs full of hooks, humor, and heart. Formed by members of upstate favorites Public Access and The Slaughterhouse Chorus, the trio stays true to a mission of keeping things tight, honest, and fun. Buffalo’s The Abruptors round out the bill with a lively mix of ska, reggae, and rocksteady on Asian Man Records. They are promoting Everything You Know Is Wrong, a release that tackles themes of mental health, navigating crises, and conversations that matter.

Now in its 32nd year, this outdoor market season takes place rain or shine. Vendor listings, a vendor map, and information about special events are available online. For the comfort of all guests, dogs and other pets are not permitted.

Take a 90-minute guided hike in Mills-Norrie State Park that reveals the stories behind the ruins tied to three historic estates. Hear how Staatsburgh began as a gentleman’s farm in the 1700s, then follow the 19th-century development of The Point and Stonehurst. The route covers about 1.5 miles on uneven terrain, so sturdy footwear is required. Reservations are required, and there is no cost to participate.

An award-winning buzzer-based game show trivia experience takes over Industrial Arts Brewing in Beacon, New York. Teams compete for prizes with free admission, and craft beers and cocktails are available. When the weather cooperates, the action moves to the patio.