This weekend in Poughkeepsie, NY

● Listings verifiedMonday, September 21 · every listing checked against its source by our Poughkeepsie editors

Saturday & Sunday, Sep 26–27

10 events, 6 free. All of this week's events →

Saturday, September 26 6 events
  • 9am

    Clothing Drive

    Beekman Fire District, 316 Beekman Poughquag Rd, Poughquag
    Free

    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.

    Event website ↗
  • 10am

    Country Music Weekend

    Barton Orchards, 63 Apple Tree Ln, Poughquag
    See details

    At Barton Orchards in Poughquag, NY, the lineup includes live music, family-friendly entertainment, magic shows, pig races, a petting zoo, a fun park, and a variety of food options. Guests can sip the orchard’s own craft hard cider at any of the three bars and pick up meals or snacks at three concession locations. Each festival offers different experiences, with farm fun for all ages.

    Event website ↗
  • 10am

    Staatsburg Village Walking Tour

    St. Margaret's Staatsburg, N.Y., St. Margaret's Staatsburg
    Free

    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.

    Event website ↗
  • 1pm

    Chado Japanese Tea Ceremony

    Millbrook Library, 3 Friendly Ln, Millbrook · verified Sep 18
    See details

    Experience a traditional Chado, or Japanese Tea Ceremony, presented by the Mid-Hudson Japanese Community Association at Millbrook Library. Chado, meaning the way of tea, centers on a shared, heartwarming moment between host and guests over a bowl of matcha. MHJCA staff will demonstrate the roles of the tea host and two guests to show how tea is traditionally prepared and received. A narrator will guide the audience through each step and share the meanings and history behind the practice. Attendees will be individually served wagashi, a Japanese sweet that balances the bitterness of the tea, followed by matcha in a traditional bowl. For practical reasons the ceremony will follow the Ryurei style, with preparation and service at a table rather than on the floor. Children ages 10 and up may attend with a parent or guardian, and please note that green tea contains caffeine. Space is limited and registration is required, and each attendee must register separately.

    Event website ↗
  • 4pm

    Ben Basile and more

    Kaal Rock Park, 19 Hudson Heights Dr, Poughkeepsie · verified Sep 20
    Free

    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.

    Event website ↗
  • 6:30pm

    K&C Line Dancing

    Barton Orchards, 63 Apple Tree Ln, Poughquag · verified Sep 20
    See details

    Enjoy an evening of line dancing with K&C Line Dancing at Barton Orchards. The Sound Garden hosts an event open to all levels, from beginners to seasoned dancers. Arrive early to visit the full bar and concession. Admission is $10 at the door. Gather a few friends and make memories at the farm.

    Event website ↗
Sunday, September 27 4 events
  • 8am

    Steel Plate Shoot

    Northern Dutchess Rod & Gun Club, 140 Enterprise Rd, Rhinebeck · verified Sep 18
    See details

    Put your skills to the test in a steel plate shooting event that emphasizes precision and speed, with divisions for both rifles and handguns. Entry is $20 for adults and $10 for youth. Approved handgun calibers include .22 rimfire, 9 mm, .38 Special, .40, and .45 ACP. Rifles are limited to .22 LR, and magnum loads are not permitted. Firearms must remain in a bag until you are at the firing line. Plan to bring 200 rounds of ammunition and at least three magazines, with five preferred. A New York State pistol permit is required, and all New York State laws apply. Breakfast will be available to purchase. For more information, contact Tom Sandstedt at 845.389.2881 or tsandstedt@gmail.com.

    Event website ↗
  • 10am

    2026 Outdoor Season

    Municipal Parking Lot, 61 E Market St, Rhinebeck · verified Sep 18
    Free

    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.

    Event website ↗
  • 10am

    History Hidden in the Woods

    Staatsburgh State Historic Site, 75 Mills Mansion Dr, Staatsburg · verified Sep 20
    Free

    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.

    Event website ↗
  • 1pm

    Trivia Hangover

    Industrial Arts Brewing Company, Beacon
    Free

    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.

    Event website ↗

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