Family-Friendly Activities
Events
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Paws & Pours for Prevention
Benmarl Winery 156 Highland Avenue, Marlboro, NYPaws & Pours for Prevention is a special fundraising event benefiting the Center for the Prevention of Child Abuse. Held on September 26, 2026, at Benmarl Winery, the event brings animal lovers and community members together to enjoy local wine while raising critical funds and awareness to help create safer futures for children and families […]
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Rough Cut Brewing Oktoberfest
Rough Cut Brewing 5945 Route 44-55, KerhonksonGerman food, raffles and prizes, and fun for the whole family! Live music by Professor Louie and The Crowmatix and Live Wire Panic!
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Headless Horseman Hayrides and Haunted Attractions Children’s Day
Headless Horseman Hayrides & Haunted Attractions 778 Broadway, Route 9W, Ulster Park, NY, United StatesA Tiny Taste of Terror. Enjoy a hayride, friendly characters, experience our Magic Moon Maze, Haunted Gardens, Witch Hazel's Halloween House, Dino Zone, and enjoy music, making this the perfect outing for families with young children. All the monsters are friendly on Children’s Day. Rain dates are October 4th and October 18th.
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WAAM Members Studio Tour
The WAAM Members Studio Tour will be held throughout Woodstock and its 50-mile radius. The self-guided tour includes a broad selection of studios featuring member artists who will open the doors of their workspaces to the public to provide insight into their artistic process and bodies of work. Included in the tour are artists working […]
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Oktoberfest
Locust Grove Brewing Co. 162 North Road, MiltonGet ready to raise your steins and celebrate Oktoberfest! Join us for an afternoon filled with games, German-style Menu food trucks, great beer, live music, and plenty of Oktoberfest cheer! Games include: stein-holding, keg rolling, ring toss, and corn hole! Music from 1-5pm by Keith Daddio's Swingin' Okpolkafest Party Band! $5 cash cover charge (no […]
$5 -
Headless Horseman Hayrides and Haunted Attractions Children’s Day
Headless Horseman Hayrides & Haunted Attractions 778 Broadway, Route 9W, Ulster Park, NY, United StatesA Tiny Taste of Terror. Enjoy a hayride, friendly characters, experience our Magic Moon Maze, Haunted Gardens, Witch Hazel's Halloween House, Dino Zone, and enjoy music, making this the perfect outing for families with young children. All the monsters are friendly on Children’s Day. Rain dates are October 4th and October 18th.
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Burning of Kingston “Capital to Capital 5K Run”
O&W Rail TrailRun through Kingston’s rich history and take part in a scenic race connecting the city’s historic landmarks with the energy of the Hudson Valley. Whether you’re a dedicated runner or looking for a fun way to explore Kingston, this festive event offers a memorable mix of fitness, community, and local history!
Free – $25 -
The United European Ballet Presents: Cinderella
Ulster Performing Arts Center 601 Broadway, Kingston, NYStep into a world of timeless romance and enchantment with a captivating performance filled with graceful choreography, beautiful music, and storybook magic! Experience this beloved fairy tale brought to life on stage and make it a memorable outing in the heart of the Hudson Valley!
$39.25 – $165 -
Trunk or Treat
Locust Grove Brewing Co. 162 North Road, MiltonTRUNK OR TREAT IS COMING TO LOCUST GROVE! Keep the Halloween fun going after the Main Street Halloween Parade in Milton and join us at Locust Grove Brewing Co. for a spooky night of decorated trunks, costumes & candy! Want to decorate a trunk and join the fun? Registration is required by 10/24! Contact Jess […]
Free