October 26th, 2019
10 – 11 AM: Grab the kids and your pointiest hats for a free showing of the half-hour film, Room on the Broom, the story of a witch and her animal friends, coming to Artistree in Pomfret! Then, stick around for a $5 pumpkin decorating workshop.
10 AM – 8 PM: You’ll find more than a bit of hocus pocus at the Vermont Institute of Natural Science’s (VINS) day of Hoots & Howls! Check out animal skeletons, face painting, reptile and raptor meet-and-greets, and more by morning. By night, get ready for a guided tour of the Forest Canopy Walk lit by Jack-o-lanterns and featuring stories, experiments, puppetry, a skit, and tricky treats.
3 – 5 PM: Don’t forget your racket or your spookiest getup for a round of Costumes on the Court at the Woodstock Athletic Club – where prizes await for the most creative costumes!
5 – 7 PM: Then, head to sleepy South Woodstock to see historic homes with Halloween decorations that'll make you scream, then stick around for two activities open to the public: community trick or treating and a pot-luck dessert at the South Woodstock Fire House, where prizes for house decor will be awarded at 7 PM! Start at the Kedron Valley Inn to get your village map.
October 27th, 2019
10 AM – 5 PM: You’re in store for all treats, no tricks, during A Family Halloween at Billings Farm & Museum! Think doughnuts-on-a-string, pumpkin carving, spooky tales, wagon rides, and even costume parades at 12 and 2 PM. Plus, costumed children are admitted for free when accompanied by an adult!
October 29th, 2019
7 – 10 PM: Hit the hay a different way when you join locals and visitors for a scary movie screening of The Night of the Living Dead at the Kedron Valley Farm barn in South Woodstock! Be sure to bring a chair, blanket, and BYOB for this free showing.
October 30th, 2019
3 – 4 PM: Witchcraft? No, the question is, which craft will you choose at the Halloween Craft Party at the Woodstock History Center, serving up free fun and games for students from pre-k to third grade! And don't forget to pre-register as space is limited.
7 – 9:30 PM: You’ll have a scary good time at the free Vermont Folk Horror Roadshow at Pentangle Arts’ Woodstock Town Hall Theatre, with an intro and screening Q&A by Steve Bissette and showings of two Vermont-made films from the 70s: Walter Ungerer’s The Animal and Transformations by Barbara Hirschfeld.
October 31st, 2019 – All Hallows' Eve
1:30 – 3 PM: It’s a monster mashup of badminton, table tennis, and a costume party during a Halloween Pickleball Event at the Woodstock Athletic Club!
2 – 4 PM: Delve into the shrouded, superstitious world of the Victorian era as part of the Farm House/Manor House: Life & Death Tour, featuring tales of those who lived and perished on Billings Farm and the Rockefeller estate.
2:10 – 2:40 PM: They’re too cute to spook: watch as the little ones of Woodstock Elementary parade around the village green in their Halloween finery! Weather permitting.
Take to the streets of Woodstock village just before the sun sets for a night of trick or treating the kids won’t forget! Set them loose on High Street, a residential stretch closed off to traffic for the night and decked to the nines in Halloween finery, where the tricks are a good as the treats!
5 – 7:30 PM: Find some magic at the Woodstock Inn & Resort where the little pumpkins, princesses, superheroes, and monsters in your life receive a full-sized candy bar!
6 – 8:45 PM: It’s not just witchful thinking… the enchanting classic, Practical Magic, is back on the silver screen at Pentangle Arts’ Woodstock Town Hall Theatre from 7 – 8:45 PM after a costume party filled with treats and prizes from 6 – 7!