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 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!
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 on the front lawn of the Woodstock Inn & Resort with help from stunning and spooky pumpkin carvings (vote on your favorite), plus a la carte apple cider and chili dogs – all while 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!