Pickering Family-Friendly Fall Activities 2026

Fall Fling is held at Millennium Square on select Saturdays in October.

Four-block street festival celebrating local apple growers, crafts, and baked treats.

Halloween celebration in the Discovery Zone with trick-or-treating and animal encounters.

Discovery Zone trick-or-treating, animal encounters, and spooky mysteries.

Halloween LEGO builds, glow-in-the-dark workshops, and a 4D monster movie.

Trick-or-treating, monster houses, and crafts across the heritage village.

Explore Victorian mysteries, spooky science displays, and historic trick-or-treating.

Trick-or-treating at local businesses ending with a costume parade.

Free pumpkin patch, kids activities, and a judged dog costume contest.

Free pumpkins, face painting, hot dog BBQ, and charity raffle.

Community showcase of carved and decorated pumpkins.

Children's Halloween concert and album launch with Chris McKhool.

Autumn visit to Knox's Pumpkin Farm.

Community marketplace featuring local artisans, specialty foods, and handcrafted gifts.

Guided forest walk, seasonal crafts, and hot apple cider for families.

Twisted Wonderland Halloween cafe event with vendors, cosplay, and trivia.

Decorate three mini pumpkins with dried everlasting flowers to take home.

Features local vendors, crafts, games, music, and food.

Costume-friendly community gathering featuring games, crafts, and candy for children.

Undertale and Deltarune fandom Halloween gathering with games and activities.

Fresh-pressed cider, historic artisan demonstrations, and family entertainment across 25 acres.

Trick-or-treat at participating local businesses along Main Street.

Walk-through experience featuring 1.5 million lights and 15,000 real pumpkins.

25-acre site transformed into a Halloween town for kids

Annual Halloween event at the Community Safety Village

Dog-friendly Halloween event with costume contests and vendors

Ghoulish crafts, fun activities, and costume parade