- Artisan Market with 15+ vendors each day
- Craft Corner: Decorate your own turkey
- Face Painting
- Fall-Themed Scavenger Hunt throughout Millennium Square and Nautical Village (Oct.17 only)
- Food Vendors
- Line Dancing Demos and Lesson from Cheatin' Hearts - Millennium Square at 11:30 am (Oct.17 only)
- Live Music in Millennium Square and Nautical Village
- Outdoor Games
- Pumpkin Bowling in Nautical Village
- Roaming characters
- Outdoor Games
- Free Giveaways
Fall Fling
Saturday, October 17, 2026 & Saturday, October 24, 2026
11:30 am - 3:00 pm
Millennium Square
Fall Fling celebrates all things Fall with pumpkin painting, photo stops, fall décor, miniature train rides, Halloween costume contests, trick-or-treating, hands-on crafts, and local artisans in the vendor market.
Featured Activities
Get ready for two weekends of autumn fun! Explore the exciting lineup of Fall Fling activities happening on Saturday, October 17 and Saturday, October 24.
*Please note that some activities are only offered on specific dates. View the schedule below for details.*
- Artisan Market with 15+ vendors each day
- Craft Corner: Decorate your own pumpkin
- Face Painting
- Food Vendors
- Kids Halloween Costume Contest - 1:00 pm at Millennium Square (Oct.24 only)
- Live Music in Millennium Square and Nautical Village
- Miniature Train Rides (Oct.24 only)
- Outdoor Games
- Pumpkin Bowling in Nautical Village
- Roaming characters
- Trick-or-Treating throughout Millennium Square and Nautical Village (Oct.24 only)
- Outdoor Games
- Free Giveaways
Vendor Application
In 2026, the City of Pickering has launched a singular vendor application form for consideration at all City-led festivals and events in 2026, excluding Petapolooza. This form ensures that vendors are aware of every opportunity available throughout the year, while providing clear timelines for application intake and response periods.
Vendor applications have now closed for Fall Fling. You can apply for other City events using the button below.
Photos and video may be recorded at this event by designated City photographers & videographers. These materials may be used in future City of Pickering education, advertising, and other internal/external promotions, without compensation.
Any questions related to the collection of this information should be directed to the City Clerk, One the Esplanade, Pickering, ON L1V 6K7, 905.420.4611.
For the safety of all attendees, we encourage any dogs that do not do well with people, crowds, loud noises, or other dogs to be left at home.
Please note, all dogs entering any City event must comply with the Responsible Pet Ownership By-law (6811/07) and the Dog Owners Liability Act.
Dogs that have characteristics similar to a Pit Bull (under the act) must wear a muzzle.
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