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Saturday, October 19 & Saturday, October 26
11:30 am – 3:00 pm
Millennium Square

Join the City of Pickering and Nautical Village local businesses for an exciting event in Millennium Square this Fall. Enjoy the local vendor market, miniature train rides, live music, picturesque autumnal decorations, and giveaways... all along Pickering’s waterfront. Free and fun for all ages. 

 

Free Event Shuttle from Pickering GO
Enjoy the free event shuttle from the Pickering GO bus terminal to the intersection of Liverpool Road and Annland Street.

 

10:15 AM       Pickering GO

10:30 AM       Liverpool Rd / Annland St

10:45 AM       Pickering GO

11:00 AM       Liverpool Rd / Annland St

11:15 AM       Pickering GO

11:30 AM       Liverpool Rd / Annland St

11:45 AM       Pickering GO

12:00 PM       Liverpool Rd / Annland St

12:15 PM       Pickering GO

12:30 PM       Liverpool Rd / Annland St

12:45 PM       Pickering GO

1:00 PM         Liverpool Rd / Annland St

1:15 PM         Pickering GO

1:30 PM         Liverpool Rd / Annland St

1:45 PM         Pickering GO

2:00 PM         Liverpool Rd / Annland St

2:15 PM         Pickering GO

2:30 PM         Liverpool Rd / Annland St

2:45 PM         Pickering GO

3:00 PM         Liverpool Rd / Annland St

3:15 PM         Pickering GO

3:30 PM         Liverpool Rd / Annland St

3:45 PM         Pickering GO
Pop-Up Costume Swap
Holding onto old Halloween costumes you don’t know what to do with? Looking to upgrade your costumes for this year?

Visit the City of Pickering tent in Millennium Square on either of the Fall Fling event dates to participate in the Pop-Up Costume Swap. Please only donate clean new or gently used costumes.

Unclaimed items will be donated to The Salvation Army Thrift Store following the October 26, event date.

Please note: Availability of costumes, including size, style, and variety, cannot be guaranteed and will vary depending on the Swap date and time. Donations are not required to participate in the Swap.
Best Decorated Storefront Contest

Participating businesses compete for Council’s Choice and Community Choice in the annual Best Decorated Storefront Contest.

Congratulations to our 2023 winners:

  • The West Group (Council’s Choice)
  • Kleinburg’s Wealth Management (Community Choice)

Vote on-site on October 19 to select this year’s Community Choice winner. Awards will be presented same day at 2:45 pm in Millennium Square. 
Youth and Pet Costume Contests
On the closing date of Fall Fling, there will be Youth (Under 16) and Pet costume contests held in Millennium Square during the band and/or performers’ intermission.

 

Date: October 26, 2024

Time(s): TBC

Location: Millennium Square

 

A note on Halloween Costumes

 

This is a reminder that people’s identities are not costumes to be worn. Costumes grounded in discriminatory, racist, sexist, ableist, homophobic, transphobic, and/or ideologies that may offend or cause harm, are not appropriate under any circumstance.

 

In Pickering’s diverse community, we must remember that everyone has varied lived experiences and worldviews. It is important to be considerate of this and be proactive in ensuring that everyone has a safe, inclusive, and enjoyable Halloween.

 

Here are some questions to consider to ensure that your costume choice is mindful and socially conscious at the event and throughout the Halloween season:

  1. Does my costume perpetuate a stereotype associated with any group of people or community based on race/ethnicity, religion, gender, ability, or any other aspect of one's identity? 
  2. Does my costume represent any group of people or community or feature a garment or item with significance to a particular culture, religion, or other community group? 
  3. Does my costume depict a historical time-period which is considered offensive and discriminatory?
  4. Does my costume represent a culture or an element of a culture that people are discriminated against for being, wearing, and/or practicing?
  5. Can I say without a doubt that people will not be offended when seeing my costume?

 

Halloween can be spooky and scary, but it never needs to be offensive, discriminatory, or harmful. Please take great care in selecting a costume this year.

 

 

 

 

Photography Policy
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.
Pet Policy
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.