Upcoming Festivals & Events 

Join us as Pickering celebrates together.   We have an assortment of great events to engage in all year round.
The City’s Events Calendar is the best resource to see upcoming City and Community Events.  Below are some of Pickering's events that we are proudly offering.


Fall Fling

October 21 & October 28 from 11:30 am - 3:00 pm
Millennium Square, Pickering

 Join the City of Pickering and Nautical Village local businesses for an exciting new 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.

More info at pickering.ca/fallfling.

Santa Claus Parade

Saturday, November 25 from 10:00 am
Glenanna Road from Dixie Road to Pickering Parkway

The City of Pickering is excited to bring back the Santa Claus Parade on Saturday, November 25th.  Visit pickering.ca/santaclausparade for more information.

Winter Nights, City Lights 

Friday, November 24 & Saturday, November 25, from 5:30 pm to 8:30 pm
Esplanade Park

We are excited to be sharing details of the event soon!  Check back Fall 2023 for information on vendor call-out and event details.

Winter Wonderland

December 2 & December 9 from 11:30 am - 3:00 pm
Millennium Square, Pickering

**New event in Millennium Square! To include winter activities for all including ice carvers, fire pits for s'mores, giveaways and games.  Also join us on November 28th for the official unveiling of the public art piece called Same Material/Different Time by Jordan Shaw. More details to come.


Planning a Community Festival or Event in Pickering?

Review the Community Festival & Events Manual, then submit your festival or event for consideration.