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Saturday, May 25 & Sunday, May 26
11:00 am - 5:00 pm
Esplanade Park

**Two days this year!  Join us as Esplanade Park is filled with creativity for this arts-themed event.

Live Entertainment

Saturday, May 25

11:00 am Pickering Community Concert Band
12:00 pm Gordon Lightfoot Community Consultation
1:00 pm Zahra’s School of Dance
2:00 pm Pickering Public Library – Poetry in the Park
3:00 pm Pete & Anna
4:00 pm Live Art Battle

Sunday, May 26

11:00 am Father Leo J Austin Band (DCDSB)
12:00 pm Gordon Lightfoot Community Consultation
1:00 pm Ben the Music Man
1:30 pm Denise Lester Dance Academy
2:00 pm Malcolm Edwards
3:00 pm YMCA Youth Exchange Presentation
4:00 pm

Pickering Public Library – Poetry in the Park

Live Art Battle


Applications are now closed. Please stay tuned for the reveal of our exhibiting vendors! 


YMCA Canada Youth Exchange Program

(Sunday only)
3:00 - 5:00 pm

Please join Dunbarton High School in welcoming students from Nunavut as part of the YMCA Canada Youth Exchange Program! Enjoy entertainment courtesy of The Metis Strings as we welcome Pangnirtung youth to Pickering, as well as other musical cultural troops from the Pickering and Durham area!

After welcoming them on stage, visit their booth to learn more about their culture and the YMCA Program. 

Learn More


Tasty Treats

Dominos Pizza
Men’s Progress Club BBQ
Marshmallow Kingdom


Muskoka Chair Art Celebration

Join us in commemorating 50 years of Durham Region's cultural vibrancy and community pride through the Muskoka Chair Art Celebration.

More info to come. 


Live Painting Battle

The City of Pickering invites local emerging artists to apply to participate in the first ever Live Painting Battle. 

As we celebrate the present and look ahead to what lies beyond, artists are invited to interpret the theme "Forward Horizon: Imagining Pickering's Tomorrow" in their own unique style and perspective.

During the event, the participating artists will be provided with a canvas, paint supplies, and 1 (one) hour to create their masterpieces.

The audience will have the opportunity to witness the creative process unfold in real-time and vote for their favorite artworks. A maximum of 40 artists in total (20 artists on Saturday and 20 artists on Sunday) will be accepted to paint live for a chance to win two prizes of $500.00. There is no sign-up fee!

Learn More


Community Partners

Pickering Public Library      PAC4Teens    Pickering Museum Village     Recreation Pickering     Fire Services     Durham Region     Living Room Arts Studio     Durham Catholic School Board     Crock-a-Doodle     Pickering Garden Club     Open Studio     Station Gallery    YMCA


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.


For event updates, follow us on Facebook or Instagram at @pickeringevents.