Windsor’s Chalk on the Walk

Calling all artists! Join us for the 103rd Windsor Harvest Festival on Saturday, August 30, 2025 for Chalk on the Walk, a Chalk Art Competition like no other—hosted by the Windsor Downtown Alliance!

For just $20, artists will receive:
🖍️ A 48-color pastel chalk set
💧 Squirt bottle & sponge
🕗 8:00 AM–1:00 PM to bring your sidewalk masterpiece to life

🏆 Judging: 1:00–3:00 PM
🎉 Awards: 4:00 PM @ Boardwalk Pavilion

Cash prizes for the Adult 18+ Professional category, plus a special award for the best Windsor Harvest Festival-themed art!

👉 Artist registration deadline: August 27th
Ready to showcase your creativity downtown? Don’t miss your chance! Sign up here: https://www.ticketsignup.io/TicketEvent/ChalkOnTheWalk

🙌 Local businesses—want to sponsor this event? Click for details and sign up to be a sponsor here: https://www.ticketsignup.io/TicketEvent/ChalkOnTheWalk

Also check out other Arts events in Windsor, Festivals in Windsor, Contests in Windsor.