17th Annual Caledon Day 2026

This community event brings together the best of Caledon and provides an opportunity to celebrate together as a community!

Join us for family fun including kids’ activities, local vendors, musical acts, fireworks, food and more.

The evening features a high-energy live music experience, beginning with a Taylor Swift Tribute Band, followed by a headline performance from Canadian country music star Brett Kissel. With 23 CCMA Awards, 3 JUNO Awards, multiple Gold and Platinum singles, and 20 Top 10 radio hits, Brett Kissel brings national recognition and broad audience appeal to the event.

Continuing the tradition Caledon Community Services will host Velocity, its annual cycling event. Visit ccsvelocity.ca for info.