May 23 Jack Ride 2026 All Day Outdoor Caledon East Community Complex 6215 Old Church Road, Caledon East Event Details Get Directions
May 28 Taste of the Town 2026 5:00 pm - 8:00 pm Community The Gibson Centre for Community, Arts and Culture 63 Tupper St W, Alliston Event Details Get Directions
Jun 13 13th Annual Compass Run for Food 8:00 am - 12:00 pm Outdoor Compass Community Church 246289 Hockley Road, Mono Event Details Get Directions
Jun 23 5th Annual Caledon Seniors’ Centre Golf Tournament 8:30 am - 6:00 pm Outdoor Glen Eagle Golf Club 15731 Regional Road 50, Caledon Event Details Get Directions
Sep 11 Headwaters in Wonderland – The 27th Annual Gala 5:00 pm - 11:59 pm Community Hockley Valley Resort 793522 3rd Line Mono, Orangeville Event Details Get Directions
Oct 8 Headwaters Hike to Fight Cancer 5:00 pm - 7:30 pm Outdoor Caledon Ski Club 17431 Mississauga Rd., Caledon Event Details Get Directions
