Upcoming Events

Headwaters Arts is thrilled to present their next exhibition, Wonder in the Woods. A journey through the woods is a time to explore, enjoy the solitude and get closer to nature. This creative Headwaters Arts member’s group, featuring wood turning artists Lucy and Lawrence Kristan, abstract painter Marnie Cooke and wildlife photographer William Mitchell, will present an exciting multimedia exhibition in the Headwaters Arts Gallery at the Alton Mill Arts Centre. It runs on Wednesday to Sundays, from July 1 - August 3rd. Stop by on July 5, from 1-4pm to meet the artists at the Artist's Reception.

Pairing an after-dark party environment with outstanding golf, elevated accommodations and a one-of-a-kind festival atmosphere, Osprey Valley Under The Stars is a unique weekend celebration perfect for a golf getaway unlike anything else. Enjoy a night golf experience by Nitelinx, live music, and The Kettle BBQ and Beer Festival. This two day golf event is the perfect way to escape for a weekend and experience Caledon's countryside.

‍

The annual Sunflower Festival is back again for another year at Davis Family Farm. Wander 30 acres of magical sunflowers in the sweet summer sun. With photo ops in the fields like cars, pianos, swings and more, it's fun for the whole family. During the 2 week blooming period, the farm will host extra fun events in the fields such as yoga, markets, and the Sunflower Soiree! Stay updated on their website to not miss out!

Centered on the theme of 'Transformation', the Caledon Music Festival 2026 returns from August 1 to 23 and brings some of the finest musicians in the world to Caledon for three weeks of inspiring concerts. Taking you on a journey through ‘Transformation’—an exploration into the depth of storytelling. This season is about how music tells stories and can transport audiences to fantastical and otherworldly places -experienced through the canon's most beloved works and in hidden gems. With its breathtaking setting, and the world-class performances, the festival is a true celebration of the transformative power of music. Visit www.caledonmusicfest.ca to explore what's in store for this summer! 

‍

This year marks an incredible milestone: the 50th Anniversary of Midnight Madness, and you’re invited to be part of the celebration! For five decades, Midnight Madness has brought Caledon together for one unforgettable night of fun, food, entertainment, and family memories — and this year will be bigger and better than ever. What to expect: food trucks, vendor marketplace, kids fun zone, live music all night and much more! The event will run from 6-11pm.

‍

It's Badio season! Join Badlands Brewing on the patio at their 9th Anniversary Celebration from 12pm-7pm. The day will include food, live music and the release of 10 brand new beers! 

Get down and dirty in Caledon's rolling hills, with the 2026 Mud Hero Race at Albion Hills Conservation Park. Trek 6km through mud and different obstacles. No experience required (ages 12+). You'll get to experience Caledon in a whole new way. Enjoy a live DJ, food vendors, and beer garden. Friends and family are welcome to join as spectators!