Birding Workshop: Peak Breeding Season

Mansfield Outdoor Centre 937365 Airport Rd, Mulmur
Outdoor

Summer brings peak bird activity, and breeding season is one of the most exciting times to observe birds up close. This workshop focuses on nesting behaviours, territorial songs and the…

Vélocity Ride for Seniors 2026

Caledon East Park 6101 Old Church Rd, Caledon East
Outdoor

Join the community as we raise funds to help seniors in Caledon stay healthy, active and independent. All ages and skill levels are welcome with scenic local routes to match…

Orangeville Farmers’ Market

Orangeville Farmers’ Market
87 Broadway 87 Broadway, Orangeville
Community

Discover delicious, locally grown produce and meats, small-batch, ready-to-eat sweets and savouries, handcrafted goods and more! Just steps from Downtown Orangeville’s boutique shops and fabulous restaurants, it’s the perfect way to start your weekend. Vendors rotate so be sure to come often and explore our unique offerings!

Mulmur 175 End-to-End Challenge – All Ages

Dufferin Hi-Land Bruce Trail
Outdoor

This 41.1 km journey follows the Dufferin Hi-Land section of the Bruce Trail, guiding hikers from Primrose to Lavender through some of Mulmur’s most scenic and storied landscapes. From rolling hills and hardwood forests to quiet country roads and escarpment views, the route reflects the deep connection between people and place that defines Mulmur. This…

Caledon Fair

Caledon Fair
Caledon Fairgrounds 18297 Hurontario St.,, Caledon Village
Community

Join us for a weekend of fun! Fri 5:30pm: Truck and Tractor Pull; OTTPA and Vintage and Local classes followed by OTTPA sanction classes; Bavarian Beer Garden. Sat: Inflatable play park, pony rides and petting zoo; Classic British Car Show; Demolition Derby. Sun: Family Day: Pony rides and petting zoo; vendor village; food trucks; agility…

A Day on the Farm at Sheldon Creek Dairy

A Day On The Farm at Sheldon Creek Dairy
Sheldon Creek Dairy 4316 RR#2 5th Concession, Loretto
Community

Mark your calendars and get ready for a jam-packed, unforgettable day! Here’s a sneak peek at what’s in store: Meet the cows Barn demos Live music Agriculture career showcases Food trucks and delicious samples Professional kite flyers Local farmers' market Meet the Alliston Hornets OPP Firefighters And so much more! Fun for all ages! Bring…

Erin Arts Festival

Village of Erin Main Street, Erin
Arts & Letters

Centred on Main St, the festival is an event with artists and artisans of various backgrounds and experiences showcasing their talents and interacting with the public. A feature of the…

Free

Home & Heritage Photography Exhibition

Home & Heritage Photography Exhibition
Museum of Dufferin Airport Rd & Hwy 89, Mulmur
Arts & Letters

Featuring 30 photographers from across Canada, Home & Heritage explores the many meanings of home. Through powerful images the exhibition reflects diverse cultural perspectives shaped by food, tradition, community, family and friends, and the spaces we inhabit. Together these stories reveal how deeply personal — yet universally shared — the idea of home can be.…

Free

DIY Studio Time – Ages 5+

DIY studio time
Peel Art Gallery, Museum and Archives (PAMA) 9 Wellington St E, Brampton
Kids

Explore exhibitions and connect over self-guided art projects that inspire creativity. Do-it-yourself studio time activities change every month. June’s theme: Gain inspiration from Claude Tousignant’s Accelerateur, now on display in Abstract Art in Canada, and create your own illusion artwork. All children with an adult.  

Teen Ranch Trail Rides – Ages 10+

Teen Ranch Fall Trail Rides – Ages 10+
Teen Ranch 20682 Hurontario St, Caledon
Outdoor

Discover a scenic and unforgettable horseback journey just outside Caledon, offering gentle terrain with walk and trot (if you're comfortable riding). Our experienced staff pairs you with a well‑trained horse and leads you safely through rolling hills and open trails. It’s a great way to immerse yourself in the outdoors, enjoy fresh air, and connect…

Wanderlust

Wanderlust
Alton Mill Arts Centre 1402 Queen St, Alton
Arts & Letters

Thirty-three member artists present an explosion of creative genius and worlds of colour in the 60+ works interpreting their dreams and unexpected places.

Free

Alton Mill Dam Banners at PAMA

Alton Mill Dam Banners at PAMA
Peel Art Gallery, Museum and Archives (PAMA) 9 Wellington St E, Brampton
Arts & Letters

Alton Mill Dam (2025) is a large-scale outdoor installation of a direct-positive pinhole photograph by artist Risa Horowitz. Made with a handmade camera at Alton Mill Arts Centre, the image…

Welcome Summer Vendor Market

Blackhorse Village Players 17272 Mt Wolfe Rd & Hwy 9, Caledon
Community

Come celebrate Summer and shop local artisans, crafters and small businesses outdoors with us. For those interested in being a vendor please see our website: https://www.blackhorsetheatre.ca/vendor-market-sign-up.html

Free

Tokens of Love

Tokens of Love
Womens Art Association of Canada, Toronto 23 Prince Arthur Ave., Toronto
Arts & Letters

Tokens of Love is an art show that reclaims the flower as a serious and personal subject. Historically dismissed as feminine and decorative, floral painting was one of the few genres women were "allowed" to pursue. In this series each bloom is based on real flowers gifted to the artist by loved ones, portraits of…

Free

17th Annual Caledon Day 2026

Caledon East Community Complex 6215 Old Church Road, Caledon East
Community

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…

Free

Streams Hub Presents: Family Feud Game Night!

Grace Tipling Hall 203 Main St E Victoria Street at Main, Shelburne
Community

A  showdown where families team up, compete head to head and try to guess the most popular answers! Free, register your team online by May 29.    

Mr. Television

Mr. Television by John Palla
Blackhorse Village Players 17272 Mt Wolfe Rd & Hwy 9, Caledon
Theatre & Film

Mr Television by John Palla A comedy June 5,6,7, 12,13,14 18, 19, 20,21 “Wherever there’s this much fertilizer, there’s got to be a pony.” That’s the optimistic promise of Jason Ivy, the youthful director of humble Hogan Cable’s community television station. Actually, their studio is really just the old back kitchen of moonshiner Quincey Calhoun’s…