All Day

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…

Summer Sale

Summer Sale
17886 The Gore Road 17886 The Gore Road, Caledon, Caledon
Community

High-end, gently used apparel, home goods and more! 100% of the proceeds go to the Big Life Foundation.

Planning for Trees Workshop

Warwick Conservation Centre 15526 Heart Lake Rd, Caledon Village
Community

Learn how to choose the best trees for your property to enhance your laneway, trails, paddock, pond or any other features of your land. At this hands-on workshop, you’ll discover: - our services - tree-planting grants - ways to improve your property. Come prepared with questions for the Q&A. There will be an activity where…

Book/Puzzle/Treasures & Local Vendor Marketplace

St. Andrew's Presbyterian Church Hillsburgh 83 Trafalgar Rd, Hillsburgh
Community

Pick up some fabulous books for summer reading or puzzles for the cottage. Enjoy shopping for Father's Day from a variety of local vendors. Interested in being a vendor? Please call or email for more information.

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…

Visual Voices: Exploring Identity Exhibition Opening

Peel Art Gallery, Museum and Archives (PAMA) 9 Wellington St E, Brampton
Arts & Letters

Celebrate the opening of the Visual Voices Elementary Art Show with PAMA and the Peel District School Board. Meet student artists, connect with the community and enjoy interactive activities.

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 centres on the concrete dam where Shaw’s Creek was engineered to drive what became the longest-running water-powered mill on the Upper Credit River system. The…

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

Headwaters RAM Rodeo

Headwaters RAM Rodeo
Orangeville Fairgrounds 247090 Side Rd 5, Orangeville
Community

Featuring cowboys and cowgirls competing in barrel racing, saddle bronc, bareback, bull riding, pole bending, and more for over $300,000 in prize money and the right to compete at the Eastern Canadian RAM Championship in Ancaster, Ontario. Be part of the excitement. Enjoy vendors, food, Alberta Premium Saloon and Kids' Rodeo. Buy tickets online, prices…

Orangeville Community Band @ Blues & Jazz

Music

We will be performing at the intersection of Broadway and 1st St in Orangeville. Musical selections will be in keeping with the Blues and Jazz theme for the festival.

Free

Sip & Swap: Summer Reads – Ages 16+

Museum of Dufferin Airport Rd & Hwy 89, Mulmur
Arts & Letters

Sip, swap and get ready for summer! Bring your friends (or book club!) for the perfect opportunity to pick up your next beach read or poolside pick for lazy summer afternoons. Bring a book to exchange (give one, take one!). Sip on iced tea, lemonade and other cool drinks. Snack and socialize. Maximum four books…

27th Annual Wines of the World

Caledon Equestrian Park 200 Pine Ave, Caledon
Community

Get ready to sip, savour and celebrate! Guests will enjoy an unforgettable evening at this cherished community fundraiser of wine discovery, featuring more than 50 varieties from around the globe, along with craft beer and cider selections. Paired with delicious food and live music, the event promises a lively and welcoming atmosphere. Best of all,…

The Second to Last Chance Ladies’ League

Century Church Theatre 72 Trafalgar Rd, Hillsburgh
Theatre & Film

A Jones Hope Wooden comedy about four lifelong friends who reunite to run a wedding venue, leading to hilarious chaos and heartfelt moments as they navigate life's challenges together. It's a celebration of friendship and resilience, filled with laughter and relatable moments. It captures the essence of navigating life's changes with humour and camaraderie, making…

$25

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…