Community Calendar

Seniors are invited to explore and enjoy our beautiful, local conservation area! Free admission from 9am until noon on Wednesday, JUNE 3rd. There will be refreshments and entertainment on our amphitheatre stage. You can ride the shuttle from the parking lot to the event location. There will also be wagon ride tours to vi ...

JUN

Wanderlust presented by Headwaters Arts

Wednesday, June 3, 2026 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

"Do not follow where the path may lead. Go instead where there is no path and leave a trail." Ralph Waldo Emerson This is Headwaters Arts fourth themed, member art show of 2026 and it showcases over 40 art works in a variety of mediums and subjects including: acrylic, watercolour and oil paintings; photography; mixed me ...

JUN

Cruisin’ on First Classic and Custom Car Show

Wednesday, June 3, 2026 - 6:00 pm to 8:30 pm

99 First Street, Orangeville, ON

The family friendly cruise nights, features classic cars and trucks as well as custom rides on display at the Canadian Tire parking lot in Orangeville. The show takes place every Wednesday night until September 30, and there is no fee to attend. Weather permitting.

JUN

Wanderlust presented by Headwaters Arts

Thursday, June 4, 2026 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

JUN

Wanderlust presented by Headwaters Arts

Friday, June 5, 2026 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

JUN

Orangeville Blues and Jazz Festival

Friday, June 5, 2026 - 5:00 pm

11 Second Street, Orangeville, ON

The popular Orangeville Blues & Jazz Festival will feature acts on three stages, and in local pubs, restaurants, and event venues around town. The festival opens on Friday night with the popular Blues Cruise on Broadway which will include over 250 classic cars and several bands performing on Broadway. Throughout the weekend ...

JUN

Orangeville Farmers' Market

Saturday, June 6, 2026 - 8:00 am to 1:00 pm

Beside Town Hall - 87 Broadway, Orangeville, ON

The Orangeville Farmers' Market offers the best in fresh produce, fruits, locally raised meats, fish, flowers, home baked goods and unique artisan crafts. Located directly beside Town Hall on Second Street, the market features free weekly draws, live entertainment, special events, and activities for children.Visit downtowno ...

JUN

Wanderlust presented by Headwaters Arts

Saturday, June 6, 2026 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

JUN

Headwaters RAM Rodeo

Saturday, June 6, 2026 - 11:00 am to 7:00 pm

Orangeville Fairgrounds, 247090 5th Sideroad, Mono, ON

The Headwaters-Orangeville RAM Rodeo will bring two days of live action-packed rodeo performances like those at the Calgary Stampede. Each performance will feature some of Canada's top cowboys and cowgirls who will competing in barrel racing, bronco riding, pole bending, and the world's most dangerous sport of bull riding. ...

JUN

Orangeville Blues and Jazz Festival

Saturday, June 6, 2026 - 12:30 pm

11 Second Street, Orangeville, ON

JUN

Wanderlust presented by Headwaters Arts

Sunday, June 7, 2026 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

JUN

Headwaters RAM Rodeo

Sunday, June 7, 2026 - 10:30 am to 5:00 pm

Orangeville Fairgrounds, 247090 5th Sideroad, Mono, ON

JUN

Orangeville Blues and Jazz Festival

Sunday, June 7, 2026 - 12:30 pm

11 Second Street, Orangeville, ON

JUN

Tapestry of Art and Music presented by Headwaters Arts

Sunday, June 7, 2026 - 2:00 pm to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

Tapestry of Art and Music brings visual art and live music together in a single immersive experience. Up to 100 works of art will be exhibited alongside a special performance by the Sonus Voices of Hamilton.

JUN

Orangeville and District Horticultural Monthly Meeting

Tuesday, June 9, 2026 - 6:30 pm to 8:30 pm

Orangeville Senior Centre, 26 Bythia St, Orangerville On, L9W 2S1

PLease welcome our guest speaker tonight, Jocelyn Molyneux, with her talk titled "Feed your Soil, Fuel your Family, Fight Climate Change". Learn why it is vital to work together to eradicate invasive species in our region. Guests are welcome, free parking, sharing table, bring a mug for refreshments. There is also a flower ...

JUN

RBC Canadian Open

Wednesday, June 10, 2026 - 8:00 am

TPC Toronto at Osprey Valley 18821 Main Street, Caledon, ON L7K 1R1

The RBC Canadian Open is a PGA TOUR event that showcases the best golfers in the world.

JUN

Wanderlust presented by Headwaters Arts

Wednesday, June 10, 2026 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

JUN

Cruisin’ on First Classic and Custom Car Show

Wednesday, June 10, 2026 - 6:00 pm to 8:30 pm

99 First Street, Orangeville, ON

JUN

RBC Canadian Open

Thursday, June 11, 2026 - 8:00 am

TPC Toronto at Osprey Valley 18821 Main Street, Caledon, ON L7K 1R1

The RBC Canadian Open is a PGA TOUR event that showcases the best golfers in the world.

JUN

Wanderlust presented by Headwaters Arts

Thursday, June 11, 2026 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

JUN

RBC Canadian Open

Friday, June 12, 2026 - 8:00 am

TPC Toronto at Osprey Valley 18821 Main Street, Caledon, ON L7K 1R1

The RBC Canadian Open is a PGA TOUR event that showcases the best golfers in the world.

JUN

Wanderlust presented by Headwaters Arts

Friday, June 12, 2026 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

JUN

Matilda Jr. presented by OMT

Friday, June 12, 2026 - 7:30 pm

87 Broadway, Orangeville, ON

Rebellion is nigh in Matilda JR., a gleefully witty ode to the the anarchy of childhood and the power of imagination! This story of a girl who dreams of a better life and the children she inspires will have audiences rooting for the "revolting children" who are out to teach the grown-ups a lesson.

JUN